UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

 

FORM N-CSR

 

CERTIFIED SHAREHOLDER REPORT

OF

REGISTERED MANAGEMENT INVESTMENT COMPANIES

 

Investment Company Act file number: 811-04098

 

Name of Registrant: Vanguard Chester Funds
Address of Registrant: P.O. Box 2600
  Valley Forge, PA 19482

 

Name and address of agent for service: Tonya T. Robinson, Esquire
  P.O. Box 876
  Valley Forge, PA 19482

 

Registrant’s telephone number, including area code: (610) 669-1000

 

Date of fiscal year end: September 30

 

Date of reporting period: October 1, 2024—March 31, 2025

 

 

 

 

 

 

Item 1: Reports to Shareholders.

 

 

 

TABLE OF CONTENTS

Vanguard Target Retirement Income Fund
Investor Shares - VTINX

Vanguard Target Retirement 2020 Fund
Investor Shares - VTWNX

Vanguard Target Retirement 2025 Fund
Investor Shares - VTTVX

Vanguard Target Retirement 2030 Fund
Investor Shares - VTHRX

Vanguard Target Retirement 2035 Fund
Investor Shares - VTTHX

Vanguard Target Retirement 2040 Fund
Investor Shares - VFORX

Vanguard Target Retirement 2045 Fund
Investor Shares - VTIVX

Vanguard Target Retirement 2050 Fund
Investor Shares - VFIFX

Vanguard Target Retirement 2055 Fund
Investor Shares - VFFVX

Vanguard Target Retirement 2060 Fund
Investor Shares - VTTSX

Vanguard Target Retirement 2065 Fund
Investor Shares - VLXVX

Vanguard Target Retirement 2070 Fund
Investor Shares - VSVNX

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Vanguard Target Retirement Income Fund
Investor Shares (VTINX)
Semi-Annual Shareholder Report | March 31, 2025

This semi-annual shareholder report contains important information about Vanguard Target Retirement Income Fund (the "Fund") for the period of October 1, 2024, to March 31, 2025. You can find additional information about the Fund at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature. You can also request this information by contacting us at 800-662-7447.
What were the Fund costs for the last six months?
(based on a hypothetical $10,000 investment)
Share Class Name Costs of a $10,000 investment Costs paid as a percentage of a $10,000 investment
Investor Shares $4 0.08%1
1
Annualized.
This table reflects the Fund’s investments, including short-term investments, derivatives and other assets and liabilities.
Fund Statistics
(as of March 31, 2025)
Fund Net Assets
(in millions)
$34,713
Number of Portfolio Holdings 8
Portfolio Turnover Rate 2%
Portfolio Composition % of Net Assets
(as of March 31, 2025)
Vanguard Total Bond Market II Index Fund Investor Shares 37.8%
Vanguard Short-Term Inflation-Protected Securities Index Fund Admiral Shares 17.3%
Vanguard Total Stock Market Index Fund Institutional Plus Shares 16.3%
Vanguard Total International Bond II Index Fund Institutional Shares 15.9%
Vanguard Total International Stock Index Fund Investor Shares 12.1%
Other Assets and Liabilities—Net 0.6%

Where can I find additional information about the Fund?
Additional information about the Fund, including its prospectus, financial information, holdings, and proxy voting information is available at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature.
Connect with Vanguard ® • vanguard.com
Fund Information • 800-662-7447
Direct Investor Account Services • 800-662-2739
Text Telephone for People Who Are Deaf or Hard of Hearing • 800-749-7273
© 2025 The Vanguard Group, Inc.
All rights reserved.
Vanguard Marketing Corporation, Distributor.
SR308
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Vanguard Target Retirement 2020 Fund
Investor Shares (VTWNX)
Semi-Annual Shareholder Report | March 31, 2025

This semi-annual shareholder report contains important information about Vanguard Target Retirement 2020 Fund (the "Fund") for the period of October 1, 2024, to March 31, 2025. You can find additional information about the Fund at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature. You can also request this information by contacting us at 800-662-7447.
What were the Fund costs for the last six months?
(based on a hypothetical $10,000 investment)
Share Class Name Costs of a $10,000 investment Costs paid as a percentage of a $10,000 investment
Investor Shares $4 0.08%1
1
Annualized.
This table reflects the Fund’s investments, including short-term investments, derivatives and other assets and liabilities.
Fund Statistics
(as of March 31, 2025)
Fund Net Assets
(in millions)
$34,879
Number of Portfolio Holdings 8
Portfolio Turnover Rate 2%
Portfolio Composition % of Net Assets
(as of March 31, 2025)
Vanguard Total Bond Market II Index Fund Investor Shares 35.1%
Vanguard Total Stock Market Index Fund Institutional Plus Shares 20.4%
Vanguard Total International Stock Index Fund Investor Shares 15.1%
Vanguard Total International Bond II Index Fund Institutional Shares 14.7%
Vanguard Short-Term Inflation-Protected Securities Index Fund Admiral Shares 14.2%
Other Assets and Liabilities—Net 0.5%

Where can I find additional information about the Fund?
Additional information about the Fund, including its prospectus, financial information, holdings, and proxy voting information is available at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature.
Connect with Vanguard ® • vanguard.com
Fund Information • 800-662-7447
Direct Investor Account Services • 800-662-2739
Text Telephone for People Who Are Deaf or Hard of Hearing • 800-749-7273
© 2025 The Vanguard Group, Inc.
All rights reserved.
Vanguard Marketing Corporation, Distributor.
SR682
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Vanguard Target Retirement 2025 Fund
Investor Shares (VTTVX)
Semi-Annual Shareholder Report | March 31, 2025

This semi-annual shareholder report contains important information about Vanguard Target Retirement 2025 Fund (the "Fund") for the period of October 1, 2024, to March 31, 2025. You can find additional information about the Fund at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature. You can also request this information by contacting us at 800-662-7447.
What were the Fund costs for the last six months?
(based on a hypothetical $10,000 investment)
Share Class Name Costs of a $10,000 investment Costs paid as a percentage of a $10,000 investment
Investor Shares $4 0.08%1
1
Annualized.
This table reflects the Fund’s investments, including short-term investments, derivatives and other assets and liabilities.
Fund Statistics
(as of March 31, 2025)
Fund Net Assets
(in millions)
$72,858
Number of Portfolio Holdings 8
Portfolio Turnover Rate 2%
Portfolio Composition % of Net Assets
(as of March 31, 2025)
Vanguard Total Bond Market II Index Fund Investor Shares 29.9%
Vanguard Total Stock Market Index Fund Institutional Plus Shares 28.8%
Vanguard Total International Stock Index Fund Investor Shares 20.7%
Vanguard Total International Bond II Index Fund Institutional Shares 12.8%
Vanguard Short-Term Inflation-Protected Securities Index Fund Admiral Shares 7.3%
Other Assets and Liabilities—Net 0.5%

Where can I find additional information about the Fund?
Additional information about the Fund, including its prospectus, financial information, holdings, and proxy voting information is available at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature.
Connect with Vanguard ® • vanguard.com
Fund Information • 800-662-7447
Direct Investor Account Services • 800-662-2739
Text Telephone for People Who Are Deaf or Hard of Hearing • 800-749-7273
© 2025 The Vanguard Group, Inc.
All rights reserved.
Vanguard Marketing Corporation, Distributor.
SR304
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Vanguard Target Retirement 2030 Fund
Investor Shares (VTHRX)
Semi-Annual Shareholder Report | March 31, 2025

This semi-annual shareholder report contains important information about Vanguard Target Retirement 2030 Fund (the "Fund") for the period of October 1, 2024, to March 31, 2025. You can find additional information about the Fund at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature. You can also request this information by contacting us at 800-662-7447.
What were the Fund costs for the last six months?
(based on a hypothetical $10,000 investment)
Share Class Name Costs of a $10,000 investment Costs paid as a percentage of a $10,000 investment
Investor Shares $4 0.08%1
1
Annualized.
This table reflects the Fund’s investments, including short-term investments, derivatives and other assets and liabilities.
Fund Statistics
(as of March 31, 2025)
Fund Net Assets
(in millions)
$95,639
Number of Portfolio Holdings 7
Portfolio Turnover Rate 2%
Portfolio Composition % of Net Assets
(as of March 31, 2025)
Vanguard Total Stock Market Index Fund Institutional Plus Shares 35.4%
Vanguard Total Bond Market II Index Fund Investor Shares 28.2%
Vanguard Total International Stock Index Fund Investor Shares 24.1%
Vanguard Total International Bond II Index Fund Institutional Shares 11.8%
Other Assets and Liabilities—Net 0.5%

Where can I find additional information about the Fund?
Additional information about the Fund, including its prospectus, financial information, holdings, and proxy voting information is available at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature.
Connect with Vanguard ® • vanguard.com
Fund Information • 800-662-7447
Direct Investor Account Services • 800-662-2739
Text Telephone for People Who Are Deaf or Hard of Hearing • 800-749-7273
© 2025 The Vanguard Group, Inc.
All rights reserved.
Vanguard Marketing Corporation, Distributor.
SR695
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Vanguard Target Retirement 2035 Fund
Investor Shares (VTTHX)
Semi-Annual Shareholder Report | March 31, 2025

This semi-annual shareholder report contains important information about Vanguard Target Retirement 2035 Fund (the "Fund") for the period of October 1, 2024, to March 31, 2025. You can find additional information about the Fund at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature. You can also request this information by contacting us at 800-662-7447.
What were the Fund costs for the last six months?
(based on a hypothetical $10,000 investment)
Share Class Name Costs of a $10,000 investment Costs paid as a percentage of a $10,000 investment
Investor Shares $4 0.08%1
1
Annualized.
This table reflects the Fund’s investments, including short-term investments, derivatives and other assets and liabilities.
Fund Statistics
(as of March 31, 2025)
Fund Net Assets
(in millions)
$101,642
Number of Portfolio Holdings 7
Portfolio Turnover Rate 2%
Portfolio Composition % of Net Assets
(as of March 31, 2025)
Vanguard Total Stock Market Index Fund Institutional Plus Shares 39.6%
Vanguard Total International Stock Index Fund Investor Shares 27.3%
Vanguard Total Bond Market II Index Fund Investor Shares 23.0%
Vanguard Total International Bond II Index Fund Institutional Shares 9.6%
Other Assets and Liabilities—Net 0.5%

Where can I find additional information about the Fund?
Additional information about the Fund, including its prospectus, financial information, holdings, and proxy voting information is available at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature.
Connect with Vanguard ® • vanguard.com
Fund Information • 800-662-7447
Direct Investor Account Services • 800-662-2739
Text Telephone for People Who Are Deaf or Hard of Hearing • 800-749-7273
© 2025 The Vanguard Group, Inc.
All rights reserved.
Vanguard Marketing Corporation, Distributor.
SR305
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Vanguard Target Retirement 2040 Fund
Investor Shares (VFORX)
Semi-Annual Shareholder Report | March 31, 2025

This semi-annual shareholder report contains important information about Vanguard Target Retirement 2040 Fund (the "Fund") for the period of October 1, 2024, to March 31, 2025. You can find additional information about the Fund at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature. You can also request this information by contacting us at 800-662-7447.
What were the Fund costs for the last six months?
(based on a hypothetical $10,000 investment)
Share Class Name Costs of a $10,000 investment Costs paid as a percentage of a $10,000 investment
Investor Shares $4 0.08%1
1
Annualized.
This table reflects the Fund’s investments, including short-term investments, derivatives and other assets and liabilities.
Fund Statistics
(as of March 31, 2025)
Fund Net Assets
(in millions)
$91,052
Number of Portfolio Holdings 7
Portfolio Turnover Rate 2%
Portfolio Composition % of Net Assets
(as of March 31, 2025)
Vanguard Total Stock Market Index Fund Institutional Plus Shares 44.2%
Vanguard Total International Stock Index Fund Investor Shares 30.3%
Vanguard Total Bond Market II Index Fund Investor Shares 17.7%
Vanguard Total International Bond II Index Fund Institutional Shares 7.4%
Other Assets and Liabilities—Net 0.4%

Where can I find additional information about the Fund?
Additional information about the Fund, including its prospectus, financial information, holdings, and proxy voting information is available at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature.
Connect with Vanguard ® • vanguard.com
Fund Information • 800-662-7447
Direct Investor Account Services • 800-662-2739
Text Telephone for People Who Are Deaf or Hard of Hearing • 800-749-7273
© 2025 The Vanguard Group, Inc.
All rights reserved.
Vanguard Marketing Corporation, Distributor.
SR696
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Vanguard Target Retirement 2045 Fund
Investor Shares (VTIVX)
Semi-Annual Shareholder Report | March 31, 2025

This semi-annual shareholder report contains important information about Vanguard Target Retirement 2045 Fund (the "Fund") for the period of October 1, 2024, to March 31, 2025. You can find additional information about the Fund at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature. You can also request this information by contacting us at 800-662-7447.
What were the Fund costs for the last six months?
(based on a hypothetical $10,000 investment)
Share Class Name Costs of a $10,000 investment Costs paid as a percentage of a $10,000 investment
Investor Shares $4 0.08%1
1
Annualized.
This table reflects the Fund’s investments, including short-term investments, derivatives and other assets and liabilities.
Fund Statistics
(as of March 31, 2025)
Fund Net Assets
(in millions)
$89,351
Number of Portfolio Holdings 7
Portfolio Turnover Rate 2%
Portfolio Composition % of Net Assets
(as of March 31, 2025)
Vanguard Total Stock Market Index Fund Institutional Plus Shares 48.6%
Vanguard Total International Stock Index Fund Investor Shares 33.7%
Vanguard Total Bond Market II Index Fund Investor Shares 12.0%
Vanguard Total International Bond II Index Fund Institutional Shares 5.1%
Other Assets and Liabilities—Net 0.6%

Where can I find additional information about the Fund?
Additional information about the Fund, including its prospectus, financial information, holdings, and proxy voting information is available at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature.
Connect with Vanguard ® • vanguard.com
Fund Information • 800-662-7447
Direct Investor Account Services • 800-662-2739
Text Telephone for People Who Are Deaf or Hard of Hearing • 800-749-7273
© 2025 The Vanguard Group, Inc.
All rights reserved.
Vanguard Marketing Corporation, Distributor.
SR306
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Vanguard Target Retirement 2050 Fund
Investor Shares (VFIFX)
Semi-Annual Shareholder Report | March 31, 2025

This semi-annual shareholder report contains important information about Vanguard Target Retirement 2050 Fund (the "Fund") for the period of October 1, 2024, to March 31, 2025. You can find additional information about the Fund at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature. You can also request this information by contacting us at 800-662-7447.
What were the Fund costs for the last six months?
(based on a hypothetical $10,000 investment)
Share Class Name Costs of a $10,000 investment Costs paid as a percentage of a $10,000 investment
Investor Shares $4 0.08%1
1
Annualized.
This table reflects the Fund’s investments, including short-term investments, derivatives and other assets and liabilities.
Fund Statistics
(as of March 31, 2025)
Fund Net Assets
(in millions)
$76,569
Number of Portfolio Holdings 7
Portfolio Turnover Rate 1%
Portfolio Composition % of Net Assets
(as of March 31, 2025)
Vanguard Total Stock Market Index Fund Institutional Plus Shares 52.6%
Vanguard Total International Stock Index Fund Investor Shares 36.8%
Vanguard Total Bond Market II Index Fund Investor Shares 7.0%
Vanguard Total International Bond II Index Fund Institutional Shares 3.1%
Other Assets and Liabilities—Net 0.5%

Where can I find additional information about the Fund?
Additional information about the Fund, including its prospectus, financial information, holdings, and proxy voting information is available at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature.
Connect with Vanguard ® • vanguard.com
Fund Information • 800-662-7447
Direct Investor Account Services • 800-662-2739
Text Telephone for People Who Are Deaf or Hard of Hearing • 800-749-7273
© 2025 The Vanguard Group, Inc.
All rights reserved.
Vanguard Marketing Corporation, Distributor.
SR699
Logo
Vanguard Target Retirement 2055 Fund
Investor Shares (VFFVX)
Semi-Annual Shareholder Report | March 31, 2025

This semi-annual shareholder report contains important information about Vanguard Target Retirement 2055 Fund (the "Fund") for the period of October 1, 2024, to March 31, 2025. You can find additional information about the Fund at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature. You can also request this information by contacting us at 800-662-7447.
What were the Fund costs for the last six months?
(based on a hypothetical $10,000 investment)
Share Class Name Costs of a $10,000 investment Costs paid as a percentage of a $10,000 investment
Investor Shares $4 0.08%1
1
Annualized.
This table reflects the Fund’s investments, including short-term investments, derivatives and other assets and liabilities.
Fund Statistics
(as of March 31, 2025)
Fund Net Assets
(in millions)
$52,350
Number of Portfolio Holdings 7
Portfolio Turnover Rate 0%
Portfolio Composition % of Net Assets
(as of March 31, 2025)
Vanguard Total Stock Market Index Fund Institutional Plus Shares 52.6%
Vanguard Total International Stock Index Fund Investor Shares 36.8%
Vanguard Total Bond Market II Index Fund Investor Shares 7.1%
Vanguard Total International Bond II Index Fund Institutional Shares 3.1%
Other Assets and Liabilities—Net 0.4%

Where can I find additional information about the Fund?
Additional information about the Fund, including its prospectus, financial information, holdings, and proxy voting information is available at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature.
Connect with Vanguard ® • vanguard.com
Fund Information • 800-662-7447
Direct Investor Account Services • 800-662-2739
Text Telephone for People Who Are Deaf or Hard of Hearing • 800-749-7273
© 2025 The Vanguard Group, Inc.
All rights reserved.
Vanguard Marketing Corporation, Distributor.
SR1487
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Vanguard Target Retirement 2060 Fund
Investor Shares (VTTSX)
Semi-Annual Shareholder Report | March 31, 2025

This semi-annual shareholder report contains important information about Vanguard Target Retirement 2060 Fund (the "Fund") for the period of October 1, 2024, to March 31, 2025. You can find additional information about the Fund at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature. You can also request this information by contacting us at 800-662-7447.
What were the Fund costs for the last six months?
(based on a hypothetical $10,000 investment)
Share Class Name Costs of a $10,000 investment Costs paid as a percentage of a $10,000 investment
Investor Shares $4 0.08%1
1
Annualized.
This table reflects the Fund’s investments, including short-term investments, derivatives and other assets and liabilities.
Fund Statistics
(as of March 31, 2025)
Fund Net Assets
(in millions)
$30,423
Number of Portfolio Holdings 7
Portfolio Turnover Rate 0%
Portfolio Composition % of Net Assets
(as of March 31, 2025)
Vanguard Total Stock Market Index Fund Institutional Plus Shares 52.4%
Vanguard Total International Stock Index Fund Investor Shares 36.9%
Vanguard Total Bond Market II Index Fund Investor Shares 7.0%
Vanguard Total International Bond II Index Fund Institutional Shares 3.1%
Other Assets and Liabilities—Net 0.6%

Where can I find additional information about the Fund?
Additional information about the Fund, including its prospectus, financial information, holdings, and proxy voting information is available at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature.
Connect with Vanguard ® • vanguard.com
Fund Information • 800-662-7447
Direct Investor Account Services • 800-662-2739
Text Telephone for People Who Are Deaf or Hard of Hearing • 800-749-7273
© 2025 The Vanguard Group, Inc.
All rights reserved.
Vanguard Marketing Corporation, Distributor.
SR1691
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Vanguard Target Retirement 2065 Fund
Investor Shares (VLXVX)
Semi-Annual Shareholder Report | March 31, 2025

