| 8/26/2023 | Kentucky Christian (1-10) | 0 | at | Cumberlands KY | 44 | App | ||
| 9/2/2023 | Cumberlands KY | 27 | at | Pikeville (7-3) | 20 | at App | ||
| 9/9/2023 | Cumberlands KY | 10 | at | Union KY (4-6) | 6 | at App | ||
| 9/16/2023 | Reinhardt (8-3) | 19 | at | Cumberlands KY | 20 | App | ||
| 9/30/2023 | Bethel TN (11-2,5-1) | 30 | at | Cumberlands KY | 10 | |||
| 10/7/2023 | Cumberlands KY | 17 | at | Cumberland TN (5-5,2-4) | 21 | |||
| 10/14/2023 | Faulkner (2-8,0-6) | 7 | at | Cumberlands KY | 37 | |||
| 10/21/2023 | Cumberlands KY | 14 | at | Lindsey Wilson (7-3,4-2) | 48 | |||
| 10/28/2023 | Cumberlands KY | 41 | at | Campbellsville (4-6,2-4) | 38 | |||
| 11/4/2023 | Georgetown KY (10-2,6-0) | 31 | at | Cumberlands KY | 17 |
| vs Cumberlands KY | vs Other Opponents | Cumberlands KY compared to OOs | |
| Record: | 4-6 | 55-42 | |
| Points Scored: | 22.00 | 28.22 | 6.22 |
| Points Allowed: | 23.70 | 24.03 | -0.33 |
| Margin: | -1.70 | 4.19 | 5.89 |
| Total Points: | 45.70 | 52.25 | -6.55 |