| 9/7/2019 | Plymouth State (6-4) | 23 | at | Castleton State | 17 | MSCAC | ||
| 9/14/2019 | Castleton State | 10 | at | Fitchburg State (2-8) | 12 | at MSCAC | ||
| 9/21/2019 | Castleton State | 21 | at | University of New England (4-6) | 31 | at CCF | ||
| 9/28/2019 | Norwich (5-5) | 35 | at | Castleton State | 14 | NEWMAC | ||
| 10/12/2019 | Gallaudet (2-6,2-3) | 28 | at | Castleton State | 27 | OT | ||
| 10/19/2019 | Castleton State | 3 | at | SUNY-Maritime (5-6,3-2) | 21 | |||
| 10/26/2019 | Castleton State | 15 | at | Alfred State (3-6,2-3) | 21 | |||
| 11/2/2019 | Anna Maria (2-8,2-3) | 19 | at | Castleton State | 33 | |||
| 11/9/2019 | Castleton State | 38 | at | Dean (4-6,4-1) | 20 |
| vs Castleton State | vs Other Opponents | Castleton State compared to OOs | |
| Record: | 7-2 | 26-53 | |
| Points Scored: | 23.33 | 21.20 | -2.13 |
| Points Allowed: | 19.78 | 32.95 | -13.17 |
| Margin: | 3.55 | -11.75 | -15.30 |
| Total Points: | 43.11 | 54.15 | -11.04 |