This semi-annual shareholder report contains important information about Vanguard Target Retirement 2065 Fund (the "Fund") for the period of October 1, 2024, to March 31, 2025. You can find additional information about the Fund at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature. You can also request this information by contacting us at 800-662-7447.
What were the Fund costs for the last six months?
(based on a hypothetical $10,000 investment)
Share Class Name Costs of a $10,000 investment Costs paid as a percentage of a $10,000 investment
Investor Shares $4 0.08%1
1
Annualized.
This table reflects the Fund’s investments, including short-term investments, derivatives and other assets and liabilities.
Fund Statistics
(as of March 31, 2025)
Fund Net Assets
(in millions)
$9,673
Number of Portfolio Holdings 7
Portfolio Turnover Rate 0%
Portfolio Composition % of Net Assets
(as of March 31, 2025)
Vanguard Total Stock Market Index Fund Institutional Plus Shares 52.4%
Vanguard Total International Stock Index Fund Investor Shares 36.9%
Vanguard Total Bond Market II Index Fund Investor Shares 7.1%
Vanguard Total International Bond II Index Fund Institutional Shares 3.0%
Other Assets and Liabilities—Net 0.6%

Where can I find additional information about the Fund?
Additional information about the Fund, including its prospectus, financial information, holdings, and proxy voting information is available at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature.
Connect with Vanguard ® • vanguard.com
Fund Information • 800-662-7447
Direct Investor Account Services • 800-662-2739
Text Telephone for People Who Are Deaf or Hard of Hearing • 800-749-7273
© 2025 The Vanguard Group, Inc.
All rights reserved.
Vanguard Marketing Corporation, Distributor.
SR1791
Logo
Vanguard Target Retirement 2070 Fund
Investor Shares (VSVNX)
Semi-Annual Shareholder Report | March 31, 2025

This semi-annual shareholder report contains important information about Vanguard Target Retirement 2070 Fund (the "Fund") for the period of October 1, 2024, to March 31, 2025. You can find additional information about the Fund at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature. You can also request this information by contacting us at 800-662-7447.
What were the Fund costs for the last six months?
(based on a hypothetical $10,000 investment)
Share Class Name Costs of a $10,000 investment Costs paid as a percentage of a $10,000 investment
Investor Shares $4 0.08%1
1
Annualized.
This table reflects the Fund’s investments, including short-term investments and other assets and liabilities.
Fund Statistics
(as of March 31, 2025)
Fund Net Assets
(in millions)
$1,369
Number of Portfolio Holdings 5
Portfolio Turnover Rate 1%
Portfolio Composition % of Net Assets
(as of March 31, 2025)
Vanguard Total Stock Market Index Fund Institutional Plus Shares 52.6%
Vanguard Total International Stock Index Fund Investor Shares 36.8%
Vanguard Total Bond Market II Index Fund Investor Shares 7.3%
Vanguard Total International Bond II Index Fund Institutional Shares 3.1%
Other Assets and Liabilities—Net 0.2%

Where can I find additional information about the Fund?
Additional information about the Fund, including its prospectus, financial information, holdings, and proxy voting information is available at https://personal1.vanguard.com/ngf-next-gen-form-webapp/fund-literature.
Connect with Vanguard ® • vanguard.com
Fund Information • 800-662-7447
Direct Investor Account Services • 800-662-2739
Text Telephone for People Who Are Deaf or Hard of Hearing • 800-749-7273
© 2025 The Vanguard Group, Inc.
All rights reserved.
Vanguard Marketing Corporation, Distributor.
SRV009

 

Item 2: Code of Ethics.

 

Not applicable.

 

Item 3: Audit Committee Financial Expert.

 

Not applicable.

 

Item 4: Principal Accountant Fees and Services.

 

Not applicable.

 

Item 5: Audit Committee of Listed Registrants.

 

Not applicable.

 

Item 6: Investments.

 

Not applicable. The complete schedule of investments is included in the financial statements filed under Item 7 of this Form.

 

 

 

 

Item 7: Financial Statements and Financial Highlights for Open-End Management Investment Companies.

 

 

 

Financial Statements
For the six-months ended March 31, 2025
Vanguard Target Retirement Funds
Vanguard Target Retirement Income Fund
Vanguard Target Retirement 2020 Fund
Vanguard Target Retirement 2025 Fund
Vanguard Target Retirement 2030 Fund
Vanguard Target Retirement 2035 Fund
Vanguard Target Retirement 2040 Fund

 

Contents
Target Retirement Income Fund

1
Target Retirement 2020 Fund

9
Target Retirement 2025 Fund

17
Target Retirement 2030 Fund

25
Target Retirement 2035 Fund

33
Target Retirement 2040 Fund

41
   

 

Target Retirement Income Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2025
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value
($000)
Investment Companies (99.4%)
U.S. Stock Fund (16.3%)
  Vanguard Total Stock Market Index Fund Institutional Plus Shares 22,596,743 5,670,201
International Stock Fund (12.1%)
  Vanguard Total International Stock Index Fund Investor Shares 210,006,938 4,185,438
U.S. Bond Funds (55.1%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 1,376,121,613 13,114,439
  Vanguard Short-Term Inflation-Protected Securities Index Fund Admiral Shares 241,105,538 6,022,816
            19,137,255
International Bond Fund (15.9%)
1 Vanguard Total International Bond II Index Fund Institutional Shares 210,430,563 5,511,177
Total Investment Companies (Cost $30,055,719) 34,504,071
Temporary Cash Investments (0.7%)
Money Market Fund (0.7%)
1 Vanguard Market Liquidity Fund, 4.342% (Cost $226,685) 2,267,772 226,755
Total Investments (100.1%) (Cost $30,282,404)   34,730,826
Other Assets and Liabilities—Net (-0.1%)   (18,026)
Net Assets (100%)   34,712,800
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2025 793 88,196 1,520
E-mini S&P 500 Index June 2025 415 117,305 (803)
        717
See accompanying Notes, which are an integral part of the Financial Statements.
1

 

Target Retirement Income Fund
Statement of Assets and Liabilities 
As of March 31, 2025
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $30,282,404) 34,730,826
Cash Collateral Pledged—Futures Contracts 8,527
Receivables for Accrued Income 67,486
Receivables for Capital Shares Issued 16,166
Variation Margin Receivable—Futures Contracts 684
Total Assets 34,823,689
Liabilities  
Payables for Investment Securities Purchased 67,463
Payables for Capital Shares Redeemed 43,426
Total Liabilities 110,889
Net Assets 34,712,800

At March 31, 2025, net assets consisted of:

   
Paid-in Capital 29,930,352
Total Distributable Earnings (Loss) 4,782,448
Net Assets 34,712,800
   
Net Assets  
Applicable to 2,630,628,554 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
34,712,800
Net Asset Value Per Share $13.20
See accompanying Notes, which are an integral part of the Financial Statements.
2

 

Target Retirement Income Fund
Statement of Operations
  Six Months Ended
March 31, 2025
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 631,193
Interest 192
Net Investment Income—Note B 631,385
Realized Net Gain (Loss)  
Affiliated Funds Sold1 488,203
Futures Contracts (7,224)
Realized Net Gain (Loss) 480,979
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds (1,209,606)
Futures Contracts (2,289)
Change in Unrealized Appreciation (Depreciation) (1,211,895)
Net Increase (Decrease) in Net Assets Resulting from Operations (99,531)
1 Includes $29,009 of net gain (loss) resulting from in-kind redemptions.
See accompanying Notes, which are an integral part of the Financial Statements.
3

 

Target Retirement Income Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2025
  Year Ended
September 30,
2024
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 631,385   1,151,579
Realized Net Gain (Loss) 480,979   865,279
Change in Unrealized Appreciation (Depreciation) (1,211,895)   3,373,935
Net Increase (Decrease) in Net Assets Resulting from Operations (99,531)   5,390,793
Distributions      
Total Distributions (1,528,466)   (1,578,331)
Capital Share Transactions      
Issued 1,654,345   2,422,826
Issued in Lieu of Cash Distributions 1,476,043   1,524,768
Redeemed (3,328,788)   (6,484,132)
Net Increase (Decrease) from Capital Share Transactions (198,400)   (2,536,538)
Total Increase (Decrease) (1,826,397)   1,275,924
Net Assets      
Beginning of Period 36,539,197   35,263,273
End of Period 34,712,800   36,539,197
See accompanying Notes, which are an integral part of the Financial Statements.
4

 

Target Retirement Income Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2025
Year Ended September 30,
2024 2023 2022 2021 2020
Net Asset Value, Beginning of Period $13.83 $12.43 $12.00 $15.24 $14.54 $13.85
Investment Operations            
Net Investment Income1 .240 .422 .333 .380 .278 .308
Capital Gain Distributions Received1 .0002 .0002 .017 .056
Net Realized and Unrealized Gain (Loss) on Investments (.278) 1.560 .503 (2.381) .887 .696
Total from Investment Operations (.038) 1.982 .836 (1.984) 1.221 1.004
Distributions            
Dividends from Net Investment Income (.246) (.448) (.360) (.382) (.256) (.297)
Distributions from Realized Capital Gains (.346) (.134) (.046) (.874) (.265) (.017)
Total Distributions (.592) (.582) (.406) (1.256) (.521) (.314)
Net Asset Value, End of Period $13.20 $13.83 $12.43 $12.00 $15.24 $14.54
Total Return3 -0.22% 16.22% 7.02% -14.19% 8.48% 7.35%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $34,713 $36,539 $35,263 $36,522 $16,322 $17,576
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.08% 0.08% 0.08% 0.09%4 0.12% 0.12%
Ratio of Net Investment Income to Average Net Assets 3.58% 3.21% 2.64% 2.82% 1.84% 2.19%
Portfolio Turnover Rate 2%5 4%5 4%5 19%5 6% 17%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Distribution was less than $.001 per share.
3 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
4 The Acquired Fund Fees and Expenses (AFFE) of 0.09% reflects the blended amount of expenses for the year ended September 30, 2022. Before the acquisition of Vanguard Institutional Target Retirement Income Fund on February 11, 2022, the AFFE was 0.12% on an annualized basis. Following the acquisition, the AFFE was 0.08% on an annualized basis and remained 0.08% following the acquisition of Vanguard Target Retirement 2015 Fund on July 8, 2022.
5 Excludes the value of portfolio securities received or delivered as a result of in-kind purchases or redemptions of the fund’s capital shares.
See accompanying Notes, which are an integral part of the Financial Statements.
5

 

Target Retirement Income Fund
Notes to Financial Statements
Vanguard Target Retirement Income Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
A.  The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2025, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute virtually all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes and are subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility, which are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at an agreed-upon spread plus the higher of the federal funds effective rate, the overnight bank funding rate, or the Daily Simple Secured Overnight Financing Rate inclusive of an additional agreed-upon spread. However, borrowings under the uncommitted credit facility may bear interest based upon an alternate rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2025, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date. Interest income includes interest earned on cash and cash collateral. Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B.  In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the six months ended March 31, 2025, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
6

 

Target Retirement Income Fund
C.  The fund’s SEC registrant (the Vanguard Chester Funds (the “Trust”)), certain officers and trustees of the Trust, and The Vanguard Group Inc. (collectively, the “Defendants”) were named in putative class action lawsuits filed in 2022 by certain investors (the “Plaintiffs”) in the U.S. District Court for the Eastern District of Pennsylvania; these class action lawsuits were later consolidated into one action. The Plaintiffs assert claims related to their allegations that the Defendants improperly decided to lower minimum investment limits in 2020 for the Trust’s Institutional Target Retirement funds for certain smaller retirement plan participants, which purportedly harmed certain investors in taxable accounts. The Plaintiffs seek damages and various other forms of relief. The Defendants do not agree with these allegations and claims and intend to vigorously defend against them.
D.  Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2025, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
E.  As of March 31, 2025, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 30,308,069
Gross Unrealized Appreciation 6,150,158
Gross Unrealized Depreciation (1,726,684)
Net Unrealized Appreciation (Depreciation) 4,423,474
F.  Capital shares issued and redeemed were:
  Six Months Ended
March 31, 2025
  Year Ended
September 30, 2024
  Shares
(000)
  Shares
(000)
Issued 123,114   184,602
Issued in Lieu of Cash Distributions 112,509   115,335
Redeemed (246,968)   (495,049)
Net Increase (Decrease) in Shares Outstanding (11,345)   (195,112)
G.  Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2024
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold1
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2025
Market Value
($000)
Vanguard Market Liquidity Fund 264,160 NA2 NA2 8 (24) 5,406 226,755
Vanguard Short-Term Inflation-Protected Securities Index Fund 6,121,113 76,009 273,444 (2,582) 101,720 76,008 6,022,816
Vanguard Total Bond Market II Index Fund 13,323,551 314,416 223,252 (3,339) (296,937) 249,111 13,114,439
Vanguard Total International Bond II Index Fund 5,795,614 190,601 291,513 (22,302) (161,223) 180,982 5,511,177
Vanguard Total International Stock Index Fund 4,503,213 122,146 251,965 39,761 (227,717) 79,607 4,185,438
Vanguard Total Stock Market Index Fund 6,530,133 40,978 752,142 476,657 (625,425) 40,079 5,670,201
Total 36,537,784 744,150 1,792,316 488,203 (1,209,606) 631,193 34,730,826
1 Includes $133,460 of portfolio securities delivered as a result of in-kind redemptions of the fund’s capital shares.
2 Not applicable—purchases and sales are for temporary cash investment purposes.
H.  Significant market disruptions, such as those caused by pandemics, natural or environmental ‎disasters, war, acts of terrorism, political or regulatory conditions, or other events, can adversely affect local and global ‎markets and normal market operations. Any such disruptions could have an adverse impact on the value of the fund’s investments and fund performance.
To the extent the fund’s investment portfolio reflects concentration in a particular market, industry, sector, country or asset class, the fund may be adversely affected by the performance of these concentrations and may be subject to increased price volatility and other risks.
The use of derivatives may expose the fund to various risks. Derivatives can be highly volatile, and any initial investment is generally small relative to the notional amount so that transactions may be leveraged in terms of market exposure. A relatively small market movement may have a potentially larger
7

 

Target Retirement Income Fund
impact on derivatives than on standard securities. Leveraged derivatives positions can, therefore, increase volatility. Additional information regarding the fund’s use of derivative(s) and the specific risks associated is described under significant accounting policies.
I.  The fund adopted Accounting Standards Update 2023-07, Segment Reporting - Improvements to Reportable Segment Disclosures. The new guidance did not change how the fund identifies operating segments but did require incremental disclosure of information not previously required. Operating segments are components of an entity that engage in business activities, have discrete financial information available, and have their operating results regularly reviewed by a chief operating decision maker (“CODM”). The fund is considered a single segment. Vanguard’s chief executive officer, chief investment officer, and chief financial officer, who are also officers of the fund, as well as the fund’s chief financial officer collectively act as the CODM. Vanguard has established various management committees to assist the CODM with overseeing aspects of the fund’s daily operations. Through these committees, the CODM manages the fund’s operations to achieve a single investment objective, as detailed in its prospectus, through the execution of the fund’s investment strategies. When assessing segment performance and making decisions about segment resources, the CODM relies on the fund’s portfolio composition, total returns, expense ratios and changes in net assets which are consistent with the information contained in the fund’s financial statements. Segment assets, liabilities, income, and expenses are also detailed in the accompanying financial statements.
J.  Management has determined that no subsequent events or transactions occurred through the date the financial statements were issued that would require recognition or disclosure in these financial statements.
8

 

Target Retirement 2020 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2025
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value
($000)
Investment Companies (99.5%)
U.S. Stock Fund (20.4%)
  Vanguard Total Stock Market Index Fund Institutional Plus Shares 28,407,652 7,128,332
International Stock Fund (15.1%)
  Vanguard Total International Stock Index Fund Investor Shares 263,680,686 5,255,157
U.S. Bond Funds (49.3%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 1,285,223,855 12,248,183
  Vanguard Short-Term Inflation-Protected Securities Index Fund Admiral Shares 197,584,847 4,935,670
            17,183,853
International Bond Fund (14.7%)
1 Vanguard Total International Bond II Index Fund Institutional Shares 196,486,749 5,145,988
Total Investment Companies (Cost $29,122,766) 34,713,330
Temporary Cash Investments (0.6%)
Money Market Fund (0.6%)
1 Vanguard Market Liquidity Fund, 4.342% (Cost $211,934) 2,120,150 211,994
Total Investments (100.1%) (Cost $29,334,700)   34,925,324
Other Assets and Liabilities—Net (-0.1%)   (46,667)
Net Assets (100%)   34,878,657
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2025 639 71,069 1,190
E-mini S&P 500 Index June 2025 373 105,433 (722)
        468
See accompanying Notes, which are an integral part of the Financial Statements.
9

 

Target Retirement 2020 Fund
Statement of Assets and Liabilities 
As of March 31, 2025
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $29,334,700) 34,925,324
Cash Collateral Pledged—Futures Contracts 7,790
Receivables for Accrued Income 61,816
Receivables for Capital Shares Issued 17,858
Variation Margin Receivable—Futures Contracts 635
Total Assets 35,013,423
Liabilities  
Payables for Investment Securities Purchased 61,800
Payables for Capital Shares Redeemed 72,966
Total Liabilities 134,766
Net Assets 34,878,657

At March 31, 2025, net assets consisted of:

   
Paid-in Capital 28,508,730
Total Distributable Earnings (Loss) 6,369,927
Net Assets 34,878,657
   
Net Assets  
Applicable to 1,302,583,642 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
34,878,657
Net Asset Value Per Share $26.78
See accompanying Notes, which are an integral part of the Financial Statements.
10

 

Target Retirement 2020 Fund
Statement of Operations
  Six Months Ended
March 31, 2025
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 630,369
Interest 181
Net Investment Income—Note B 630,550
Realized Net Gain (Loss)  
Affiliated Funds Sold1 868,608
Futures Contracts (6,051)
Realized Net Gain (Loss) 862,557
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds (1,677,323)
Futures Contracts (2,575)
Change in Unrealized Appreciation (Depreciation) (1,679,898)
Net Increase (Decrease) in Net Assets Resulting from Operations (186,791)
1 Includes $34,975 of net gain (loss) resulting from in-kind redemptions.
See accompanying Notes, which are an integral part of the Financial Statements.
11

 

Target Retirement 2020 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2025
  Year Ended
September 30,
2024
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 630,550   1,168,548
Realized Net Gain (Loss) 862,557   1,931,047
Change in Unrealized Appreciation (Depreciation) (1,679,898)   3,239,793
Net Increase (Decrease) in Net Assets Resulting from Operations (186,791)   6,339,388
Distributions      
Total Distributions (3,081,466)   (2,289,720)
Capital Share Transactions      
Issued 1,382,695   2,242,477
Issued in Lieu of Cash Distributions 3,018,429   2,242,720
Redeemed (4,127,558)   (8,412,025)
Net Increase (Decrease) from Capital Share Transactions 273,566   (3,926,828)
Total Increase (Decrease) (2,994,691)   122,840
Net Assets      
Beginning of Period 37,873,348   37,750,508
End of Period 34,878,657   37,873,348
See accompanying Notes, which are an integral part of the Financial Statements.
12

 

