| 9/5/2019 | Johns Hopkins (8-3) | 17 | at | Randolph-Macon | 12 | Cen | ||
| 9/14/2019 | Randolph-Macon | 30 | at | Averett (7-3) | 27 | at USASC | ||
| 9/21/2019 | Emory & Henry (7-3,6-2) | 17 | at | Randolph-Macon | 20 | |||
| 9/28/2019 | Randolph-Macon | 31 | at | Ferrum (4-6,3-5) | 10 | |||
| 10/5/2019 | Randolph-Macon | 34 | at | Guilford (2-8,1-7) | 21 | |||
| 10/12/2019 | Shenandoah (6-4,4-4) | 14 | at | Randolph-Macon | 35 | |||
| 10/19/2019 | Randolph-Macon | 47 | at | Southern Virginia (4-6,2-6) | 27 | |||
| 11/2/2019 | Washington and Lee (6-4,5-3) | 35 | at | Randolph-Macon | 36 | |||
| 11/9/2019 | Randolph-Macon | 21 | at | Bridgewater VA (10-1,8-0) | 28 | |||
| 11/16/2019 | Hampden-Sydney (1-9,0-8) | 3 | at | Randolph-Macon | 45 | |||
| 11/23/2019 | Randolph-Macon | 35 | vs | Apprentice (3-4) | 3 | Virginia Beach VA | vs None |
| vs Randolph-Macon | vs Other Opponents | Randolph-Macon compared to OOs | |
| Record: | 2-9 | 56-42 | |
| Points Scored: | 18.36 | 30.99 | 12.63 |
| Points Allowed: | 31.45 | 25.70 | 5.75 |
| Margin: | -13.09 | 5.29 | 18.38 |
| Total Points: | 49.81 | 56.69 | -6.88 |