X0306 4 2020-11-24 0001466026 Midland States Bancorp, Inc. MSBI 0001526235 Ludwig Jeffrey G. 1201 NETWORK CENTRE DR. EFFINGHAM IL 62401 true true false false President & CEO Common Stock 2020-11-24 4 M false 5000 18.16 A 215552.4960 D Common Stock 2020-11-24 4 S false 5000 18.9693 D 210552.4960 D Common Stock 11569 I JQ Properties Option (right to buy) 18.16 2020-11-24 4 M false 4100 0 D 2020-12-06 Common Stock 4100 12690 D Option (right to buy) 18.16 2020-11-24 4 M false 900 0 D 2020-12-06 Common Stock 900 11790 D Option (right to buy) 16 2022-12-13 Common Stock 8075 8075 D Option (right to buy) 23 2025-11-03 Common Stock 16800 16800 D Option (right to buy) 16.59 2023-12-10 Common Stock 9482 9482 D Option (right to buy) 21 2024-12-02 Common Stock 12753 12753 D Option (right to buy) 14.75 2021-12-16 Common Stock 8356 8356 D Option (right to buy) 18 2024-08-05 Common Stock 60000 60000 D Option (right to buy) 28.59 2026-11-16 Common Stock 8383 8383 D The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $18.96 - 19.00 inclusive. The reporting person undertakes to provide to Midland States Bancorp, Inc., any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares purchased at each price within the ranges set forth in this footnote. The reporting person disclaims beneficial ownership of these securities except to the extent of his pecuniary interest therein, and the inclusion of these shares in this report shall not be deemed an admission of beneficial ownership of all of the reported shares for purposes of Section 16 or for any other purpose These options vest in four equal annual installments beginning one year after the 12/06/2010 date of grant. These options vest in four equal annual installments beginning one year after the 12/13/2012 date of grant. These options vest in four equal annual installments beginning one year after the 11/03/2015 date of grant. These options vest in four equal annual installments beginning one year after the 12/10/2013 date of grant. These options vest in four equal annual installments beginning one year after the 12/02/2014 date of grant. These options vest in four equal annual installments beginning one year after the 12/16/2011 date of grant. Options vested on 12/31/2017. These options vest in four equal annual installments beginning one year after the 11/16/2016 date of grant. /s/ Ludwig Jeffrey G 2020-11-24 /s/ Douglas J. Tucker, attorney-in-fact 2020-11-24