Target Retirement 2020 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2025
Year Ended September 30,
2024 2023 2022 2021 2020
Net Asset Value, Beginning of Period $29.42 $26.42 $25.37 $36.04 $33.79 $32.24
Investment Operations            
Net Investment Income1 .486 .851 .671 .725 .613 .713
Capital Gain Distributions Received1 .0002 .0002 .033 .110
Net Realized and Unrealized Gain (Loss) on Investments (.651) 3.817 1.643 (5.358) 3.680 1.987
Total from Investment Operations (.165) 4.668 2.314 (4.600) 4.403 2.700
Distributions            
Dividends from Net Investment Income (.844) (.790) (.654) (.789) (.554) (.789)
Distributions from Realized Capital Gains (1.631) (.878) (.610) (5.281) (1.599) (.361)
Total Distributions (2.475) (1.668) (1.264) (6.070) (2.153) (1.150)
Net Asset Value, End of Period $26.78 $29.42 $26.42 $25.37 $36.04 $33.79
Total Return3 -0.48% 18.25% 9.36% -15.83% 13.37% 8.51%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $34,879 $37,873 $37,751 $39,835 $25,373 $31,887
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.08% 0.08% 0.08% 0.09%4 0.13% 0.13%
Ratio of Net Investment Income to Average Net Assets 3.48% 3.09% 2.52% 2.48% 1.73% 2.21%
Portfolio Turnover Rate 2%5 4%5 3%5 14%5 5% 19%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Distribution was less than $.001 per share.
3 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
4 The Acquired Fund Fees and Expenses (AFFE) of 0.09% reflects the blended amount of expenses for the year ended September 30, 2022. Before the acquisition of Vanguard Institutional Target Retirement 2020 Fund on February 11, 2022, the AFFE was 0.13% on an annualized basis. Following the acquisition, the AFFE was 0.08% on an annualized basis.
5 Excludes the value of portfolio securities received or delivered as a result of in-kind purchases or redemptions of the fund’s capital shares.
See accompanying Notes, which are an integral part of the Financial Statements.
13

 

Target Retirement 2020 Fund
Notes to Financial Statements
Vanguard Target Retirement 2020 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund.
The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
A.  The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2025, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute virtually all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes and are subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility, which are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at an agreed-upon spread plus the higher of the federal funds effective rate, the overnight bank funding rate, or the Daily Simple Secured Overnight Financing Rate inclusive of an additional agreed-upon spread. However, borrowings under the uncommitted credit facility may bear interest based upon an alternate rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2025, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date. Interest income includes interest earned on cash and cash collateral. Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B.  In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the six months ended March 31, 2025, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
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Target Retirement 2020 Fund
C.  The fund’s SEC registrant (the Vanguard Chester Funds (the “Trust”)), certain officers and trustees of the Trust, and The Vanguard Group Inc. (collectively, the “Defendants”) were named in putative class action lawsuits filed in 2022 by certain investors (the “Plaintiffs”) in the U.S. District Court for the Eastern District of Pennsylvania; these class action lawsuits were later consolidated into one action. The Plaintiffs assert claims related to their allegations that the Defendants improperly decided to lower minimum investment limits in 2020 for the Trust’s Institutional Target Retirement funds for certain smaller retirement plan participants, which purportedly harmed certain investors in taxable accounts. The Plaintiffs seek damages and various other forms of relief. The Defendants do not agree with these allegations and claims and intend to vigorously defend against them.
D.  Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2025, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
E.  As of March 31, 2025, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 29,363,803
Gross Unrealized Appreciation 7,495,678
Gross Unrealized Depreciation (1,933,689)
Net Unrealized Appreciation (Depreciation) 5,561,989
F.  Capital shares issued and redeemed were:
  Six Months Ended
March 31, 2025
  Year Ended
September 30, 2024
  Shares
(000)
  Shares
(000)
Issued 49,753   81,454
Issued in Lieu of Cash Distributions 113,817   83,218
Redeemed (148,242)   (306,055)
Net Increase (Decrease) in Shares Outstanding 15,328   (141,383)
G.  Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2024
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold1
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2025
Market Value
($000)
Vanguard Market Liquidity Fund 250,298 NA2 NA2 19 (37) 5,052 211,994
Vanguard Short-Term Inflation-Protected Securities Index Fund 4,894,257 108,980 150,188 (3,089) 85,710 62,108 4,935,670
Vanguard Total Bond Market II Index Fund 12,728,159 275,082 464,402 (45,256) (245,400) 236,710 12,248,183
Vanguard Total International Bond II Index Fund 5,569,917 173,436 420,685 (38,055) (138,625) 173,436 5,145,988
Vanguard Total International Stock Index Fund 5,826,963 122,897 448,203 87,485 (333,985) 102,237 5,255,157
Vanguard Total Stock Market Index Fund 8,602,588 54,607 1,351,381 867,504 (1,044,986) 50,826 7,128,332
Total 37,872,182 735,002 2,834,859 868,608 (1,677,323) 630,369 34,925,324
1 Includes $134,570 of portfolio securities delivered as a result of in-kind redemptions of the fund’s capital shares.
2 Not applicable—purchases and sales are for temporary cash investment purposes.
H.  Significant market disruptions, such as those caused by pandemics, natural or environmental ‎disasters, war, acts of terrorism, political or regulatory conditions, or other events, can adversely affect local and global ‎markets and normal market operations. Any such disruptions could have an adverse impact on the value of the fund’s investments and fund performance.
To the extent the fund’s investment portfolio reflects concentration in a particular market, industry, sector, country or asset class, the fund may be adversely affected by the performance of these concentrations and may be subject to increased price volatility and other risks.
The use of derivatives may expose the fund to various risks. Derivatives can be highly volatile, and any initial investment is generally small relative to the notional amount so that transactions may be leveraged in terms of market exposure. A relatively small market movement may have a potentially larger
15

 

Target Retirement 2020 Fund
impact on derivatives than on standard securities. Leveraged derivatives positions can, therefore, increase volatility. Additional information regarding the fund’s use of derivative(s) and the specific risks associated is described under significant accounting policies.
I.  The fund adopted Accounting Standards Update 2023-07, Segment Reporting - Improvements to Reportable Segment Disclosures. The new guidance did not change how the fund identifies operating segments but did require incremental disclosure of information not previously required. Operating segments are components of an entity that engage in business activities, have discrete financial information available, and have their operating results regularly reviewed by a chief operating decision maker (“CODM”). The fund is considered a single segment. Vanguard’s chief executive officer, chief investment officer, and chief financial officer, who are also officers of the fund, as well as the fund’s chief financial officer collectively act as the CODM. Vanguard has established various management committees to assist the CODM with overseeing aspects of the fund’s daily operations. Through these committees, the CODM manages the fund’s operations to achieve a single investment objective, as detailed in its prospectus, through the execution of the fund’s investment strategies. When assessing segment performance and making decisions about segment resources, the CODM relies on the fund’s portfolio composition, total returns, expense ratios and changes in net assets which are consistent with the information contained in the fund’s financial statements. Segment assets, liabilities, income, and expenses are also detailed in the accompanying financial statements.
J.  Management has determined that no subsequent events or transactions occurred through the date the financial statements were issued that would require recognition or disclosure in these financial statements.
16

 

Target Retirement 2025 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2025
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value
($000)
Investment Companies (99.5%)
U.S. Stock Fund (28.8%)
  Vanguard Total Stock Market Index Fund Institutional Plus Shares 83,527,117 20,959,460
International Stock Fund (20.7%)
  Vanguard Total International Stock Index Fund Investor Shares 757,703,553 15,101,032
U.S. Bond Funds (37.2%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 2,288,295,162 21,807,453
  Vanguard Short-Term Inflation-Protected Securities Index Fund Admiral Shares 211,102,853 5,273,349
            27,080,802
International Bond Fund (12.8%)
1 Vanguard Total International Bond II Index Fund Institutional Shares 357,824,148 9,371,414
Total Investment Companies (Cost $56,390,624) 72,512,708
Temporary Cash Investments (0.6%)
Money Market Fund (0.6%)
1 Vanguard Market Liquidity Fund, 4.342% (Cost $445,901) 4,460,557 446,011
Total Investments (100.1%) (Cost $56,836,525)   72,958,719
Other Assets and Liabilities—Net (-0.1%)   (100,832)
Net Assets (100%)   72,857,887
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2025 1,681 186,958 3,202
E-mini S&P 500 Index June 2025 617 174,403 (1,194)
        2,008
See accompanying Notes, which are an integral part of the Financial Statements.
17

 

Target Retirement 2025 Fund
Statement of Assets and Liabilities 
As of March 31, 2025
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $56,836,525) 72,958,719
Cash Collateral Pledged—Futures Contracts 14,785
Receivables for Accrued Income 104,064
Receivables for Capital Shares Issued 42,492
Variation Margin Receivable—Futures Contracts 1,140
Total Assets 73,121,200
Liabilities  
Payables for Investment Securities Purchased 104,029
Payables for Capital Shares Redeemed 159,284
Total Liabilities 263,313
Net Assets 72,857,887

At March 31, 2025, net assets consisted of:

   
Paid-in Capital 54,905,068
Total Distributable Earnings (Loss) 17,952,819
Net Assets 72,857,887
   
Net Assets  
Applicable to 3,873,487,906 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
72,857,887
Net Asset Value Per Share $18.81
See accompanying Notes, which are an integral part of the Financial Statements.
18

 

Target Retirement 2025 Fund
Statement of Operations
  Six Months Ended
March 31, 2025
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 1,247,105
Interest 350
Net Investment Income—Note B 1,247,455
Realized Net Gain (Loss)  
Affiliated Funds Sold1 1,934,918
Futures Contracts (12,291)
Realized Net Gain (Loss) 1,922,627
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds (3,921,927)
Futures Contracts (3,671)
Change in Unrealized Appreciation (Depreciation) (3,925,598)
Net Increase (Decrease) in Net Assets Resulting from Operations (755,516)
1 Includes $249,575 of net gain (loss) resulting from in-kind redemptions.
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2025 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2025
  Year Ended
September 30,
2024
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 1,247,455   2,203,082
Realized Net Gain (Loss) 1,922,627   3,274,980
Change in Unrealized Appreciation (Depreciation) (3,925,598)   9,014,511
Net Increase (Decrease) in Net Assets Resulting from Operations (755,516)   14,492,573
Distributions      
Total Distributions (5,357,941)   (2,925,671)
Capital Share Transactions      
Issued 3,383,457   6,055,516
Issued in Lieu of Cash Distributions 5,250,424   2,869,835
Redeemed (8,417,186)   (13,917,429)
Net Increase (Decrease) from Capital Share Transactions 216,695   (4,992,078)
Total Increase (Decrease) (5,896,762)   6,574,824
Net Assets      
Beginning of Period 78,754,649   72,179,825
End of Period 72,857,887   78,754,649
See accompanying Notes, which are an integral part of the Financial Statements.
20

 

Target Retirement 2025 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2025
Year Ended September 30,
2024 2023 2022 2021 2020
Net Asset Value, Beginning of Period $20.45 $17.55 $16.20 $22.84 $20.56 $19.34
Investment Operations            
Net Investment Income1 .322 .548 .418 .413 .362 .438
Capital Gain Distributions Received1 .0002 .0002 .019 .063
Net Realized and Unrealized Gain (Loss) on Investments (.535) 3.080 1.426 (3.761) 2.792 1.292
Total from Investment Operations (.213) 3.628 1.844 (3.329) 3.217 1.730
Distributions            
Dividends from Net Investment Income (.553) (.505) (.368) (.440) (.356) (.471)
Distributions from Realized Capital Gains (.874) (.223) (.126) (2.871) (.581) (.039)
Total Distributions (1.427) (.728) (.494) (3.311) (.937) (.510)
Net Asset Value, End of Period $18.81 $20.45 $17.55 $16.20 $22.84 $20.56
Total Return3 -1.01% 21.13% 11.56% -17.53% 15.93% 9.04%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $72,858 $78,755 $72,180 $69,386 $41,268 $46,521
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.08% 0.08% 0.08% 0.09%4 0.13% 0.13%
Ratio of Net Investment Income to Average Net Assets 3.29% 2.91% 2.39% 2.19% 1.63% 2.25%
Portfolio Turnover Rate 2%5 7%5 6%5 14%5 7% 21%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Distribution was less than $.001 per share.
3 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
4 The Acquired Fund Fees and Expenses (AFFE) of 0.09% reflects the blended amount of expenses for the year ended September 30, 2022. Before the acquisition of Vanguard Institutional Target Retirement 2025 Fund on February 11, 2022, the AFFE was 0.13% on an annualized basis. Following the acquisition, the AFFE was 0.08% on an annualized basis.
5 Excludes the value of portfolio securities received or delivered as a result of in-kind purchases or redemptions of the fund’s capital shares.
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2025 Fund
Notes to Financial Statements
Vanguard Target Retirement 2025 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund.
The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
A.  The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2025, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute virtually all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes and are subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility, which are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at an agreed-upon spread plus the higher of the federal funds effective rate, the overnight bank funding rate, or the Daily Simple Secured Overnight Financing Rate inclusive of an additional agreed-upon spread. However, borrowings under the uncommitted credit facility may bear interest based upon an alternate rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2025, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date. Interest income includes interest earned on cash and cash collateral. Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B.  In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the six months ended March 31, 2025, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
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Target Retirement 2025 Fund
C.  The fund’s SEC registrant (the Vanguard Chester Funds (the “Trust”)), certain officers and trustees of the Trust, and The Vanguard Group Inc. (collectively, the “Defendants”) were named in putative class action lawsuits filed in 2022 by certain investors (the “Plaintiffs”) in the U.S. District Court for the Eastern District of Pennsylvania; these class action lawsuits were later consolidated into one action. The Plaintiffs assert claims related to their allegations that the Defendants improperly decided to lower minimum investment limits in 2020 for the Trust’s Institutional Target Retirement funds for certain smaller retirement plan participants, which purportedly harmed certain investors in taxable accounts. The Plaintiffs seek damages and various other forms of relief. The Defendants do not agree with these allegations and claims and intend to vigorously defend against them.
D.  Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2025, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
E.  As of March 31, 2025, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 56,874,341
Gross Unrealized Appreciation 19,615,905
Gross Unrealized Depreciation (3,529,519)
Net Unrealized Appreciation (Depreciation) 16,086,386
F.  Capital shares issued and redeemed were:
  Six Months Ended
March 31, 2025
  Year Ended
September 30, 2024
  Shares
(000)
  Shares
(000)
Issued 173,161   321,666
Issued in Lieu of Cash Distributions 280,471   155,715
Redeemed (431,469)   (739,265)
Net Increase (Decrease) in Shares Outstanding 22,163   (261,884)
G.  Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2024
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold1
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2025
Market Value
($000)
Vanguard Market Liquidity Fund 486,473 NA2 NA2 20 (63) 9,914 446,011
Vanguard Short-Term Inflation-Protected Securities Index Fund 5,138,981 229,163 183,094 (4,958) 93,257 66,712 5,273,349
Vanguard Total Bond Market II Index Fund 22,598,251 603,158 876,392 (47,914) (469,650) 421,338 21,807,453
Vanguard Total International Bond II Index Fund 9,723,046 358,535 397,298 (22,462) (290,407) 307,841 9,371,414
Vanguard Total International Stock Index Fund 16,390,937 299,390 897,216 140,698 (832,777) 291,692 15,101,032
Vanguard Total Stock Market Index Fund 24,392,283 149,607 3,029,677 1,869,534 (2,422,287) 149,608 20,959,460
Total 78,729,971 1,639,853 5,383,677 1,934,918 (3,921,927) 1,247,105 72,958,719
1 Includes $724,910 of portfolio securities delivered as a result of in-kind redemptions of the fund’s capital shares.
2 Not applicable—purchases and sales are for temporary cash investment purposes.
H.  Significant market disruptions, such as those caused by pandemics, natural or environmental ‎disasters, war, acts of terrorism, political or regulatory conditions, or other events, can adversely affect local and global ‎markets and normal market operations. Any such disruptions could have an adverse impact on the value of the fund’s investments and fund performance.
To the extent the fund’s investment portfolio reflects concentration in a particular market, industry, sector, country or asset class, the fund may be adversely affected by the performance of these concentrations and may be subject to increased price volatility and other risks.
The use of derivatives may expose the fund to various risks. Derivatives can be highly volatile, and any initial investment is generally small relative to the notional amount so that transactions may be leveraged in terms of market exposure. A relatively small market movement may have a potentially larger
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Target Retirement 2025 Fund
impact on derivatives than on standard securities. Leveraged derivatives positions can, therefore, increase volatility. Additional information regarding the fund’s use of derivative(s) and the specific risks associated is described under significant accounting policies.
I.  The fund adopted Accounting Standards Update 2023-07, Segment Reporting - Improvements to Reportable Segment Disclosures. The new guidance did not change how the fund identifies operating segments but did require incremental disclosure of information not previously required. Operating segments are components of an entity that engage in business activities, have discrete financial information available, and have their operating results regularly reviewed by a chief operating decision maker (“CODM”). The fund is considered a single segment. Vanguard’s chief executive officer, chief investment officer, and chief financial officer, who are also officers of the fund, as well as the fund’s chief financial officer collectively act as the CODM. Vanguard has established various management committees to assist the CODM with overseeing aspects of the fund’s daily operations. Through these committees, the CODM manages the fund’s operations to achieve a single investment objective, as detailed in its prospectus, through the execution of the fund’s investment strategies. When assessing segment performance and making decisions about segment resources, the CODM relies on the fund’s portfolio composition, total returns, expense ratios and changes in net assets which are consistent with the information contained in the fund’s financial statements. Segment assets, liabilities, income, and expenses are also detailed in the accompanying financial statements.
J.  Management has determined that no subsequent events or transactions occurred through the date the financial statements were issued that would require recognition or disclosure in these financial statements.
24

 

Target Retirement 2030 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2025
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value
($000)
Investment Companies (99.5%)
U.S. Stock Fund (35.4%)
  Vanguard Total Stock Market Index Fund Institutional Plus Shares 134,767,140 33,817,118
International Stock Fund (24.1%)
  Vanguard Total International Stock Index Fund Investor Shares 1,158,028,271 23,079,503
U.S. Bond Fund (28.2%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 2,829,599,427 26,966,082
International Bond Fund (11.8%)
1 Vanguard Total International Bond II Index Fund Institutional Shares 432,092,768 11,316,510
Total Investment Companies (Cost $71,663,242) 95,179,213
Temporary Cash Investments (0.6%)
Money Market Fund (0.6%)
1 Vanguard Market Liquidity Fund, 4.342% (Cost $579,910) 5,801,023 580,045
Total Investments (100.1%) (Cost $72,243,152)   95,759,258
Other Assets and Liabilities—Net (-0.1%)   (119,816)
Net Assets (100%)   95,639,442
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2025 1,999 222,326 3,791
E-mini S&P 500 Index June 2025 838 236,871 (1,622)
        2,169
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2030 Fund
Statement of Assets and Liabilities 
As of March 31, 2025
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $72,243,152) 95,759,258
Cash Collateral Pledged—Futures Contracts 19,945
Receivables for Accrued Income 115,552
Receivables for Capital Shares Issued 69,934
Variation Margin Receivable—Futures Contracts 1,591
Total Assets 95,966,280
Liabilities  
Payables for Investment Securities Purchased 115,488
Payables for Capital Shares Redeemed 211,350
Total Liabilities 326,838
Net Assets 95,639,442

At March 31, 2025, net assets consisted of:

   
Paid-in Capital 70,785,671
Total Distributable Earnings (Loss) 24,853,771
Net Assets 95,639,442
   
