X0306 4 2019-12-31 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 2019-12-31 4 A false 175.6510 28.96 A 192403.3950 D Common Stock 11569 I JQ Properties Option (right to buy) 18.16 2020-12-06 Common Stock 16790 16790 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 Represents shares acquired by the reporting person in the ESPP pursuant to the reinvestment of dividends received during the quarter on shares held in the ESPP by the reporting person at the time such dividend was paid. Pursuant to the ESPP, the price used for each dividend reinvestment is the closing price of the Issuers shares on the last day of the quarter. 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 2020-01-03 /s/ Douglas J. Tucker, attorney-in-fact 2020-01-03