| 8/31/2019 | VMI | 17 | at | Marshall (8-5) | 56 | at CUSA | ||
| 9/7/2019 | Mars Hill (5-6) | 21 | at | VMI | 63 | SAC (D2) | ||
| 9/14/2019 | VMI | 31 | at | East Tennessee St (3-9,1-7) | 24 | OT | ||
| 9/21/2019 | Robert Morris (7-5) | 31 | at | VMI | 21 | NE | ||
| 9/28/2019 | Wofford (8-4,7-1) | 51 | at | VMI | 36 | |||
| 10/5/2019 | VMI | 34 | at | The Citadel (6-6,4-4) | 21 | |||
| 10/12/2019 | Samford (5-7,4-4) | 41 | at | VMI | 48 | OT | ||
| 10/19/2019 | VMI | 27 | at | Mercer (4-8,3-5) | 34 | |||
| 11/2/2019 | Western Carolina (3-9,2-6) | 43 | at | VMI | 35 | |||
| 11/9/2019 | VMI | 21 | at | Furman (8-5,6-2) | 60 | |||
| 11/16/2019 | VMI | 6 | at | Army (5-8) | 47 | at Ind | ||
| 11/23/2019 | Chattanooga (6-6,5-3) | 24 | at | VMI | 31 |
| vs VMI | vs Other Opponents | VMI compared to OOs | |
| Record: | 7-5 | 61-73 | |
| Points Scored: | 37.75 | 26.02 | -11.73 |
| Points Allowed: | 30.83 | 28.63 | 2.20 |
| Margin: | 6.92 | -2.61 | -9.53 |
| Total Points: | 68.58 | 54.65 | 13.93 |