Net Assets  
Applicable to 2,519,292,029 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
95,639,442
Net Asset Value Per Share $37.96
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2030 Fund
Statement of Operations
  Six Months Ended
March 31, 2025
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 1,557,871
Interest 451
Net Investment Income—Note B 1,558,322
Realized Net Gain (Loss)  
Affiliated Funds Sold1 1,139,945
Futures Contracts (16,328)
Realized Net Gain (Loss) 1,123,617
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds (4,107,043)
Futures Contracts (4,805)
Change in Unrealized Appreciation (Depreciation) (4,111,848)
Net Increase (Decrease) in Net Assets Resulting from Operations (1,429,909)
1 Includes $525,387 of net gain (loss) resulting from in-kind redemptions.
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2030 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2025
  Year Ended
September 30,
2024
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 1,558,322   2,510,656
Realized Net Gain (Loss) 1,123,617   1,120,089
Change in Unrealized Appreciation (Depreciation) (4,111,848)   15,182,636
Net Increase (Decrease) in Net Assets Resulting from Operations (1,429,909)   18,813,381
Distributions      
Total Distributions (3,397,756)   (2,243,420)
Capital Share Transactions      
Issued 6,144,303   10,662,275
Issued in Lieu of Cash Distributions 3,336,788   2,206,276
Redeemed (8,072,366)   (11,933,760)
Net Increase (Decrease) from Capital Share Transactions 1,408,725   934,791
Total Increase (Decrease) (3,418,940)   17,504,752
Net Assets      
Beginning of Period 99,058,382   81,553,630
End of Period 95,639,442   99,058,382
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2030 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2025
Year Ended September 30,
2024 2023 2022 2021 2020
Net Asset Value, Beginning of Period $39.93 $33.23 $30.12 $43.40 $37.63 $35.22
Investment Operations            
Net Investment Income1 .621 1.011 .767 .730 .679 .782
Capital Gain Distributions Received1 .0002 .0002 .028 .098
Net Realized and Unrealized Gain (Loss) on Investments (1.215) 6.609 3.137 (7.291) 6.031 2.495
Total from Investment Operations (.594) 7.620 3.904 (6.533) 6.808 3.277
Distributions            
Dividends from Net Investment Income (1.036) (.920) (.643) (.822) (.661) (.867)
Distributions from Realized Capital Gains (.340) (.151) (5.925) (.377)
Total Distributions (1.376) (.920) (.794) (6.747) (1.038) (.867)
Net Asset Value, End of Period $37.96 $39.93 $33.23 $30.12 $43.40 $37.63
Total Return3 -1.49% 23.27% 13.14% -18.42% 18.29% 9.38%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $95,639 $99,058 $81,554 $72,116 $36,946 $42,285
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.08% 0.08% 0.08% 0.09%4 0.13% 0.14%
Ratio of Net Investment Income to Average Net Assets 3.19% 2.78% 2.32% 2.07% 1.62% 2.20%
Portfolio Turnover Rate 2%5 7%5 3%5 11%5 6% 21%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Distribution was less than $.001 per share.
3 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
4 The Acquired Fund Fees and Expenses (AFFE) of 0.09% reflects the blended amount of expenses for the year ended September 30, 2022. Before the acquisition of Vanguard Institutional Target Retirement 2030 Fund on February 11, 2022, the AFFE was 0.13% on an annualized basis. Following the acquisition, the AFFE was 0.08% on an annualized basis.
5 Excludes the value of portfolio securities received or delivered as a result of in-kind purchases or redemptions of the fund’s capital shares.
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2030 Fund
Notes to Financial Statements
Vanguard Target Retirement 2030 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund.
The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
A.  The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2025, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute virtually all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes and are subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility, which are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at an agreed-upon spread plus the higher of the federal funds effective rate, the overnight bank funding rate, or the Daily Simple Secured Overnight Financing Rate inclusive of an additional agreed-upon spread. However, borrowings under the uncommitted credit facility may bear interest based upon an alternate rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2025, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date. Interest income includes interest earned on cash and cash collateral. Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B.  In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the six months ended March 31, 2025, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
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Target Retirement 2030 Fund
C.  The fund’s SEC registrant (the Vanguard Chester Funds (the “Trust”)), certain officers and trustees of the Trust, and The Vanguard Group Inc. (collectively, the “Defendants”) were named in putative class action lawsuits filed in 2022 by certain investors (the “Plaintiffs”) in the U.S. District Court for the Eastern District of Pennsylvania; these class action lawsuits were later consolidated into one action. The Plaintiffs assert claims related to their allegations that the Defendants improperly decided to lower minimum investment limits in 2020 for the Trust’s Institutional Target Retirement funds for certain smaller retirement plan participants, which purportedly harmed certain investors in taxable accounts. The Plaintiffs seek damages and various other forms of relief. The Defendants do not agree with these allegations and claims and intend to vigorously defend against them.
D.  Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2025, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
E.  As of March 31, 2025, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 72,376,435
Gross Unrealized Appreciation 27,016,726
Gross Unrealized Depreciation (3,631,734)
Net Unrealized Appreciation (Depreciation) 23,384,992
F.  Capital shares issued and redeemed were:
  Six Months Ended
March 31, 2025
  Year Ended
September 30, 2024
  Shares
(000)
  Shares
(000)
Issued 157,720   293,166
Issued in Lieu of Cash Distributions 87,903   62,026
Redeemed (207,225)   (328,357)
Net Increase (Decrease) in Shares Outstanding 38,398   26,835
G.  Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2024
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold1
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2025
Market Value
($000)
Vanguard Market Liquidity Fund 594,195 NA2 NA2 18 (65) 12,822 580,045
Vanguard Total Bond Market II Index Fund 26,372,101 1,645,902 461,651 11,396 (601,666) 506,873 26,966,082
Vanguard Total International Bond II Index Fund 11,213,850 660,039 190,097 1,772 (369,054) 361,925 11,316,510
Vanguard Total International Stock Index Fund 24,496,571 652,390 1,041,041 94,523 (1,122,940) 438,734 23,079,503
Vanguard Total Stock Market Index Fund 36,356,756 274,438 1,832,994 1,032,236 (2,013,318) 237,517 33,817,118
Total 99,033,473 3,232,769 3,525,783 1,139,945 (4,107,043) 1,557,871 95,759,258
1 Includes $1,282,580 of portfolio securities delivered as a result of in-kind redemptions of the fund’s capital shares.
2 Not applicable—purchases and sales are for temporary cash investment purposes.
H.  Significant market disruptions, such as those caused by pandemics, natural or environmental ‎disasters, war, acts of terrorism, political or regulatory conditions, or other events, can adversely affect local and global ‎markets and normal market operations. Any such disruptions could have an adverse impact on the value of the fund’s investments and fund performance.
To the extent the fund’s investment portfolio reflects concentration in a particular market, industry, sector, country or asset class, the fund may be adversely affected by the performance of these concentrations and may be subject to increased price volatility and other risks.
The use of derivatives may expose the fund to various risks. Derivatives can be highly volatile, and any initial investment is generally small relative to the notional amount so that transactions may be leveraged in terms of market exposure. A relatively small market movement may have a potentially larger
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Target Retirement 2030 Fund
impact on derivatives than on standard securities. Leveraged derivatives positions can, therefore, increase volatility. Additional information regarding the fund’s use of derivative(s) and the specific risks associated is described under significant accounting policies.
I.  The fund adopted Accounting Standards Update 2023-07, Segment Reporting - Improvements to Reportable Segment Disclosures. The new guidance did not change how the fund identifies operating segments but did require incremental disclosure of information not previously required. Operating segments are components of an entity that engage in business activities, have discrete financial information available, and have their operating results regularly reviewed by a chief operating decision maker (“CODM”). The fund is considered a single segment. Vanguard’s chief executive officer, chief investment officer, and chief financial officer, who are also officers of the fund, as well as the fund’s chief financial officer collectively act as the CODM. Vanguard has established various management committees to assist the CODM with overseeing aspects of the fund’s daily operations. Through these committees, the CODM manages the fund’s operations to achieve a single investment objective, as detailed in its prospectus, through the execution of the fund’s investment strategies. When assessing segment performance and making decisions about segment resources, the CODM relies on the fund’s portfolio composition, total returns, expense ratios and changes in net assets which are consistent with the information contained in the fund’s financial statements. Segment assets, liabilities, income, and expenses are also detailed in the accompanying financial statements.
J.  Management has determined that no subsequent events or transactions occurred through the date the financial statements were issued that would require recognition or disclosure in these financial statements.
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Target Retirement 2035 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2025
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value
($000)
Investment Companies (99.5%)
U.S. Stock Fund (39.6%)
  Vanguard Total Stock Market Index Fund Institutional Plus Shares 160,497,595 40,273,662
International Stock Fund (27.3%)
  Vanguard Total International Stock Index Fund Investor Shares 1,394,097,239 27,784,358
U.S. Bond Fund (23.0%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 2,448,246,017 23,331,784
International Bond Fund (9.6%)
1 Vanguard Total International Bond II Index Fund Institutional Shares 372,364,263 9,752,220
Total Investment Companies (Cost $73,117,920) 101,142,024
Temporary Cash Investments (0.6%)
Money Market Fund (0.6%)
1 Vanguard Market Liquidity Fund, 4.342% (Cost $615,163) 6,153,634 615,302
Total Investments (100.1%) (Cost $73,733,083)   101,757,326
Other Assets and Liabilities—Net (-0.1%)   (114,945)
Net Assets (100%)   101,642,381
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2025 2,154 239,565 4,116
E-mini S&P 500 Index June 2025 889 251,287 (1,720)
        2,396
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2035 Fund
Statement of Assets and Liabilities 
As of March 31, 2025
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $73,733,083) 101,757,326
Cash Collateral Pledged—Futures Contracts 22,135
Receivables for Accrued Income 100,198
Receivables for Capital Shares Issued 72,455
Variation Margin Receivable—Futures Contracts 1,795
Total Assets 101,953,909
Liabilities  
Payables for Investment Securities Purchased 100,175
Payables for Capital Shares Redeemed 211,353
Total Liabilities 311,528
Net Assets 101,642,381

At March 31, 2025, net assets consisted of:

   
Paid-in Capital 72,244,600
Total Distributable Earnings (Loss) 29,397,781
Net Assets 101,642,381
   
Net Assets  
Applicable to 4,237,320,499 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
101,642,381
Net Asset Value Per Share $23.99
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2035 Fund
Statement of Operations
  Six Months Ended
March 31, 2025
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 1,561,715
Interest 481
Net Investment Income—Note B 1,562,196
Realized Net Gain (Loss)  
Affiliated Funds Sold1 1,093,885
Futures Contracts (18,516)
Realized Net Gain (Loss) 1,075,369
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds (4,264,315)
Futures Contracts (4,859)
Change in Unrealized Appreciation (Depreciation) (4,269,174)
Net Increase (Decrease) in Net Assets Resulting from Operations (1,631,609)
1 Includes $650,950 of net gain (loss) resulting from in-kind redemptions.
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2035 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2025
  Year Ended
September 30,
2024
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 1,562,196   2,463,259
Realized Net Gain (Loss) 1,075,369   1,005,644
Change in Unrealized Appreciation (Depreciation) (4,269,174)   17,096,567
Net Increase (Decrease) in Net Assets Resulting from Operations (1,631,609)   20,565,470
Distributions      
Total Distributions (3,099,757)   (2,189,745)
Capital Share Transactions      
Issued 6,489,865   11,467,634
Issued in Lieu of Cash Distributions 3,048,766   2,156,718
Redeemed (7,344,345)   (10,185,189)
Net Increase (Decrease) from Capital Share Transactions 2,194,286   3,439,163
Total Increase (Decrease) (2,537,080)   21,814,888
Net Assets      
Beginning of Period 104,179,461   82,364,573
End of Period 101,642,381   104,179,461
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2035 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2025
Year Ended September 30,
2024 2023 2022 2021 2020
Net Asset Value, Beginning of Period $25.13 $20.64 $18.50 $27.25 $23.16 $21.60
Investment Operations            
Net Investment Income1 .372 .601 .471 .455 .430 .470
Capital Gain Distributions Received1 .0002 .0002 .014 .046
Net Realized and Unrealized Gain (Loss) on Investments (.764) 4.437 2.192 (4.566) 4.244 1.614
Total from Investment Operations (.392) 5.038 2.663 (4.097) 4.720 2.084
Distributions            
Dividends from Net Investment Income (.620) (.548) (.402) (.559) (.409) (.524)
Distributions from Realized Capital Gains (.128) (.121) (4.094) (.221)
Total Distributions (.748) (.548) (.523) (4.653) (.630) (.524)
Net Asset Value, End of Period $23.99 $25.13 $20.64 $18.50 $27.25 $23.16
Total Return3 -1.56% 24.76% 14.61% -18.87% 20.60% 9.71%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $101,642 $104,179 $82,365 $70,250 $37,822 $40,597
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.08% 0.08% 0.08% 0.09%4 0.14% 0.14%
Ratio of Net Investment Income to Average Net Assets 3.02% 2.64% 2.30% 2.08% 1.64% 2.15%
Portfolio Turnover Rate 2%5 4%5 1%5 9%5 6% 18%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Distribution was less than $.001 per share.
3 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
4 The Acquired Fund Fees and Expenses (AFFE) of 0.09% reflects the blended amount of expenses for the year ended September 30, 2022. Before the acquisition of Vanguard Institutional Target Retirement 2035 Fund on February 11, 2022, the AFFE was 0.14% on an annualized basis. Following the acquisition, the AFFE was 0.08% on an annualized basis.
5 Excludes the value of portfolio securities received or delivered as a result of in-kind purchases or redemptions of the fund’s capital shares.
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2035 Fund
Notes to Financial Statements
Vanguard Target Retirement 2035 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund.
The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
A.  The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2025, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute virtually all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes and are subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility, which are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at an agreed-upon spread plus the higher of the federal funds effective rate, the overnight bank funding rate, or the Daily Simple Secured Overnight Financing Rate inclusive of an additional agreed-upon spread. However, borrowings under the uncommitted credit facility may bear interest based upon an alternate rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2025, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date. Interest income includes interest earned on cash and cash collateral. Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B.  In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the six months ended March 31, 2025, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
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C.  The fund’s SEC registrant (the Vanguard Chester Funds (the “Trust”)), certain officers and trustees of the Trust, and The Vanguard Group Inc. (collectively, the “Defendants”) were named in putative class action lawsuits filed in 2022 by certain investors (the “Plaintiffs”) in the U.S. District Court for the Eastern District of Pennsylvania; these class action lawsuits were later consolidated into one action. The Plaintiffs assert claims related to their allegations that the Defendants improperly decided to lower minimum investment limits in 2020 for the Trust’s Institutional Target Retirement funds for certain smaller retirement plan participants, which purportedly harmed certain investors in taxable accounts. The Plaintiffs seek damages and various other forms of relief. The Defendants do not agree with these allegations and claims and intend to vigorously defend against them.
D.  Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2025, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
E.  As of March 31, 2025, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 73,834,635
Gross Unrealized Appreciation 30,827,760
Gross Unrealized Depreciation (2,902,673)
Net Unrealized Appreciation (Depreciation) 27,925,087
F.  Capital shares issued and redeemed were:
  Six Months Ended
March 31, 2025
  Year Ended
September 30, 2024
  Shares
(000)
  Shares
(000)
Issued 263,498   504,125
Issued in Lieu of Cash Distributions 126,873   97,237
Redeemed (298,075)   (447,783)
Net Increase (Decrease) in Shares Outstanding 92,296   153,579
G.  Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2024
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold1
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2025
Market Value
($000)
Vanguard Market Liquidity Fund 619,019 NA2 NA2 11 (61) 13,828 615,302
Vanguard Total Bond Market II Index Fund 22,242,238 1,937,081 353,733 9,456 (503,258) 433,577 23,331,784
Vanguard Total International Bond II Index Fund 9,464,665 778,542 177,050 188 (314,125) 309,739 9,752,220
Vanguard Total International Stock Index Fund 28,743,822 918,238 679,308 120,447 (1,318,841) 522,433 27,784,358
Vanguard Total Stock Market Index Fund 43,087,182 474,178 2,123,451 963,783 (2,128,030) 282,138 40,273,662
Total 104,156,926 4,108,039 3,333,542 1,093,885 (4,264,315) 1,561,715 101,757,326
1 Includes $1,432,180 of portfolio securities delivered as a result of in-kind redemptions of the fund’s capital shares.
2 Not applicable—purchases and sales are for temporary cash investment purposes.
H.  Significant market disruptions, such as those caused by pandemics, natural or environmental ‎disasters, war, acts of terrorism, political or regulatory conditions, or other events, can adversely affect local and global ‎markets and normal market operations. Any such disruptions could have an adverse impact on the value of the fund’s investments and fund performance.
To the extent the fund’s investment portfolio reflects concentration in a particular market, industry, sector, country or asset class, the fund may be adversely affected by the performance of these concentrations and may be subject to increased price volatility and other risks.
The use of derivatives may expose the fund to various risks. Derivatives can be highly volatile, and any initial investment is generally small relative to the notional amount so that transactions may be leveraged in terms of market exposure. A relatively small market movement may have a potentially larger
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Target Retirement 2035 Fund
impact on derivatives than on standard securities. Leveraged derivatives positions can, therefore, increase volatility. Additional information regarding the fund’s use of derivative(s) and the specific risks associated is described under significant accounting policies.
I.  The fund adopted Accounting Standards Update 2023-07, Segment Reporting - Improvements to Reportable Segment Disclosures. The new guidance did not change how the fund identifies operating segments but did require incremental disclosure of information not previously required. Operating segments are components of an entity that engage in business activities, have discrete financial information available, and have their operating results regularly reviewed by a chief operating decision maker (“CODM”). The fund is considered a single segment. Vanguard’s chief executive officer, chief investment officer, and chief financial officer, who are also officers of the fund, as well as the fund’s chief financial officer collectively act as the CODM. Vanguard has established various management committees to assist the CODM with overseeing aspects of the fund’s daily operations. Through these committees, the CODM manages the fund’s operations to achieve a single investment objective, as detailed in its prospectus, through the execution of the fund’s investment strategies. When assessing segment performance and making decisions about segment resources, the CODM relies on the fund’s portfolio composition, total returns, expense ratios and changes in net assets which are consistent with the information contained in the fund’s financial statements. Segment assets, liabilities, income, and expenses are also detailed in the accompanying financial statements.
J.  Management has determined that no subsequent events or transactions occurred through the date the financial statements were issued that would require recognition or disclosure in these financial statements.
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Target Retirement 2040 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2025
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value
($000)
Investment Companies (99.6%)
U.S. Stock Fund (44.2%)
  Vanguard Total Stock Market Index Fund Institutional Plus Shares 160,355,039 40,237,890
International Stock Fund (30.3%)
  Vanguard Total International Stock Index Fund Investor Shares 1,382,642,172 27,556,058
U.S. Bond Fund (17.7%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 1,688,138,719 16,087,962
International Bond Fund (7.4%)
1 Vanguard Total International Bond II Index Fund Institutional Shares 258,565,927 6,771,842
Total Investment Companies (Cost $64,431,236) 90,653,752
Temporary Cash Investments (0.5%)
Money Market Fund (0.5%)
1 Vanguard Market Liquidity Fund, 4.342% (Cost $499,905) 5,000,649 500,015
Total Investments (100.1%) (Cost $64,931,141)   91,153,767
Other Assets and Liabilities—Net (-0.1%)   (102,230)
Net Assets (100%)   91,051,537
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2025 1,837 204,309 3,529
E-mini S&P 500 Index June 2025 722 204,082 (1,397)
        2,132
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2040 Fund
Statement of Assets and Liabilities 
As of March 31, 2025
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $64,931,141) 91,153,767
Cash Collateral Pledged—Futures Contracts 17,725
Receivables for Accrued Income 69,455
Receivables for Capital Shares Issued 71,024
Variation Margin Receivable—Futures Contracts 1,415
Total Assets 91,313,386
Liabilities  
Payables for Investment Securities Purchased 69,449
Payables for Capital Shares Redeemed 192,400
Total Liabilities 261,849
Net Assets 91,051,537

At March 31, 2025, net assets consisted of:

