| 9/6/2014 | Cumberlands KY (3-7,3-7) | 27 | at | Cumberland TN | 34 | |||
| 9/11/2014 | Cumberland TN | 7 | at | Tennessee-Martin (6-6) | 63 | at OVC | ||
| 9/20/2014 | Belhaven (2-9,0-9) | 9 | at | Cumberland TN | 41 | |||
| 9/27/2014 | Cumberland TN | 59 | at | Bluefield (3-8,2-7) | 28 | |||
| 10/4/2014 | Cumberland TN | 36 | at | Pikeville (5-6,5-4) | 30 | OT | ||
| 10/11/2014 | Cumberland TN | 47 | at | Union KY (1-9,1-8) | 46 | |||
| 10/18/2014 | Cumberland TN | 16 | at | Faulkner (9-3,7-3) | 34 | |||
| 10/25/2014 | Campbellsville (7-4,6-3) | 17 | at | Cumberland TN | 27 | |||
| 11/1/2014 | Cumberland TN | 14 | at | Bethel TN (5-6,4-5) | 49 | |||
| 11/8/2014 | Reinhardt (6-4,6-3) | 35 | at | Cumberland TN | 28 | |||
| 11/15/2014 | Alderson-Broaddus (7-4) | 51 | at | Cumberland TN | 28 | D2Ind (D2) |
| vs Cumberland TN | vs Other Opponents | Cumberland TN compared to OOs | |
| Record: | 5-6 | 49-60 | |
| Points Scored: | 35.36 | 30.67 | -4.69 |
| Points Allowed: | 30.64 | 34.21 | -3.57 |
| Margin: | 4.72 | -3.54 | -8.26 |
| Total Points: | 66.00 | 64.88 | 1.12 |