| 9/5/2009 | Kentucky Christian 7 @ Cumberlands KY 74 | † |
| 9/12/2009 | Cumberlands KY 55 @ Mississippi College 26 | |
| 9/19/2009 | Bethel TN 17 @ Cumberlands KY 28 | † |
| 9/26/2009 | Cumberlands KY 14 @ Cumberland TN 13 | † |
| 10/3/2009 | Cumberlands KY 30 @ Pikeville 14 | † |
| 10/10/2009 | Union KY 12 @ Cumberlands KY 24 | † |
| 10/17/2009 | Cumberlands KY 20 @ Georgetown KY 23 | † |
| 10/24/2009 | West Virginia Tech 14 @ Cumberlands KY 44 | † |
| 10/31/2009 | Campbellsville 6 @ Cumberlands KY 21 | † |
| 11/7/2009 | Cumberlands KY 38 @ Virginia-Wise 21 | † |
| 11/21/2009 | Cumberlands KY 7 @ Lambuth 38 (NAIA) | † |