   
Paid-in Capital 63,471,692
Total Distributable Earnings (Loss) 27,579,845
Net Assets 91,051,537
   
Net Assets  
Applicable to 2,111,026,141 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
91,051,537
Net Asset Value Per Share $43.13
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2040 Fund
Statement of Operations
  Six Months Ended
March 31, 2025
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 1,320,095
Interest 400
Net Investment Income—Note B 1,320,495
Realized Net Gain (Loss)  
Affiliated Funds Sold1 1,122,174
Futures Contracts (11,741)
Realized Net Gain (Loss) 1,110,433
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds (3,990,469)
Futures Contracts (5,153)
Change in Unrealized Appreciation (Depreciation) (3,995,622)
Net Increase (Decrease) in Net Assets Resulting from Operations (1,564,694)
1 Includes $684,484 of net gain (loss) resulting from in-kind redemptions.
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2040 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2025
  Year Ended
September 30,
2024
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 1,320,495   2,067,134
Realized Net Gain (Loss) 1,110,433   669,532
Change in Unrealized Appreciation (Depreciation) (3,995,622)   16,432,056
Net Increase (Decrease) in Net Assets Resulting from Operations (1,564,694)   19,168,722
Distributions      
Total Distributions (2,367,779)   (1,851,778)
Capital Share Transactions      
Issued 5,898,902   10,590,366
Issued in Lieu of Cash Distributions 2,330,698   1,824,415
Redeemed (6,360,392)   (8,782,179)
Net Increase (Decrease) from Capital Share Transactions 1,869,208   3,632,602
Total Increase (Decrease) (2,063,265)   20,949,546
Net Assets      
Beginning of Period 93,114,802   72,165,256
End of Period 91,051,537   93,114,802
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2040 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2025
Year Ended September 30,
2024 2023 2022 2021 2020
Net Asset Value, Beginning of Period $45.04 $36.50 $32.25 $48.29 $40.07 $37.27
Investment Operations            
Net Investment Income1 .631 1.017 .821 .797 .764 .799
Capital Gain Distributions Received1 .0002 .0002 .017 .057
Net Realized and Unrealized Gain (Loss) on Investments (1.396) 8.459 4.315 (8.162) 8.312 2.892
Total from Investment Operations (.765) 9.476 5.136 (7.348) 9.133 3.691
Distributions            
Dividends from Net Investment Income (1.055) (.936) (.714) (1.003) (.719) (.891)
Distributions from Realized Capital Gains (.090) (.172) (7.689) (.194)
Total Distributions (1.145) (.936) (.886) (8.692) (.913) (.891)
Net Asset Value, End of Period $43.13 $45.04 $36.50 $32.25 $48.29 $40.07
Total Return3 -1.71% 26.33% 16.15% -19.42% 23.00% 9.96%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $91,052 $93,115 $72,165 $60,363 $29,084 $32,404
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.08% 0.08% 0.08% 0.09%4 0.14% 0.14%
Ratio of Net Investment Income to Average Net Assets 2.85% 2.50% 2.27% 2.08% 1.66% 2.12%
Portfolio Turnover Rate 2%5 2%5 1%5 7%5 5% 13%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Distribution was less than $.001 per share.
3 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
4 The Acquired Fund Fees and Expenses (AFFE) of 0.09% reflects the blended amount of expenses for the year ended September 30, 2022. Before the acquisition of Vanguard Institutional Target Retirement 2040 Fund on February 11, 2022, the AFFE was 0.14% on an annualized basis. Following the acquisition, the AFFE was 0.08% on an annualized basis.
5 Excludes the value of portfolio securities received or delivered as a result of in-kind purchases or redemptions of the fund’s capital shares.
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2040 Fund
Notes to Financial Statements
Vanguard Target Retirement 2040 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund.
The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
A.  The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2025, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute virtually all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes and are subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility, which are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at an agreed-upon spread plus the higher of the federal funds effective rate, the overnight bank funding rate, or the Daily Simple Secured Overnight Financing Rate inclusive of an additional agreed-upon spread. However, borrowings under the uncommitted credit facility may bear interest based upon an alternate rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2025, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date. Interest income includes interest earned on cash and cash collateral. Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B.  In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the six months ended March 31, 2025, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
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Target Retirement 2040 Fund
C.  The fund’s SEC registrant (the Vanguard Chester Funds (the “Trust”)), certain officers and trustees of the Trust, and The Vanguard Group Inc. (collectively, the “Defendants”) were named in putative class action lawsuits filed in 2022 by certain investors (the “Plaintiffs”) in the U.S. District Court for the Eastern District of Pennsylvania; these class action lawsuits were later consolidated into one action. The Plaintiffs assert claims related to their allegations that the Defendants improperly decided to lower minimum investment limits in 2020 for the Trust’s Institutional Target Retirement funds for certain smaller retirement plan participants, which purportedly harmed certain investors in taxable accounts. The Plaintiffs seek damages and various other forms of relief. The Defendants do not agree with these allegations and claims and intend to vigorously defend against them.
D.  Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2025, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
E.  As of March 31, 2025, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 65,082,722
Gross Unrealized Appreciation 28,020,864
Gross Unrealized Depreciation (1,947,687)
Net Unrealized Appreciation (Depreciation) 26,073,177
F.  Capital shares issued and redeemed were:
  Six Months Ended
March 31, 2025
  Year Ended
September 30, 2024
  Shares
(000)
  Shares
(000)
Issued 133,148   261,232
Issued in Lieu of Cash Distributions 53,814   46,328
Redeemed (143,426)   (217,148)
Net Increase (Decrease) in Shares Outstanding 43,536   90,412
G.  Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2024
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold1
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2025
Market Value
($000)
Vanguard Market Liquidity Fund 590,047 NA2 NA2 32 (68) 11,239 500,015
Vanguard Total Bond Market II Index Fund 14,895,720 1,859,146 337,076 (4,550) (325,278) 297,325 16,087,962
Vanguard Total International Bond II Index Fund 6,442,577 677,139 131,979 2,207 (218,102) 214,623 6,771,842
Vanguard Total International Stock Index Fund 28,063,231 1,311,027 652,678 114,587 (1,280,109) 515,572 27,556,058
Vanguard Total Stock Market Index Fund 43,107,029 697,312 2,409,437 1,009,898 (2,166,912) 281,336 40,237,890
Total 93,098,604 4,544,624 3,531,170 1,122,174 (3,990,469) 1,320,095 91,153,767
1 Includes $1,410,410 of portfolio securities delivered as a result of in-kind redemptions of the fund’s capital shares.
2 Not applicable—purchases and sales are for temporary cash investment purposes.
H.  Significant market disruptions, such as those caused by pandemics, natural or environmental ‎disasters, war, acts of terrorism, political or regulatory conditions, or other events, can adversely affect local and global ‎markets and normal market operations. Any such disruptions could have an adverse impact on the value of the fund’s investments and fund performance.
To the extent the fund’s investment portfolio reflects concentration in a particular market, industry, sector, country or asset class, the fund may be adversely affected by the performance of these concentrations and may be subject to increased price volatility and other risks.
The use of derivatives may expose the fund to various risks. Derivatives can be highly volatile, and any initial investment is generally small relative to the notional amount so that transactions may be leveraged in terms of market exposure. A relatively small market movement may have a potentially larger
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Target Retirement 2040 Fund
impact on derivatives than on standard securities. Leveraged derivatives positions can, therefore, increase volatility. Additional information regarding the fund’s use of derivative(s) and the specific risks associated is described under significant accounting policies.
I.  The fund adopted Accounting Standards Update 2023-07, Segment Reporting - Improvements to Reportable Segment Disclosures. The new guidance did not change how the fund identifies operating segments but did require incremental disclosure of information not previously required. Operating segments are components of an entity that engage in business activities, have discrete financial information available, and have their operating results regularly reviewed by a chief operating decision maker (“CODM”). The fund is considered a single segment. Vanguard’s chief executive officer, chief investment officer, and chief financial officer, who are also officers of the fund, as well as the fund’s chief financial officer collectively act as the CODM. Vanguard has established various management committees to assist the CODM with overseeing aspects of the fund’s daily operations. Through these committees, the CODM manages the fund’s operations to achieve a single investment objective, as detailed in its prospectus, through the execution of the fund’s investment strategies. When assessing segment performance and making decisions about segment resources, the CODM relies on the fund’s portfolio composition, total returns, expense ratios and changes in net assets which are consistent with the information contained in the fund’s financial statements. Segment assets, liabilities, income, and expenses are also detailed in the accompanying financial statements.
J.  Management has determined that no subsequent events or transactions occurred through the date the financial statements were issued that would require recognition or disclosure in these financial statements.
Q3082 052025
48

Financial Statements
For the six-months ended March 31, 2025
Vanguard Target Retirement Funds
Vanguard Target Retirement 2045 Fund
Vanguard Target Retirement 2050 Fund
Vanguard Target Retirement 2055 Fund
Vanguard Target Retirement 2060 Fund
Vanguard Target Retirement 2065 Fund
Vanguard Target Retirement 2070 Fund

 

Contents
Target Retirement 2045 Fund

1
Target Retirement 2050 Fund

9
Target Retirement 2055 Fund

17
Target Retirement 2060 Fund

25
Target Retirement 2065 Fund

33
Target Retirement 2070 Fund

41
   

 

Target Retirement 2045 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2025
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value
($000)
Investment Companies (99.4%)
U.S. Stock Fund (48.6%)
  Vanguard Total Stock Market Index Fund Institutional Plus Shares 173,176,984 43,455,301
International Stock Fund (33.7%)
  Vanguard Total International Stock Index Fund Investor Shares 1,511,457,453 30,123,347
U.S. Bond Fund (12.0%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 1,125,796,470 10,728,840
International Bond Fund (5.1%)
1 Vanguard Total International Bond II Index Fund Institutional Shares 173,540,001 4,545,013
Total Investment Companies (Cost $61,147,434) 88,852,501
Temporary Cash Investments (0.7%)
Money Market Fund (0.7%)
1 Vanguard Market Liquidity Fund, 4.342% (Cost $595,952) 5,961,272 596,067
Total Investments (100.1%) (Cost $61,743,386)   89,448,568
Other Assets and Liabilities—Net (-0.1%)   (97,824)
Net Assets (100%)   89,350,744
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2025 2,538 282,273 4,971
E-mini S&P 500 Index June 2025 702 198,429 (1,358)
        3,613
See accompanying Notes, which are an integral part of the Financial Statements.
1

 

Target Retirement 2045 Fund
Statement of Assets and Liabilities 
As of March 31, 2025
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $61,743,386) 89,448,568
Cash Collateral Pledged—Futures Contracts 20,380
Receivables for Accrued Income 47,295
Receivables for Capital Shares Issued 64,769
Variation Margin Receivable—Futures Contracts 1,586
Total Assets 89,582,598
Liabilities  
Payables for Investment Securities Purchased 47,319
Payables for Capital Shares Redeemed 184,535
Total Liabilities 231,854
Net Assets 89,350,744

At March 31, 2025, net assets consisted of:

   
Paid-in Capital 60,314,089
Total Distributable Earnings (Loss) 29,036,655
Net Assets 89,350,744
   
Net Assets  
Applicable to 3,023,506,407 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
89,350,744
Net Asset Value Per Share $29.55
See accompanying Notes, which are an integral part of the Financial Statements.
2

 

Target Retirement 2045 Fund
Statement of Operations
  Six Months Ended
March 31, 2025
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 1,217,758
Interest 440
Net Investment Income—Note B 1,218,198
Realized Net Gain (Loss)  
Affiliated Funds Sold1 1,063,012
Futures Contracts (14,378)
Realized Net Gain (Loss) 1,048,634
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds (3,944,272)
Futures Contracts (4,435)
Change in Unrealized Appreciation (Depreciation) (3,948,707)
Net Increase (Decrease) in Net Assets Resulting from Operations (1,681,875)
1 Includes $804,126 of net gain (loss) resulting from in-kind redemptions.
See accompanying Notes, which are an integral part of the Financial Statements.
3

 

Target Retirement 2045 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2025
  Year Ended
September 30,
2024
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 1,218,198   1,898,858
Realized Net Gain (Loss) 1,048,634   714,844
Change in Unrealized Appreciation (Depreciation) (3,948,707)   16,831,788
Net Increase (Decrease) in Net Assets Resulting from Operations (1,681,875)   19,445,490
Distributions      
Total Distributions (2,073,880)   (1,701,640)
Capital Share Transactions      
Issued 5,936,099   10,856,682
Issued in Lieu of Cash Distributions 2,039,735   1,674,884
Redeemed (5,882,452)   (8,043,403)
Net Increase (Decrease) from Capital Share Transactions 2,093,382   4,488,163
Total Increase (Decrease) (1,662,373)   22,232,013
Net Assets      
Beginning of Period 91,013,117   68,781,104
End of Period 89,350,744   91,013,117
See accompanying Notes, which are an integral part of the Financial Statements.
4

 

Target Retirement 2045 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2025
Year Ended September 30,
2024 2023 2022 2021 2020
Net Asset Value, Beginning of Period $30.82 $24.66 $21.54 $31.04 $25.22 $23.38
Investment Operations            
Net Investment Income1 .407 .657 .548 .536 .495 .492
Capital Gain Distributions Received1 .0002 .0002 .007 .020
Net Realized and Unrealized Gain (Loss) on Investments (.977) 6.111 3.200 (5.672) 5.840 1.900
Total from Investment Operations (.570) 6.768 3.748 (5.129) 6.355 2.392
Distributions            
Dividends from Net Investment Income (.684) (.608) (.486) (.629) (.452) (.552)
Distributions from Realized Capital Gains (.016) (.142) (3.742) (.083)
Total Distributions (.700) (.608) (.628) (4.371) (.535) (.552)
Net Asset Value, End of Period $29.55 $30.82 $24.66 $21.54 $31.04 $25.22
Total Return3 -1.86% 27.82% 17.67% -19.93% 25.42% 10.27%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $89,351 $91,013 $68,781 $55,921 $28,918 $30,205
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.08% 0.08% 0.08% 0.09%4 0.15% 0.15%
Ratio of Net Investment Income to Average Net Assets 2.68% 2.37% 2.25% 2.09% 1.68% 2.08%
Portfolio Turnover Rate 2%5 1%5 1%5 5%5 4% 9%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Distribution was less than $.001 per share.
3 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
4 The Acquired Fund Fees and Expenses (AFFE) of 0.09% reflects the blended amount of expenses for the year ended September 30, 2022. Before the acquisition of Vanguard Institutional Target Retirement 2045 Fund on February 11, 2022, the AFFE was 0.15% on an annualized basis. Following the acquisition, the AFFE was 0.08% on an annualized basis.
5 Excludes the value of portfolio securities received or delivered as a result of in-kind purchases or redemptions of the fund’s capital shares.
See accompanying Notes, which are an integral part of the Financial Statements.
5

 

Target Retirement 2045 Fund
Notes to Financial Statements
Vanguard Target Retirement 2045 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund.
The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
A.  The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2025, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute virtually all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes and are subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility, which are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at an agreed-upon spread plus the higher of the federal funds effective rate, the overnight bank funding rate, or the Daily Simple Secured Overnight Financing Rate inclusive of an additional agreed-upon spread. However, borrowings under the uncommitted credit facility may bear interest based upon an alternate rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2025, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date. Interest income includes interest earned on cash and cash collateral. Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B.  In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the six months ended March 31, 2025, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
6

 

Target Retirement 2045 Fund
C.  The fund’s SEC registrant (the Vanguard Chester Funds (the “Trust”)), certain officers and trustees of the Trust, and The Vanguard Group Inc. (collectively, the “Defendants”) were named in putative class action lawsuits filed in 2022 by certain investors (the “Plaintiffs”) in the U.S. District Court for the Eastern District of Pennsylvania; these class action lawsuits were later consolidated into one action. The Plaintiffs assert claims related to their allegations that the Defendants improperly decided to lower minimum investment limits in 2020 for the Trust’s Institutional Target Retirement funds for certain smaller retirement plan participants, which purportedly harmed certain investors in taxable accounts. The Plaintiffs seek damages and various other forms of relief. The Defendants do not agree with these allegations and claims and intend to vigorously defend against them.
D.  Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2025, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
E.  As of March 31, 2025, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 61,842,476
Gross Unrealized Appreciation 28,831,393
Gross Unrealized Depreciation (1,221,688)
Net Unrealized Appreciation (Depreciation) 27,609,705
F.  Capital shares issued and redeemed were:
  Six Months Ended
March 31, 2025
  Year Ended
September 30, 2024
  Shares
(000)
  Shares
(000)
Issued 195,185   393,465
Issued in Lieu of Cash Distributions 68,586   62,706
Redeemed (193,237)   (291,976)
Net Increase (Decrease) in Shares Outstanding 70,534   164,195
G.  Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2024
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold1
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2025
Market Value
($000)
Vanguard Market Liquidity Fund 689,361 NA2 NA2 52 (90) 12,933 596,067
Vanguard Total Bond Market II Index Fund 9,922,704 1,362,534 336,330 (2,430) (217,638) 197,886 10,728,840
Vanguard Total International Bond II Index Fund 4,363,839 483,816 156,320 (3,488) (142,834) 145,179 4,545,013
Vanguard Total International Stock Index Fund 30,217,209 1,754,695 605,084 144,338 (1,387,811) 558,211 30,123,347
Vanguard Total Stock Market Index Fund 45,795,354 868,286 1,936,980 924,540 (2,195,899) 303,549 43,455,301
Total 90,988,467 4,469,331 3,034,714 1,063,012 (3,944,272) 1,217,758 89,448,568
1 Includes $1,523,310 of portfolio securities delivered as a result of in-kind redemptions of the fund’s capital shares.
2 Not applicable—purchases and sales are for temporary cash investment purposes.
H.  Significant market disruptions, such as those caused by pandemics, natural or environmental ‎disasters, war, acts of terrorism, political or regulatory conditions, or other events, can adversely affect local and global ‎markets and normal market operations. Any such disruptions could have an adverse impact on the value of the fund’s investments and fund performance.
To the extent the fund’s investment portfolio reflects concentration in a particular market, industry, sector, country or asset class, the fund may be adversely affected by the performance of these concentrations and may be subject to increased price volatility and other risks.
The use of derivatives may expose the fund to various risks. Derivatives can be highly volatile, and any initial investment is generally small relative to the notional amount so that transactions may be leveraged in terms of market exposure. A relatively small market movement may have a potentially larger
7

 

Target Retirement 2045 Fund
impact on derivatives than on standard securities. Leveraged derivatives positions can, therefore, increase volatility. Additional information regarding the fund’s use of derivative(s) and the specific risks associated is described under significant accounting policies.
I.  The fund adopted Accounting Standards Update 2023-07, Segment Reporting - Improvements to Reportable Segment Disclosures. The new guidance did not change how the fund identifies operating segments but did require incremental disclosure of information not previously required. Operating segments are components of an entity that engage in business activities, have discrete financial information available, and have their operating results regularly reviewed by a chief operating decision maker (“CODM”). The fund is considered a single segment. Vanguard’s chief executive officer, chief investment officer, and chief financial officer, who are also officers of the fund, as well as the fund’s chief financial officer collectively act as the CODM. Vanguard has established various management committees to assist the CODM with overseeing aspects of the fund’s daily operations. Through these committees, the CODM manages the fund’s operations to achieve a single investment objective, as detailed in its prospectus, through the execution of the fund’s investment strategies. When assessing segment performance and making decisions about segment resources, the CODM relies on the fund’s portfolio composition, total returns, expense ratios and changes in net assets which are consistent with the information contained in the fund’s financial statements. Segment assets, liabilities, income, and expenses are also detailed in the accompanying financial statements.
J.  Management has determined that no subsequent events or transactions occurred through the date the financial statements were issued that would require recognition or disclosure in these financial statements.
8

