| 8/31/2019 | Kentucky Christian (3-8,3-7) | 54 | at | Thomas More | 49 | | | |
| 9/7/2019 | Thomas More | 38 | at | St Thomas FL (4-6,3-6) | 14 | | | |
| 9/14/2019 | Cumberland TN (5-5,5-5) | 17 | at | Thomas More | 14 | | | |
| 9/21/2019 | Thomas More | 10 | at | Wisconsin-Platteville (7-3) | 41 | | | at WIAC |
| 9/28/2019 | Thomas More | 35 | at | Cincinnati Christian (2-6,2-5) | 19 | | | |
| 10/12/2019 | Thomas More | 31 | at | Campbellsville (1-9,1-9) | 28 | | | |
| 10/19/2019 | Lindsey Wilson (12-1,10-0) | 55 | at | Thomas More | 21 | | | |
| 10/26/2019 | Thomas More | 19 | at | Georgetown KY (5-5,5-5) | 20 | | | |
| 11/2/2019 | Thomas More | 28 | at | Bethel TN (5-6,5-5) | 35 | | | |
| 11/9/2019 | Cumberlands KY (10-2,10-1) | 45 | at | Thomas More | 31 | | | |
| 11/16/2019 | Pikeville (6-5,6-4) | 21 | at | Thomas More | 34 | | | |