| 9/7/2019 | Carnegie Mellon (8-3) | 24 | at | MIT | 7 | TPAC | ||
| 9/20/2019 | MIT | 13 | at | Becker (2-8) | 6 | at CCF | ||
| 9/28/2019 | MIT | 32 | at | Catholic (2-8,2-5) | 13 | |||
| 10/5/2019 | MIT | 29 | at | Merchant Marine (6-3,5-2) | 35 | 2OT | ||
| 10/12/2019 | Maine Maritime (0-10,0-7) | 12 | at | MIT | 30 | |||
| 10/26/2019 | MIT | 22 | at | Coast Guard (5-5,2-5) | 16 | |||
| 11/2/2019 | Worcester Polytechnic (10-1,6-1) | 22 | at | MIT | 28 | 2OT | ||
| 11/9/2019 | Norwich (5-5,2-5) | 21 | at | MIT | 34 | |||
| 11/16/2019 | MIT | 43 | at | Springfield (6-4,5-2) | 40 | |||
| 11/23/2019 | MIT | 0 | at | Muhlenberg (13-1) | 38 | D3 Playoff round 1 | at Cen |
| vs MIT | vs Other Opponents | MIT compared to OOs | |
| Record: | 3-7 | 54-41 | |
| Points Scored: | 22.70 | 28.22 | 5.52 |
| Points Allowed: | 23.80 | 25.11 | -1.31 |
| Margin: | -1.10 | 3.11 | 4.21 |
| Total Points: | 46.50 | 53.33 | -6.83 |