 

Target Retirement 2050 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2025
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value
($000)
Investment Companies (99.5%)
U.S. Stock Fund (52.6%)
  Vanguard Total Stock Market Index Fund Institutional Plus Shares 160,367,203 40,240,942
International Stock Fund (36.8%)
  Vanguard Total International Stock Index Fund Investor Shares 1,415,623,982 28,213,386
U.S. Bond Fund (7.0%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 565,312,927 5,387,432
International Bond Fund (3.1%)
1 Vanguard Total International Bond II Index Fund Institutional Shares 89,735,111 2,350,163
Total Investment Companies (Cost $54,387,911) 76,191,923
Temporary Cash Investments (0.6%)
Money Market Fund (0.6%)
1 Vanguard Market Liquidity Fund, 4.342% (Cost $472,565) 4,727,260 472,679
Total Investments (100.1%) (Cost $54,860,476)   76,664,602
Other Assets and Liabilities—Net (-0.1%)   (95,197)
Net Assets (100%)   76,569,405
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2025 2,088 232,225 4,121
E-mini S&P 500 Index June 2025 503 142,179 (973)
        3,148
See accompanying Notes, which are an integral part of the Financial Statements.
9

 

Target Retirement 2050 Fund
Statement of Assets and Liabilities 
As of March 31, 2025
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $54,860,476) 76,664,602
Cash Collateral Pledged—Futures Contracts 15,713
Receivables for Accrued Income 24,469
Receivables for Capital Shares Issued 65,182
Variation Margin Receivable—Futures Contracts 1,211
Total Assets 76,771,177
Liabilities  
Payables for Investment Securities Purchased 24,483
Payables for Capital Shares Redeemed 177,289
Total Liabilities 201,772
Net Assets 76,569,405

At March 31, 2025, net assets consisted of:

   
Paid-in Capital 53,832,433
Total Distributable Earnings (Loss) 22,736,972
Net Assets 76,569,405
   
Net Assets  
Applicable to 1,544,993,204 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
76,569,405
Net Asset Value Per Share $49.56
See accompanying Notes, which are an integral part of the Financial Statements.
10

 

Target Retirement 2050 Fund
Statement of Operations
  Six Months Ended
March 31, 2025
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 983,707
Interest 390
Net Investment Income—Note B 984,097
Realized Net Gain (Loss)  
Affiliated Funds Sold1 788,688
Futures Contracts (12,065)
Realized Net Gain (Loss) 776,623
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds (3,339,136)
Futures Contracts (3,559)
Change in Unrealized Appreciation (Depreciation) (3,342,695)
Net Increase (Decrease) in Net Assets Resulting from Operations (1,581,975)
1 Includes $760,856 of net gain (loss) resulting from in-kind redemptions.
See accompanying Notes, which are an integral part of the Financial Statements.
11

 

Target Retirement 2050 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2025
  Year Ended
September 30,
2024
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 984,097   1,528,517
Realized Net Gain (Loss) 776,623   535,410
Change in Unrealized Appreciation (Depreciation) (3,342,695)   14,776,246
Net Increase (Decrease) in Net Assets Resulting from Operations (1,581,975)   16,840,173
Distributions      
Total Distributions (1,670,810)   (1,372,680)
Capital Share Transactions      
Issued 5,965,470   10,844,484
Issued in Lieu of Cash Distributions 1,641,934   1,350,227
Redeemed (5,226,199)   (6,858,135)
Net Increase (Decrease) from Capital Share Transactions 2,381,205   5,336,576
Total Increase (Decrease) (871,580)   20,804,069
Net Assets      
Beginning of Period 77,440,985   56,636,916
End of Period 76,569,405   77,440,985
See accompanying Notes, which are an integral part of the Financial Statements.
12

 

Target Retirement 2050 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2025
Year Ended September 30,
2024 2023 2022 2021 2020
Net Asset Value, Beginning of Period $51.71 $41.00 $35.44 $50.09 $40.60 $37.63
Investment Operations            
Net Investment Income1 .646 1.056 .904 .884 .798 .793
Capital Gain Distributions Received1 .0002 .0002 .009 .031
Net Realized and Unrealized Gain (Loss) on Investments (1.688) 10.638 5.557 (9.524) 9.498 3.053
Total from Investment Operations (1.042) 11.694 6.461 (8.631) 10.327 3.846
Distributions            
Dividends from Net Investment Income (1.092) (.984) (.805) (1.026) (.741) (.876)
Distributions from Realized Capital Gains (.016) (.096) (4.993) (.096)
Total Distributions (1.108) (.984) (.901) (6.019) (.837) (.876)
Net Asset Value, End of Period $49.56 $51.71 $41.00 $35.44 $50.09 $40.60
Total Return3 -2.03% 28.91% 18.48% -20.18% 25.65% 10.26%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $76,569 $77,441 $56,637 $44,736 $21,583 $22,979
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.08% 0.08% 0.08% 0.09%4 0.15% 0.15%
Ratio of Net Investment Income to Average Net Assets 2.53% 2.28% 2.24% 2.10% 1.68% 2.08%
Portfolio Turnover Rate 1%5 1%5 2%5 4%5 4% 9%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Distribution was less than $.001 per share.
3 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
4 The Acquired Fund Fees and Expenses (AFFE) of 0.09% reflects the blended amount of expenses for the year ended September 30, 2022. Before the acquisition of Vanguard Institutional Target Retirement 2050 Fund on February 11, 2022, the AFFE was 0.15% on an annualized basis. Following the acquisition, the AFFE was 0.08% on an annualized basis.
5 Excludes the value of portfolio securities received or delivered as a result of in-kind purchases or redemptions of the fund’s capital shares.
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2050 Fund
Notes to Financial Statements
Vanguard Target Retirement 2050 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund.
The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. The fund invests a substantial amount of its assets in Vanguard Total Stock Market Index Fund.
Financial statements and other information about each underlying fund are available at www.vanguard.com.
A.  The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2025, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute virtually all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes and are subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility, which are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at an agreed-upon spread plus the higher of the federal funds effective rate, the overnight bank funding rate, or the Daily Simple Secured Overnight Financing Rate inclusive of an additional agreed-upon spread. However, borrowings under the uncommitted credit facility may bear interest based upon an alternate rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2025, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date. Interest income includes interest earned on cash and cash collateral. Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B.  In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the six months ended March 31, 2025, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
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Target Retirement 2050 Fund
C.  The fund’s SEC registrant (the Vanguard Chester Funds (the “Trust”)), certain officers and trustees of the Trust, and The Vanguard Group Inc. (collectively, the “Defendants”) were named in putative class action lawsuits filed in 2022 by certain investors (the “Plaintiffs”) in the U.S. District Court for the Eastern District of Pennsylvania; these class action lawsuits were later consolidated into one action. The Plaintiffs assert claims related to their allegations that the Defendants improperly decided to lower minimum investment limits in 2020 for the Trust’s Institutional Target Retirement funds for certain smaller retirement plan participants, which purportedly harmed certain investors in taxable accounts. The Plaintiffs seek damages and various other forms of relief. The Defendants do not agree with these allegations and claims and intend to vigorously defend against them.
D.  Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2025, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
E.  As of March 31, 2025, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 54,988,873
Gross Unrealized Appreciation 22,480,629
Gross Unrealized Depreciation (801,752)
Net Unrealized Appreciation (Depreciation) 21,678,877
F.  Capital shares issued and redeemed were:
  Six Months Ended
March 31, 2025
  Year Ended
September 30, 2024
  Shares
(000)
  Shares
(000)
Issued 116,764   235,290
Issued in Lieu of Cash Distributions 32,858   30,329
Redeemed (102,250)   (149,397)
Net Increase (Decrease) in Shares Outstanding 47,372   116,222
G.  Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2024
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold1
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2025
Market Value
($000)
Vanguard Market Liquidity Fund 573,462 NA2 NA2 27 (65) 11,063 472,679
Vanguard Total Bond Market II Index Fund 5,116,557 540,176 154,294 516 (115,523) 99,982 5,387,432
Vanguard Total International Bond II Index Fund 2,309,338 199,796 82,241 (90) (76,640) 75,048 2,350,163
Vanguard Total International Stock Index Fund 28,011,799 1,917,313 571,168 146,849 (1,291,407) 517,357 28,213,386
Vanguard Total Stock Market Index Fund 41,425,655 1,151,052 1,121,650 641,386 (1,855,501) 280,257 40,240,942
Total 77,436,811 3,808,337 1,929,353 788,688 (3,339,136) 983,707 76,664,602
1 Includes $1,402,360 of portfolio securities delivered as a result of in-kind redemptions of the fund’s capital shares.
2 Not applicable—purchases and sales are for temporary cash investment purposes.
H.  Significant market disruptions, such as those caused by pandemics, natural or environmental ‎disasters, war, acts of terrorism, political or regulatory conditions, or other events, can adversely affect local and global ‎markets and normal market operations. Any such disruptions could have an adverse impact on the value of the fund’s investments and fund performance.
To the extent the fund’s investment portfolio reflects concentration in a particular market, industry, sector, country or asset class, the fund may be adversely affected by the performance of these concentrations and may be subject to increased price volatility and other risks.
The use of derivatives may expose the fund to various risks. Derivatives can be highly volatile, and any initial investment is generally small relative to the notional amount so that transactions may be leveraged in terms of market exposure. A relatively small market movement may have a potentially larger
15

 

Target Retirement 2050 Fund
impact on derivatives than on standard securities. Leveraged derivatives positions can, therefore, increase volatility. Additional information regarding the fund’s use of derivative(s) and the specific risks associated is described under significant accounting policies.
I.  The fund adopted Accounting Standards Update 2023-07, Segment Reporting - Improvements to Reportable Segment Disclosures. The new guidance did not change how the fund identifies operating segments but did require incremental disclosure of information not previously required. Operating segments are components of an entity that engage in business activities, have discrete financial information available, and have their operating results regularly reviewed by a chief operating decision maker (“CODM”). The fund is considered a single segment. Vanguard’s chief executive officer, chief investment officer, and chief financial officer, who are also officers of the fund, as well as the fund’s chief financial officer collectively act as the CODM. Vanguard has established various management committees to assist the CODM with overseeing aspects of the fund’s daily operations. Through these committees, the CODM manages the fund’s operations to achieve a single investment objective, as detailed in its prospectus, through the execution of the fund’s investment strategies. When assessing segment performance and making decisions about segment resources, the CODM relies on the fund’s portfolio composition, total returns, expense ratios and changes in net assets which are consistent with the information contained in the fund’s financial statements. Segment assets, liabilities, income, and expenses are also detailed in the accompanying financial statements.
J.  Management has determined that no subsequent events or transactions occurred through the date the financial statements were issued that would require recognition or disclosure in these financial statements.
16

 

Target Retirement 2055 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2025
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value
($000)
Investment Companies (99.6%)
U.S. Stock Fund (52.6%)
  Vanguard Total Stock Market Index Fund Institutional Plus Shares 109,690,293 27,524,585
International Stock Fund (36.8%)
  Vanguard Total International Stock Index Fund Investor Shares 967,985,422 19,291,950
U.S. Bond Fund (7.1%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 390,060,481 3,717,277
International Bond Fund (3.1%)
1 Vanguard Total International Bond II Index Fund Institutional Shares 61,354,067 1,606,863
Total Investment Companies (Cost $40,124,028) 52,140,675
Temporary Cash Investments (0.6%)
Money Market Fund (0.6%)
1 Vanguard Market Liquidity Fund, 4.342% (Cost $294,282) 2,943,854 294,356
Total Investments (100.2%) (Cost $40,418,310)   52,435,031
Other Assets and Liabilities—Net (-0.2%)   (85,214)
Net Assets (100%)   52,349,817
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2025 1,113 123,787 2,187
E-mini S&P 500 Index June 2025 257 72,644 (497)
        1,690
See accompanying Notes, which are an integral part of the Financial Statements.
17

 

Target Retirement 2055 Fund
Statement of Assets and Liabilities 
As of March 31, 2025
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $40,418,310) 52,435,031
Cash Collateral Pledged—Futures Contracts 10,469
Receivables for Accrued Income 16,723
Receivables for Capital Shares Issued 52,061
Variation Margin Receivable—Futures Contracts 878
Total Assets 52,515,162
Liabilities  
Payables for Investment Securities Purchased 16,729
Payables for Capital Shares Redeemed 148,616
Total Liabilities 165,345
Net Assets 52,349,817

At March 31, 2025, net assets consisted of:

   
Paid-in Capital 39,720,041
Total Distributable Earnings (Loss) 12,629,776
Net Assets 52,349,817
   
Net Assets  
Applicable to 946,702,588 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
52,349,817
Net Asset Value Per Share $55.30
See accompanying Notes, which are an integral part of the Financial Statements.
18

 

Target Retirement 2055 Fund
Statement of Operations
  Six Months Ended
March 31, 2025
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 667,819
Interest 255
Net Investment Income—Note B 668,074
Realized Net Gain (Loss)  
Affiliated Funds Sold1 496,870
Futures Contracts (7,514)
Realized Net Gain (Loss) 489,356
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds (2,239,490)
Futures Contracts (2,703)
Change in Unrealized Appreciation (Depreciation) (2,242,193)
Net Increase (Decrease) in Net Assets Resulting from Operations (1,084,763)
1 Includes $490,484 of net gain (loss) resulting from in-kind redemptions.
See accompanying Notes, which are an integral part of the Financial Statements.
19

 

Target Retirement 2055 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2025
  Year Ended
September 30,
2024
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 668,074   1,012,092
Realized Net Gain (Loss) 489,356   392,744
Change in Unrealized Appreciation (Depreciation) (2,242,193)   9,734,107
Net Increase (Decrease) in Net Assets Resulting from Operations (1,084,763)   11,138,943
Distributions      
Total Distributions (1,139,606)   (888,536)
Capital Share Transactions      
Issued 5,078,689   8,991,675
Issued in Lieu of Cash Distributions 1,119,964   873,723
Redeemed (3,640,219)   (4,864,879)
Net Increase (Decrease) from Capital Share Transactions 2,558,434   5,000,519
Total Increase (Decrease) 334,065   15,250,926
Net Assets      
Beginning of Period 52,015,752   36,764,826
End of Period 52,349,817   52,015,752
See accompanying Notes, which are an integral part of the Financial Statements.
20

 

Target Retirement 2055 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2025
Year Ended September 30,
2024 2023 2022 2021 2020
Net Asset Value, Beginning of Period $57.71 $45.74 $39.46 $54.38 $44.08 $40.84
Investment Operations            
Net Investment Income1 .723 1.179 1.011 .981 .868 .862
Capital Gain Distributions Received1 .0002 .0002 .010 .034
Net Realized and Unrealized Gain (Loss) on Investments (1.888) 11.874 6.192 (10.672) 10.295 3.307
Total from Investment Operations (1.165) 13.053 7.203 (9.681) 11.197 4.169
Distributions            
Dividends from Net Investment Income (1.205) (1.083) (.885) (1.099) (.791) (.929)
Distributions from Realized Capital Gains (.040) (.038) (4.140) (.106)
Total Distributions (1.245) (1.083) (.923) (5.239) (.897) (.929)
Net Asset Value, End of Period $55.30 $57.71 $45.74 $39.46 $54.38 $44.08
Total Return3 -2.04% 28.92% 18.48% -20.17% 25.61% 10.25%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $52,350 $52,016 $36,765 $27,570 $12,516 $12,901
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.08% 0.08% 0.08% 0.09%4 0.15% 0.15%
Ratio of Net Investment Income to Average Net Assets 2.54% 2.28% 2.25% 2.10% 1.68% 2.09%
Portfolio Turnover Rate 0%5 1%5 1%5 4%5 6% 8%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Distribution was less than $.001 per share.
3 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
4 The Acquired Fund Fees and Expenses (AFFE) of 0.09% reflects the blended amount of expenses for the year ended September 30, 2022. Before the acquisition of Vanguard Institutional Target Retirement 2055 Fund on February 11, 2022, the AFFE was 0.15% on an annualized basis. Following the acquisition, the AFFE was 0.08% on an annualized basis.
5 Excludes the value of portfolio securities received or delivered as a result of in-kind purchases or redemptions of the fund’s capital shares.
See accompanying Notes, which are an integral part of the Financial Statements.
21

 

Target Retirement 2055 Fund
Notes to Financial Statements
Vanguard Target Retirement 2055 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund.
The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. The fund invests a substantial amount of its assets in Vanguard Total Stock Market Index Fund.
Financial statements and other information about each underlying fund are available at www.vanguard.com.
A.  The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2025, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute virtually all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes and are subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility, which are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at an agreed-upon spread plus the higher of the federal funds effective rate, the overnight bank funding rate, or the Daily Simple Secured Overnight Financing Rate inclusive of an additional agreed-upon spread. However, borrowings under the uncommitted credit facility may bear interest based upon an alternate rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2025, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date. Interest income includes interest earned on cash and cash collateral. Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B.  In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the six months ended March 31, 2025, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
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Target Retirement 2055 Fund
C.  The fund’s SEC registrant (the Vanguard Chester Funds (the “Trust”)), certain officers and trustees of the Trust, and The Vanguard Group Inc. (collectively, the “Defendants”) were named in putative class action lawsuits filed in 2022 by certain investors (the “Plaintiffs”) in the U.S. District Court for the Eastern District of Pennsylvania; these class action lawsuits were later consolidated into one action. The Plaintiffs assert claims related to their allegations that the Defendants improperly decided to lower minimum investment limits in 2020 for the Trust’s Institutional Target Retirement funds for certain smaller retirement plan participants, which purportedly harmed certain investors in taxable accounts. The Plaintiffs seek damages and various other forms of relief. The Defendants do not agree with these allegations and claims and intend to vigorously defend against them.
D.  Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2025, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
E.  As of March 31, 2025, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 40,489,656
Gross Unrealized Appreciation 12,499,337
Gross Unrealized Depreciation (552,272)
Net Unrealized Appreciation (Depreciation) 11,947,065
F.  Capital shares issued and redeemed were:
  Six Months Ended
March 31, 2025
  Year Ended
September 30, 2024
  Shares
(000)
  Shares
(000)
Issued 89,062   174,790
Issued in Lieu of Cash Distributions 20,089   17,587
Redeemed (63,849)   (94,819)
Net Increase (Decrease) in Shares Outstanding 45,302   97,558
G.  Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2024
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold1
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2025
Market Value
($000)
Vanguard Market Liquidity Fund 345,996 NA2 NA2 15 (39) 6,863 294,356
Vanguard Total Bond Market II Index Fund 3,476,557 416,476 97,873 1,331 (79,214) 68,370 3,717,277
Vanguard Total International Bond II Index Fund 1,557,595 155,630 54,509 963 (52,816) 50,973 1,606,863
Vanguard Total International Stock Index Fund 18,785,321 1,678,238 403,142 101,331 (869,798) 351,059 19,291,950
Vanguard Total Stock Market Index Fund 27,841,105 1,185,787 657,914 393,230 (1,237,623) 190,554 27,524,585
Total 52,006,574 3,436,131 1,213,438 496,870 (2,239,490) 667,819 52,435,031
1 Includes $1,050,500 of portfolio securities delivered as a result of in-kind redemptions of the fund’s capital shares.
2 Not applicable—purchases and sales are for temporary cash investment purposes.
H.  Significant market disruptions, such as those caused by pandemics, natural or environmental ‎disasters, war, acts of terrorism, political or regulatory conditions, or other events, can adversely affect local and global ‎markets and normal market operations. Any such disruptions could have an adverse impact on the value of the fund’s investments and fund performance.
To the extent the fund’s investment portfolio reflects concentration in a particular market, industry, sector, country or asset class, the fund may be adversely affected by the performance of these concentrations and may be subject to increased price volatility and other risks.
The use of derivatives may expose the fund to various risks. Derivatives can be highly volatile, and any initial investment is generally small relative to the notional amount so that transactions may be leveraged in terms of market exposure. A relatively small market movement may have a potentially larger
23

