| 9/2/2023 | Westfield State (3-7) | 26 | at | Anna Maria | 51 | MSCAC | ||
| 9/9/2023 | Anna Maria | 24 | at | Coast Guard (5-5) | 93 | at NEWMAC | ||
| 9/16/2023 | Massachusetts Maritime (2-8) | 30 | at | Anna Maria | 37 | MSCAC | ||
| 9/23/2023 | Anna Maria | 49 | at | Husson (7-3) | 50 | at CCF | ||
| 10/7/2023 | Anna Maria | 17 | at | Western New England (8-3) | 33 | at CCF | ||
| 10/14/2023 | Anna Maria | 20 | at | Alfred State (6-5,3-1) | 46 | |||
| 10/21/2023 | Anna Maria | 52 | at | Dean (2-8,1-3) | 20 | |||
| 10/28/2023 | Gallaudet (4-5,3-1) | 14 | at | Anna Maria | 49 | |||
| 11/11/2023 | Castleton State (2-7,0-4) | 23 | at | Anna Maria | 58 | |||
| 11/18/2023 | Anna Maria | 34 | at | Salve Regina (9-2) | 37 | New England Bowl | at NEWMAC |
| vs Anna Maria | vs Other Opponents | Anna Maria compared to OOs | |
| Record: | 5-5 | 43-48 | |
| Points Scored: | 37.20 | 24.16 | -13.04 |
| Points Allowed: | 39.10 | 25.03 | 14.07 |
| Margin: | -1.90 | -0.87 | 1.03 |
| Total Points: | 76.30 | 49.19 | 27.11 |