| 9/6/2014 | Hampden-Sydney | 21 | at | Wabash (10-2) | 34 | at NCA | ||
| 9/13/2014 | Christopher Newport (8-4) | 30 | at | Hampden-Sydney | 35 | USASC | ||
| 9/20/2014 | Coast Guard (3-7) | 0 | at | Hampden-Sydney | 56 | NEF | ||
| 10/4/2014 | Hampden-Sydney | 62 | at | Catholic (3-7,1-6) | 14 | |||
| 10/11/2014 | Hampden-Sydney | 55 | at | Washington and Lee (2-8,2-5) | 32 | |||
| 10/18/2014 | Emory & Henry (8-2,5-2) | 27 | at | Hampden-Sydney | 49 | |||
| 10/25/2014 | Hampden-Sydney | 45 | at | Shenandoah (4-6,2-5) | 27 | |||
| 11/1/2014 | Hampden-Sydney | 9 | at | Bridgewater VA (8-2,5-2) | 34 | |||
| 11/8/2014 | Guilford (8-2,5-2) | 28 | at | Hampden-Sydney | 35 | OT | ||
| 11/15/2014 | Randolph-Macon (5-5,3-4) | 24 | at | Hampden-Sydney | 10 | |||
| 11/22/2014 | Hampden-Sydney | 7 | at | Wesley (11-2) | 52 | D3 playoff round 1 | at D3Ind |
| vs Hampden-Sydney | vs Other Opponents | Hampden-Sydney compared to OOs | |
| Record: | 4-7 | 66-40 | |
| Points Scored: | 27.45 | 33.04 | 5.59 |
| Points Allowed: | 34.91 | 24.35 | 10.56 |
| Margin: | -7.46 | 8.69 | 16.15 |
| Total Points: | 62.36 | 57.39 | 4.97 |