 

Target Retirement 2055 Fund
impact on derivatives than on standard securities. Leveraged derivatives positions can, therefore, increase volatility. Additional information regarding the fund’s use of derivative(s) and the specific risks associated is described under significant accounting policies.
I.  The fund adopted Accounting Standards Update 2023-07, Segment Reporting - Improvements to Reportable Segment Disclosures. The new guidance did not change how the fund identifies operating segments but did require incremental disclosure of information not previously required. Operating segments are components of an entity that engage in business activities, have discrete financial information available, and have their operating results regularly reviewed by a chief operating decision maker (“CODM”). The fund is considered a single segment. Vanguard’s chief executive officer, chief investment officer, and chief financial officer, who are also officers of the fund, as well as the fund’s chief financial officer collectively act as the CODM. Vanguard has established various management committees to assist the CODM with overseeing aspects of the fund’s daily operations. Through these committees, the CODM manages the fund’s operations to achieve a single investment objective, as detailed in its prospectus, through the execution of the fund’s investment strategies. When assessing segment performance and making decisions about segment resources, the CODM relies on the fund’s portfolio composition, total returns, expense ratios and changes in net assets which are consistent with the information contained in the fund’s financial statements. Segment assets, liabilities, income, and expenses are also detailed in the accompanying financial statements.
J.  Management has determined that no subsequent events or transactions occurred through the date the financial statements were issued that would require recognition or disclosure in these financial statements.
24

 

Target Retirement 2060 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2025
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value
($000)
Investment Companies (99.4%)
U.S. Stock Fund (52.4%)
  Vanguard Total Stock Market Index Fund Institutional Plus Shares 63,567,670 15,951,036
International Stock Fund (36.9%)
  Vanguard Total International Stock Index Fund Investor Shares 562,593,724 11,212,493
U.S. Bond Fund (7.0%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 225,147,480 2,145,655
International Bond Fund (3.1%)
1 Vanguard Total International Bond II Index Fund Institutional Shares 35,592,256 932,161
Total Investment Companies (Cost $24,381,293) 30,241,345
Temporary Cash Investments (0.7%)
Money Market Fund (0.7%)
1 Vanguard Market Liquidity Fund, 4.342% (Cost $219,218) 2,192,854 219,263
Total Investments (100.1%) (Cost $24,600,511)   30,460,608
Other Assets and Liabilities—Net (-0.1%)   (37,841)
Net Assets (100%)   30,422,767
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2025 805 89,531 1,596
E-mini S&P 500 Index June 2025 346 97,801 (669)
        927
See accompanying Notes, which are an integral part of the Financial Statements.
25

 

Target Retirement 2060 Fund
Statement of Assets and Liabilities 
As of March 31, 2025
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $24,600,511) 30,460,608
Cash Collateral Pledged—Futures Contracts 8,125
Receivables for Accrued Income 9,784
Receivables for Capital Shares Issued 34,204
Variation Margin Receivable—Futures Contracts 663
Total Assets 30,513,384
Liabilities  
Payables for Investment Securities Purchased 9,817
Payables for Capital Shares Redeemed 80,800
Total Liabilities 90,617
Net Assets 30,422,767

At March 31, 2025, net assets consisted of:

   
Paid-in Capital 24,212,163
Total Distributable Earnings (Loss) 6,210,604
Net Assets 30,422,767
   
Net Assets  
Applicable to 596,984,596 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
30,422,767
Net Asset Value Per Share $50.96
See accompanying Notes, which are an integral part of the Financial Statements.
26

 

Target Retirement 2060 Fund
Statement of Operations
  Six Months Ended
March 31, 2025
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 385,986
Interest 184
Net Investment Income—Note B 386,170
Realized Net Gain (Loss)  
Affiliated Funds Sold1 271,312
Futures Contracts (6,209)
Realized Net Gain (Loss) 265,103
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds (1,287,114)
Futures Contracts (2,021)
Change in Unrealized Appreciation (Depreciation) (1,289,135)
Net Increase (Decrease) in Net Assets Resulting from Operations (637,862)
1 Includes $272,232 of net gain (loss) resulting from in-kind redemptions.
See accompanying Notes, which are an integral part of the Financial Statements.
27

 

Target Retirement 2060 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2025
  Year Ended
September 30,
2024
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 386,170   562,108
Realized Net Gain (Loss) 265,103   180,278
Change in Unrealized Appreciation (Depreciation) (1,289,135)   5,426,382
Net Increase (Decrease) in Net Assets Resulting from Operations (637,862)   6,168,768
Distributions      
Total Distributions (643,770)   (474,148)
Capital Share Transactions      
Issued 3,779,730   6,613,234
Issued in Lieu of Cash Distributions 631,223   464,827
Redeemed (2,282,527)   (2,893,982)
Net Increase (Decrease) from Capital Share Transactions 2,128,426   4,184,079
Total Increase (Decrease) 846,794   9,878,699
Net Assets      
Beginning of Period 29,575,973   19,697,274
End of Period 30,422,767   29,575,973
See accompanying Notes, which are an integral part of the Financial Statements.
28

 

Target Retirement 2060 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2025
Year Ended September 30,
2024 2023 2022 2021 2020
Net Asset Value, Beginning of Period $53.17 $42.12 $36.30 $48.04 $38.95 $36.07
Investment Operations            
Net Investment Income1 .670 1.090 .936 .903 .773 .762
Capital Gain Distributions Received1 .0002 .0002 .009 .029
Net Realized and Unrealized Gain (Loss) on Investments (1.753) 10.938 5.697 (9.930) 9.085 2.922
Total from Investment Operations (1.083) 12.028 6.633 (9.018) 9.887 3.684
Distributions            
Dividends from Net Investment Income (1.096) (.978) (.813) (.936) (.684) (.804)
Distributions from Realized Capital Gains (.031) (1.786) (.113)
Total Distributions (1.127) (.978) (.813) (2.722) (.797) (.804)
Net Asset Value, End of Period $50.96 $53.17 $42.12 $36.30 $48.04 $38.95
Total Return3 -2.05% 28.93% 18.49% -20.16% 25.60% 10.25%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $30,423 $29,576 $19,697 $13,680 $6,658 $6,027
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.08% 0.08% 0.08% 0.09%4 0.15% 0.15%
Ratio of Net Investment Income to Average Net Assets 2.55% 2.29% 2.26% 2.10% 1.69% 2.09%
Portfolio Turnover Rate 0%5 1%5 1%5 3%5 8% 6%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Distribution was less than $.001 per share.
3 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
4 The Acquired Fund Fees and Expenses (AFFE) of 0.09% reflects the blended amount of expenses for the year ended September 30, 2022. Before the acquisition of Vanguard Institutional Target Retirement 2060 Fund on February 11, 2022, the AFFE was 0.15% on an annualized basis. Following the acquisition, the AFFE was 0.08% on an annualized basis.
5 Excludes the value of portfolio securities received or delivered as a result of in-kind purchases or redemptions of the fund’s capital shares.
See accompanying Notes, which are an integral part of the Financial Statements.
29

 

Target Retirement 2060 Fund
Notes to Financial Statements
Vanguard Target Retirement 2060 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund.
The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. The fund invests a substantial amount of its assets in Vanguard Total Stock Market Index Fund.
Financial statements and other information about each underlying fund are available at www.vanguard.com.
A.  The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2025, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute virtually all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes and are subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility, which are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at an agreed-upon spread plus the higher of the federal funds effective rate, the overnight bank funding rate, or the Daily Simple Secured Overnight Financing Rate inclusive of an additional agreed-upon spread. However, borrowings under the uncommitted credit facility may bear interest based upon an alternate rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2025, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date. Interest income includes interest earned on cash and cash collateral. Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B.  In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the six months ended March 31, 2025, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
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Target Retirement 2060 Fund
C.  The fund’s SEC registrant (the Vanguard Chester Funds (the “Trust”)), certain officers and trustees of the Trust, and The Vanguard Group Inc. (collectively, the “Defendants”) were named in putative class action lawsuits filed in 2022 by certain investors (the “Plaintiffs”) in the U.S. District Court for the Eastern District of Pennsylvania; these class action lawsuits were later consolidated into one action. The Plaintiffs assert claims related to their allegations that the Defendants improperly decided to lower minimum investment limits in 2020 for the Trust’s Institutional Target Retirement funds for certain smaller retirement plan participants, which purportedly harmed certain investors in taxable accounts. The Plaintiffs seek damages and various other forms of relief. The Defendants do not agree with these allegations and claims and intend to vigorously defend against them.
D.  Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2025, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
E.  As of March 31, 2025, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 24,629,983
Gross Unrealized Appreciation 6,142,000
Gross Unrealized Depreciation (310,448)
Net Unrealized Appreciation (Depreciation) 5,831,552
F.  Capital shares issued and redeemed were:
  Six Months Ended
March 31, 2025
  Year Ended
September 30, 2024
  Shares
(000)
  Shares
(000)
Issued 71,918   139,473
Issued in Lieu of Cash Distributions 12,285   10,156
Redeemed (43,468)   (61,037)
Net Increase (Decrease) in Shares Outstanding 40,735   88,592
G.  Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2024
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold1
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2025
Market Value
($000)
Vanguard Market Liquidity Fund 226,399 NA2 NA2 7 (24) 4,877 219,263
Vanguard Total Bond Market II Index Fund 1,965,290 293,638 69,499 264 (44,038) 39,055 2,145,655
Vanguard Total International Bond II Index Fund 885,502 118,535 42,194 (336) (29,346) 29,194 932,161
Vanguard Total International Stock Index Fund 10,697,100 1,184,685 226,478 55,410 (498,224) 203,256 11,212,493
Vanguard Total Stock Market Index Fund 15,804,184 979,878 333,511 215,967 (715,482) 109,604 15,951,036
Total 29,578,475 2,576,736 671,682 271,312 (1,287,114) 385,986 30,460,608
1 Includes $608,880 of portfolio securities delivered as a result of in-kind redemptions of the fund’s capital shares.
2 Not applicable—purchases and sales are for temporary cash investment purposes.
H.  Significant market disruptions, such as those caused by pandemics, natural or environmental ‎disasters, war, acts of terrorism, political or regulatory conditions, or other events, can adversely affect local and global ‎markets and normal market operations. Any such disruptions could have an adverse impact on the value of the fund’s investments and fund performance.
To the extent the fund’s investment portfolio reflects concentration in a particular market, industry, sector, country or asset class, the fund may be adversely affected by the performance of these concentrations and may be subject to increased price volatility and other risks.
The use of derivatives may expose the fund to various risks. Derivatives can be highly volatile, and any initial investment is generally small relative to the notional amount so that transactions may be leveraged in terms of market exposure. A relatively small market movement may have a potentially larger
31

 

Target Retirement 2060 Fund
impact on derivatives than on standard securities. Leveraged derivatives positions can, therefore, increase volatility. Additional information regarding the fund’s use of derivative(s) and the specific risks associated is described under significant accounting policies.
I.  The fund adopted Accounting Standards Update 2023-07, Segment Reporting - Improvements to Reportable Segment Disclosures. The new guidance did not change how the fund identifies operating segments but did require incremental disclosure of information not previously required. Operating segments are components of an entity that engage in business activities, have discrete financial information available, and have their operating results regularly reviewed by a chief operating decision maker (“CODM”). The fund is considered a single segment. Vanguard’s chief executive officer, chief investment officer, and chief financial officer, who are also officers of the fund, as well as the fund’s chief financial officer collectively act as the CODM. Vanguard has established various management committees to assist the CODM with overseeing aspects of the fund’s daily operations. Through these committees, the CODM manages the fund’s operations to achieve a single investment objective, as detailed in its prospectus, through the execution of the fund’s investment strategies. When assessing segment performance and making decisions about segment resources, the CODM relies on the fund’s portfolio composition, total returns, expense ratios and changes in net assets which are consistent with the information contained in the fund’s financial statements. Segment assets, liabilities, income, and expenses are also detailed in the accompanying financial statements.
J.  Management has determined that no subsequent events or transactions occurred through the date the financial statements were issued that would require recognition or disclosure in these financial statements.
32

 

Target Retirement 2065 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2025
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value
($000)
Investment Companies (99.4%)
U.S. Stock Fund (52.4%)
  Vanguard Total Stock Market Index Fund Institutional Plus Shares 20,197,901 5,068,259
International Stock Fund (36.9%)
  Vanguard Total International Stock Index Fund Investor Shares 179,058,256 3,568,631
U.S. Bond Fund (7.1%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 71,803,451 684,287
International Bond Fund (3.0%)
1 Vanguard Total International Bond II Index Fund Institutional Shares 11,298,079 295,897
Total Investment Companies (Cost $8,347,952) 9,617,074
Temporary Cash Investments (0.7%)
Money Market Fund (0.7%)
1 Vanguard Market Liquidity Fund, 4.342% (Cost $62,883) 629,010 62,894
Total Investments (100.1%) (Cost $8,410,835)   9,679,968
Other Assets and Liabilities—Net (-0.1%)   (6,575)
Net Assets (100%)   9,673,393
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2025 237 26,359 466
E-mini S&P 500 Index June 2025 92 26,005 (178)
        288
See accompanying Notes, which are an integral part of the Financial Statements.
33

 

Target Retirement 2065 Fund
Statement of Assets and Liabilities 
As of March 31, 2025
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $8,410,835) 9,679,968
Cash Collateral Pledged—Futures Contracts 2,160
Receivables for Accrued Income 3,080
Receivables for Capital Shares Issued 16,759
Variation Margin Receivable—Futures Contracts 171
Total Assets 9,702,138
Liabilities  
Payables for Investment Securities Purchased 3,084
Payables for Capital Shares Redeemed 25,661
Total Liabilities 28,745
Net Assets 9,673,393

At March 31, 2025, net assets consisted of:

   
Paid-in Capital 8,320,218
Total Distributable Earnings (Loss) 1,353,175
Net Assets 9,673,393
   
Net Assets  
Applicable to 289,317,928 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
9,673,393
Net Asset Value Per Share $33.44
See accompanying Notes, which are an integral part of the Financial Statements.
34

 

Target Retirement 2065 Fund
Statement of Operations
  Six Months Ended
March 31, 2025
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 120,460
Interest 62
Net Investment Income—Note B 120,522
Realized Net Gain (Loss)  
Affiliated Funds Sold1 58,915
Futures Contracts (1,564)
Realized Net Gain (Loss) 57,351
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds (381,891)
Futures Contracts (694)
Change in Unrealized Appreciation (Depreciation) (382,585)
Net Increase (Decrease) in Net Assets Resulting from Operations (204,712)
1 Includes $59,396 of net gain (loss) resulting from in-kind redemptions.
See accompanying Notes, which are an integral part of the Financial Statements.
35

 

Target Retirement 2065 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2025
  Year Ended
September 30,
2024
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 120,522   159,046
Realized Net Gain (Loss) 57,351   47,327
Change in Unrealized Appreciation (Depreciation) (382,585)   1,528,805
Net Increase (Decrease) in Net Assets Resulting from Operations (204,712)   1,735,178
Distributions      
Total Distributions (190,005)   (123,878)
Capital Share Transactions      
Issued 1,837,452   2,941,658
Issued in Lieu of Cash Distributions 185,184   120,545
Redeemed (797,483)   (1,021,065)
Net Increase (Decrease) from Capital Share Transactions 1,225,153   2,041,138
Total Increase (Decrease) 830,436   3,652,438
Net Assets      
Beginning of Period 8,842,957   5,190,519
End of Period 9,673,393   8,842,957
See accompanying Notes, which are an integral part of the Financial Statements.
36

 

Target Retirement 2065 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2025
Year Ended September 30,
2024 2023 2022 2021 2020
Net Asset Value, Beginning of Period $34.86 $27.59 $23.76 $30.31 $24.52 $22.69
Investment Operations            
Net Investment Income1 .445 .718 .617 .594 .500 .485
Capital Gain Distributions Received1 .0002 .0002 .005 .017
Net Realized and Unrealized Gain (Loss) on Investments (1.155) 7.169 3.723 (6.543) 5.712 1.802
Total from Investment Operations (.710) 7.887 4.340 (5.944) 6.229 2.287
Distributions            
Dividends from Net Investment Income (.696) (.617) (.510) (.535) (.400) (.457)
Distributions from Realized Capital Gains (.014) (.071) (.039)
Total Distributions (.710) (.617) (.510) (.606) (.439) (.457)
Net Asset Value, End of Period $33.44 $34.86 $27.59 $23.76 $30.31 $24.52
Total Return3 -2.05% 28.95% 18.47% -20.10% 25.59% 10.11%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $9,673 $8,843 $5,191 $3,133 $1,430 $864
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.08% 0.08% 0.08% 0.09%4 0.15% 0.15%
Ratio of Net Investment Income to Average Net Assets 2.59% 2.29% 2.27% 2.13% 1.72% 2.11%
Portfolio Turnover Rate 0%5 0%5 1%5 2%5 5% 6%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Distribution was less than $.001 per share.
3 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
4 The Acquired Fund Fees and Expenses (AFFE) of 0.09% reflects the blended amount of expenses for the year ended September 30, 2022. Before the acquisition of Vanguard Institutional Target Retirement 2065 Fund on February 11, 2022, the AFFE was 0.15% on an annualized basis. Following the acquisition, the AFFE was 0.08% on an annualized basis.
5 Excludes the value of portfolio securities received or delivered as a result of in-kind purchases or redemptions of the fund’s capital shares.
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2065 Fund
Notes to Financial Statements
Vanguard Target Retirement 2065 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund.
The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. The fund invests a substantial amount of its assets in Vanguard Total Stock Market Index Fund.
Financial statements and other information about each underlying fund are available at www.vanguard.com.
A.  The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2025, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute virtually all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes and are subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility, which are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at an agreed-upon spread plus the higher of the federal funds effective rate, the overnight bank funding rate, or the Daily Simple Secured Overnight Financing Rate inclusive of an additional agreed-upon spread. However, borrowings under the uncommitted credit facility may bear interest based upon an alternate rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2025, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date. Interest income includes interest earned on cash and cash collateral. Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B.  In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the six months ended March 31, 2025, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
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Target Retirement 2065 Fund
C.  The fund’s SEC registrant (the Vanguard Chester Funds (the “Trust”)), certain officers and trustees of the Trust, and The Vanguard Group Inc. (collectively, the “Defendants”) were named in putative class action lawsuits filed in 2022 by certain investors (the “Plaintiffs”) in the U.S. District Court for the Eastern District of Pennsylvania; these class action lawsuits were later consolidated into one action. The Plaintiffs assert claims related to their allegations that the Defendants improperly decided to lower minimum investment limits in 2020 for the Trust’s Institutional Target Retirement funds for certain smaller retirement plan participants, which purportedly harmed certain investors in taxable accounts. The Plaintiffs seek damages and various other forms of relief. The Defendants do not agree with these allegations and claims and intend to vigorously defend against them.
D.  Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2025, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
E.  As of March 31, 2025, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 8,420,417
Gross Unrealized Appreciation 1,362,749
Gross Unrealized Depreciation (102,910)
Net Unrealized Appreciation (Depreciation) 1,259,839
F.  Capital shares issued and redeemed were:
  Six Months Ended
March 31, 2025
  Year Ended
September 30, 2024
  Shares
(000)
  Shares
(000)
Issued 53,303   94,300
Issued in Lieu of Cash Distributions 5,493   4,018
Redeemed (23,138)   (32,780)
Net Increase (Decrease) in Shares Outstanding 35,658   65,538
G.  Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2024
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold1
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2025
Market Value
($000)
Vanguard Market Liquidity Fund 75,789 NA2 NA2 4 (9) 1,571 62,894
Vanguard Total Bond Market II Index Fund 586,395 122,230 11,631 323 (13,030) 12,049 684,287
Vanguard Total International Bond II Index Fund 264,510 50,918 10,411 (353) (8,767) 8,975 295,897
Vanguard Total International Stock Index Fund 3,206,700 551,358 55,194 13,010 (147,243) 63,873 3,568,631
Vanguard Total Stock Market Index Fund 4,708,917 612,129 85,876 45,931 (212,842) 33,992 5,068,259
Total 8,842,311 1,336,635 163,112 58,915 (381,891) 120,460 9,679,968
1 Includes $156,590 of portfolio securities delivered as a result of in-kind redemptions of the fund’s capital shares.
2 Not applicable—purchases and sales are for temporary cash investment purposes.
H.  Significant market disruptions, such as those caused by pandemics, natural or environmental ‎disasters, war, acts of terrorism, political or regulatory conditions, or other events, can adversely affect local and global ‎markets and normal market operations. Any such disruptions could have an adverse impact on the value of the fund’s investments and fund performance.
To the extent the fund’s investment portfolio reflects concentration in a particular market, industry, sector, country or asset class, the fund may be adversely affected by the performance of these concentrations and may be subject to increased price volatility and other risks.
The use of derivatives may expose the fund to various risks. Derivatives can be highly volatile, and any initial investment is generally small relative to the notional amount so that transactions may be leveraged in terms of market exposure. A relatively small market movement may have a potentially larger
39

 

Target Retirement 2065 Fund
impact on derivatives than on standard securities. Leveraged derivatives positions can, therefore, increase volatility. Additional information regarding the fund’s use of derivative(s) and the specific risks associated is described under significant accounting policies.
I.  The fund adopted Accounting Standards Update 2023-07, Segment Reporting - Improvements to Reportable Segment Disclosures. The new guidance did not change how the fund identifies operating segments but did require incremental disclosure of information not previously required. Operating segments are components of an entity that engage in business activities, have discrete financial information available, and have their operating results regularly reviewed by a chief operating decision maker (“CODM”). The fund is considered a single segment. Vanguard’s chief executive officer, chief investment officer, and chief financial officer, who are also officers of the fund, as well as the fund’s chief financial officer collectively act as the CODM. Vanguard has established various management committees to assist the CODM with overseeing aspects of the fund’s daily operations. Through these committees, the CODM manages the fund’s operations to achieve a single investment objective, as detailed in its prospectus, through the execution of the fund’s investment strategies. When assessing segment performance and making decisions about segment resources, the CODM relies on the fund’s portfolio composition, total returns, expense ratios and changes in net assets which are consistent with the information contained in the fund’s financial statements. Segment assets, liabilities, income, and expenses are also detailed in the accompanying financial statements.
J.  Management has determined that no subsequent events or transactions occurred through the date the financial statements were issued that would require recognition or disclosure in these financial statements.
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Target Retirement 2070 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2025
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value
($000)
Investment Companies (99.8%)
U.S. Stock Fund (52.6%)
  Vanguard Total Stock Market Index Fund Institutional Plus Shares 2,872,855 720,885
International Stock Fund (36.8%)
  Vanguard Total International Stock Index Fund Investor Shares 25,301,436 504,258
U.S. Bond Fund (7.3%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 10,558,155 100,619
International Bond Fund (3.1%)
1 Vanguard Total International Bond II Index Fund Institutional Shares 1,595,484 41,786
Total Investment Companies (Cost $1,270,938) 1,367,548
Temporary Cash Investments (0.3%)
Money Market Fund (0.3%)
1 Vanguard Market Liquidity Fund, 4.342% (Cost $3,842) 38,423 3,842
Total Investments (100.1%) (Cost $1,274,780)   1,371,390
Other Assets and Liabilities—Net (-0.1%)   (2,019)
Net Assets (100%)   1,369,371
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2070 Fund
Statement of Assets and Liabilities 
As of March 31, 2025
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $1,274,780) 1,371,390
Cash 43
Receivables for Accrued Income 419
Receivables for Capital Shares Issued 4,091
Total Assets 1,375,943
Liabilities  
Payables for Investment Securities Purchased 2,614
Payables for Capital Shares Redeemed 3,958
Total Liabilities 6,572
Net Assets 1,369,371

At March 31, 2025, net assets consisted of:

   
Paid-in Capital 1,265,788
Total Distributable Earnings (Loss) 103,583
Net Assets 1,369,371
   
Net Assets  
Applicable to 51,614,764 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
1,369,371
Net Asset Value Per Share $26.53
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2070 Fund
Statement of Operations
  Six Months Ended
March 31, 2025
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 15,896
Net Investment Income—Note B 15,896
Realized Net Gain (Loss)  
Affiliated Funds Sold1 2,933
Futures Contracts 63
Realized Net Gain (Loss) 2,996
Change in Unrealized Appreciation (Depreciation) from Affiliated Funds (48,599)
Net Increase (Decrease) in Net Assets Resulting from Operations (29,707)
1 Includes $3,041 of net gain (loss) resulting from in-kind redemptions.
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2070 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2025
  Year Ended
September 30,
2024
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 15,896   14,595
Realized Net Gain (Loss) 2,996   (248)
Change in Unrealized Appreciation (Depreciation) (48,599)   143,467
Net Increase (Decrease) in Net Assets Resulting from Operations (29,707)   157,814
Distributions      
Total Distributions (21,149)   (7,044)
Capital Share Transactions      
Issued 549,760   730,478
Issued in Lieu of Cash Distributions 20,549   6,795
Redeemed (186,180)   (166,624)
Net Increase (Decrease) from Capital Share Transactions 384,129   570,649
Total Increase (Decrease) 333,273   721,419
Net Assets      
Beginning of Period 1,036,098   314,679
End of Period 1,369,371   1,036,098
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2070 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2025
Year Ended September 30, June 28,
20221 to
September 30,
2022
2024 2023
Net Asset Value, Beginning of Period $27.58 $21.72 $18.50 $20.00
Investment Operations        
Net Investment Income2 .358 .567 .523 .113
Capital Gain Distributions Received2 .0003
Net Realized and Unrealized Gain (Loss) on Investments (.929) 5.666 2.879 (1.613)
Total from Investment Operations (.571) 6.233 3.402 (1.500)
Distributions        
Dividends from Net Investment Income (.478) (.373) (.182)
Distributions from Realized Capital Gains (.001)
Total Distributions (.479) (.373) (.182)
Net Asset Value, End of Period $26.53 $27.58 $21.72 $18.50
Total Return4 -2.09% 28.98% 18.49% -7.50%
Ratios/Supplemental Data        
Net Assets, End of Period (Millions) $1,369 $1,036 $315 $32
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.08% 0.08% 0.08% 0.08%5
Ratio of Net Investment Income to Average Net Assets 2.62% 2.27% 2.40% 2.15%5
Portfolio Turnover Rate 1%6 1% 2% 44%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Inception.
2 Calculated based on average shares outstanding.
3 Distribution was less than $.001 per share.
4 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
5 Annualized.
6 Excludes the value of portfolio securities received or delivered as a result of in-kind purchases or redemptions of the fund’s capital shares.
See accompanying Notes, which are an integral part of the Financial Statements.
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Target Retirement 2070 Fund
Notes to Financial Statements
Vanguard Target Retirement 2070 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund.
The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. The fund invests a substantial amount of its assets in Vanguard Total Stock Market Index Fund.
Financial statements and other information about each underlying fund are available at www.vanguard.com.
A.  The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2025, the fund’s average investments in long and short futures contracts represented less than 1% of net assets, based on the average of the notional amounts at each quarter-end during the period. The fund had no open futures contracts at March 31, 2025.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute virtually all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes and are subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility, which are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at an agreed-upon spread plus the higher of the federal funds effective rate, the overnight bank funding rate, or the Daily Simple Secured Overnight Financing Rate inclusive of an additional agreed-upon spread. However, borrowings under the uncommitted credit facility may bear interest based upon an alternate rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2025, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date. Interest income includes interest earned on cash and cash collateral. Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B.  In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the six months ended March 31, 2025, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
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Target Retirement 2070 Fund
C.  Various inputs may be used to determine the value of the fund’s investments. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2025, 100% of the market value of the fund's investments was determined based on Level 1 inputs.
D.  As of March 31, 2025, gross unrealized appreciation and depreciation for investments based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 1,275,969
Gross Unrealized Appreciation 109,587
Gross Unrealized Depreciation (14,166)
Net Unrealized Appreciation (Depreciation) 95,421
E.  Capital shares issued and redeemed were:
  Six Months Ended
March 31, 2025
  Year Ended
September 30, 2024
  Shares
(000)
  Shares
(000)
Issued 20,098   29,511
Issued in Lieu of Cash Distributions 768   286
Redeemed (6,818)   (6,716)
Net Increase (Decrease) in Shares Outstanding 14,048   23,081
F.  Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2024
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold1
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2025
Market Value
($000)
Vanguard Market Liquidity Fund 1,679 NA2 NA2 (1) 40 3,842
Vanguard Total Bond Market II Index Fund 72,209 32,002 2,164 (1) (1,427) 1,640 100,619
Vanguard Total International Bond II Index Fund 30,932 13,040 998 3 (1,191) 1,167 41,786
Vanguard Total International Stock Index Fund 371,552 156,110 7,741 855 (16,518) 8,410 504,258
Vanguard Total Stock Market Index Fund 560,763 200,557 13,049 2,077 (29,463) 4,639 720,885
Total 1,037,135 401,709 23,952 2,933 (48,599) 15,896 1,371,390
1 Includes $9,990 of portfolio securities delivered as a result of in-kind redemptions of the fund’s capital shares.
2 Not applicable—purchases and sales are for temporary cash investment purposes.
G.  Significant market disruptions, such as those caused by pandemics, natural or environmental ‎disasters, war, acts of terrorism, political or regulatory conditions, or other events, can adversely affect local and global ‎markets and normal market operations. Any such disruptions could have an adverse impact on the value of the fund’s investments and fund performance.
To the extent the fund’s investment portfolio reflects concentration in a particular market, industry, sector, country or asset class, the fund may be adversely affected by the performance of these concentrations and may be subject to increased price volatility and other risks.
The use of derivatives may expose the fund to various risks. Derivatives can be highly volatile, and any initial investment is generally small relative to the notional amount so that transactions may be leveraged in terms of market exposure. A relatively small market movement may have a potentially larger impact on derivatives than on standard securities. Leveraged derivatives positions can, therefore, increase volatility. Additional information regarding the fund’s use of derivative(s) and the specific risks associated is described under significant accounting policies.
H.  The fund adopted Accounting Standards Update 2023-07, Segment Reporting - Improvements to Reportable Segment Disclosures. The new guidance did not change how the fund identifies operating segments but did require incremental disclosure of information not previously required. Operating segments are components of an entity that engage in business activities, have discrete financial information available, and have their operating results regularly reviewed by a chief operating decision maker (“CODM”). The fund is considered a single segment. Vanguard’s chief executive officer, chief investment officer, and chief financial officer, who are also officers of the fund, as well as the fund’s chief financial officer
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Target Retirement 2070 Fund
collectively act as the CODM. Vanguard has established various management committees to assist the CODM with overseeing aspects of the fund’s daily operations. Through these committees, the CODM manages the fund’s operations to achieve a single investment objective, as detailed in its prospectus, through the execution of the fund’s investment strategies. When assessing segment performance and making decisions about segment resources, the CODM relies on the fund’s portfolio composition, total returns, expense ratios and changes in net assets which are consistent with the information contained in the fund’s financial statements. Segment assets, liabilities, income, and expenses are also detailed in the accompanying financial statements.
I.  Management has determined that no subsequent events or transactions occurred through the date the financial statements were issued that would require recognition or disclosure in these financial statements.
Q3082B 052025
48

 

Item 8: Changes in and Disagreements with Accountants for Open-End Management Investment Companies.

 

Not applicable.

 

Item 9: Proxy Disclosures for Open-End Management Investment Companies.

 

At a special meeting of shareholders on February 26, 2025, shareholders of Vanguard Chester Funds (the “Trust”) approved the following proposal:

 

Proposal 1—Elect Trustees for each fund.*

 

The individuals listed in the table below were elected as Trustees. All Trustees with the exception of Mr. Murphy; Ms. Patterson; Mr. Ramji; and Ms. Venneman, served as Trustees prior to the shareholder meeting. Each vote reported below represents one dollar of the total combined net asset value of the Trust’s shares held on the record date of November 26, 2024.

 

Trustee Votes For Votes Withheld Abstained

Broker

Non-Votes

Tara Bunch 341,529,523,319 9,545,130,107 N/A N/A
Mark Loughridge 340,138,200,613 10,936,452,813 N/A N/A
Scott C. Malpass 340,443,440,586 10,631,212,840 N/A N/A
John Murphy 341,440,375,048 9,634,278,378 N/A N/A
Lubos Pastor 341,290,625,097 9,784,028,328 N/A N/A
Rebecca Patterson 342,077,837,014 8,996,816,412 N/A N/A
André F. Perold 341,082,709,489 9,991,943,936 N/A N/A
Salim Ramji 340,506,608,036 10,568,045,390 N/A N/A
Sarah Bloom Raskin 340,343,165,915 10,731,487,511 N/A N/A
Grant Reid 341,261,125,840 9,813,527,586 N/A N/A
David Thomas 341,239,728,288 9,834,925,137 N/A N/A
Barbara Venneman 341,903,360,700 9,171,292,726 N/A N/A
Peter F. Volanakis 339,931,867,931 11,142,785,495 N/A N/A

 

* Results are for all funds within the same Trust.

 

Item 10: Remuneration Paid to Directors, Officers, and Others of Open-End Management Investment Companies.

 

Not applicable. The Trustees’ Fees and Expenses are borne by the underlying Vanguard funds in which the funds of the Registrant invest.

 

Item 11: Statement Regarding Basis for Approval of Investment Advisory Contracts.

 

Trustees Approve Advisory Arrangements – Target Retirement Funds

 

The board of trustees of Vanguard Target Retirement Funds has renewed each fund’s investment advisory arrangement with The Vanguard Group, Inc. (Vanguard), through its Equity Index Group. The board determined that continuing each fund’s internalized management structure was in the best interests of the funds and their shareholders.

 

The board based its decision upon an evaluation of the advisor’s investment staff, portfolio management process, and performance. This evaluation included information provided to the board by Vanguard’s Oversight and Manager Search team (OMS), which is responsible for fund and advisor oversight and product management. OMS met regularly with the advisor and made monthly presentations to the board during the fiscal year that directed the board’s focus to relevant information and topics.

 

The board, or an investment committee made up of board members, also received information throughout the year during advisor presentations conducted by OMS. For each advisor presentation, the board was provided with letters and reports that included information about, among other things, the advisory firm and the advisor’s assessment of the investment environment, portfolio performance, and portfolio characteristics.

 

 

 

 

In addition, the board received periodic reports throughout the year, which included information about each fund’s performance relative to its peers and benchmark, as applicable, and updates, as needed, on OMS’ ongoing assessment of the advisor.

 

Prior to their meeting, the trustees were provided with a memo and materials that summarized the information they received over the course of the year. They also considered the factors discussed below, among others. However, no single factor determined whether the board approved the arrangements. Rather, it was the totality of the circumstances that drove the board’s decisions.

 

Nature, extent, and quality of services

 

The board reviewed the quality of the funds’ investment management services over both the short and long term, and took into account the organizational depth and stability of the advisor. The board considered that Vanguard has been managing investments for more than four decades. The Equity Index Group adheres to a sound, disciplined investment management process; the team has considerable experience, stability, and depth.

 

The board concluded that Vanguard’s experience, stability, depth, and performance, among other factors, warranted continuation of the advisory arrangements.

 

Investment performance

 

The board considered the performance of each fund, including any periods of outperformance or underperformance compared with a relevant benchmark index and peer group. The board concluded that the performance was such that the advisory arrangements should continue.

 

Cost

 

The board concluded that each fund’s acquired fund fees and expenses were below the average expense ratios charged by funds in its respective peer group. The funds do not incur advisory expenses directly; however, the board noted that each of the underlying funds in which the funds invest has advisory expenses below the relevant peer-group average.

 

The board does not conduct a profitability analysis of Vanguard because of Vanguard’s unique structure. Unlike most other mutual fund management companies, Vanguard is owned by the funds it oversees.

 

The benefit of economies of scale

 

The board concluded that Vanguard’s arrangements with the Target Retirement Funds and their underlying funds ensure that the funds will realize economies of scale as they grow, with the cost to shareholders declining as assets increase.

 

The board will consider whether to renew the advisory arrangements again after a one-year period.

 

 

 

 

 

Item 12: Disclosure of Proxy Voting Policies and Procedures for Closed-End Management Investment Companies.

 

Not applicable.

 

Item 13: Portfolio Managers of Closed-End Management Investment Companies.

 

Not applicable.

 

Item 14: Purchase of Equity Securities by Closed-End Management Investment Company and Affiliated Purchasers.

 

Not applicable.

 

Item 15: Submission of Matters to a Vote of Security Holders.

 

Not applicable.

 

Item 16: Controls and Procedures.

 

(a) Disclosure Controls and Procedures. The Principal Executive and Financial Officers concluded that the Registrant’s Disclosure Controls and Procedures are effective based on their evaluation of the Disclosure Controls and Procedures as of a date within 90 days of the filing date of this report.

 

(b) Internal Control Over Financial Reporting. There were no changes in the Registrant’s Internal Control Over Financial Reporting that occurred during the period covered by this report that has materially affected, or is reasonably likely to materially affect, the Registrant’s internal control over financial reporting.

 

Item 17: Disclosure of Securities Lending Activities for Closed-End Management Investment Companies.

 

Not applicable.

 

Item 18: Recovery of Erroneously Awarded Compensation.

 

Not applicable.

 

Item 19: Exhibits.

 

(a)(1) Not applicable.
(a)(2) Certifications filed herewith.
(a)(2) Certifications filed herewith.

 

 

 

 

Pursuant to the requirements of the Securities Exchange Act of 1934 and the Investment Company Act of 1940, the registrant has duly caused this report to be signed on its behalf by the undersigned, thereunto duly authorized.

 

  VANGUARD CHESTER FUNDS
     
BY: /s/ SALIM RAMJI*  
        SALIM RAMJI  
  CHIEF EXECUTIVE OFFICER  

 

Date: May 22, 2025

 

Pursuant to the requirements of the Securities Exchange Act of 1934 and the Investment Company Act of 1940, this report has been signed below by the following persons on behalf of the registrant and in the capacities and on the dates indicated.

 

  VANGUARD CHESTER FUNDS
     
BY: /s/ SALIM RAMJI*  
        SALIM RAMJI  
  CHIEF EXECUTIVE OFFICER  

 

Date: May 22, 2025  

 

  VANGUARD CHESTER FUNDS
     
BY: /s/ CHRISTINE BUCHANAN*  
        CHRISTINE BUCHANAN  
  CHIEF FINANCIAL OFFICER  

 

Date: May 22, 2025

 

* By: /s/ Tonya T. Robinson  

 

Tonya T. Robinson, pursuant to a Power of Attorney filed on February 28, 2025 (see File Number 333-177613), Incorporated by Reference.