| 9/6/2019 | Worcester State | 0 | at | Worcester Polytechnic | 51 | MSCAC | ||
| 9/7/2019 | Kenyon | 32 | at | Catholic | 31 | 2OT | NCA | |
| Fairleigh Dickinson-Florham | 56 | at | Merchant Marine | 48 | MidAC | |||
| Carnegie Mellon | 24 | at | MIT | 7 | TPAC | |||
| Norwich | 22 | at | Salve Regina | 19 | @ CCF | |||
| Maine Maritime | 21 | at | SUNY-Maritime | 24 | @ ECFC | |||
| Coast Guard | 27 | at | University of New England | 17 | @ CCF | |||
| Springfield | 17 | at | Western New England | 33 | @ CCF | |||
| 9/13/2019 | Coast Guard | 24 | at | Nichols | 23 | OT | @ CCF | |
| 9/14/2019 | Catholic | 0 | at | Georgetown | 69 | @ Pat (1AA) | ||
| St Lawrence | 24 | at | Norwich | 30 | LL | |||
| Maine Maritime | 6 | at | Plymouth State | 48 | @ MSCAC | |||
| Kean | 14 | at | Springfield | 21 | NJAC | |||
| Rensselaer | 3 | at | Worcester Polytechnic | 6 | LL | |||
| 9/20/2019 | MIT | 13 | at | Becker | 6 | @ CCF | ||
| 9/21/2019 | Worcester Polytechnic | 31 | at | Husson | 12 | @ CCF | ||
| Massachusetts Maritime | 42 | at | Maine Maritime | 21 | MSCAC | |||
| SUNY-Maritime | 0 | at | Merchant Marine | 45 | ECFC | |||
| Catholic | 14 | at | Methodist | 30 | @ USASC | |||
| Coast Guard | 14 | at | Norwich | 17 | ||||
| Springfield | 17 | at | Union NY | 27 | @ LL | |||
| 9/28/2019 | Norwich | 35 | at | Castleton State | 14 | @ ECFC | ||
| MIT | 32 | at | Catholic | 13 | ||||
| Curry | 7 | at | Coast Guard | 17 | CCF | |||
| Merchant Marine | 62 | at | Maine Maritime | 13 | ||||
| Worcester Polytechnic | 35 | at | Springfield | 21 | ||||
| 10/5/2019 | Catholic | 14 | at | Coast Guard | 20 | OT | ||
| MIT | 29 | at | Merchant Marine | 35 | 2OT | |||
| Norwich | 17 | at | Springfield | 21 | ||||
| Maine Maritime | 20 | at | Worcester Polytechnic | 51 | ||||
| 10/12/2019 | Springfield | 20 | at | Coast Guard | 14 | |||
| Maine Maritime | 12 | at | MIT | 30 | ||||
| Merchant Marine | 30 | at | Norwich | 20 | ||||
| 10/19/2019 | Worcester Polytechnic | 52 | at | Catholic | 24 | |||
| Coast Guard | 33 | at | Maine Maritime | 8 | ||||
| Springfield | 45 | at | Merchant Marine | 34 | ||||
| 10/26/2019 | MIT | 22 | at | Coast Guard | 16 | |||
| Maine Maritime | 10 | at | Norwich | 51 | ||||
| Catholic | 21 | at | Springfield | 49 | ||||
| Merchant Marine | 13 | at | Worcester Polytechnic | 66 | ||||
| 11/2/2019 | Norwich | 27 | at | Catholic | 31 | |||
| Worcester Polytechnic | 22 | at | MIT | 28 | 2OT | |||
| 11/9/2019 | Springfield | 56 | at | Maine Maritime | 7 | |||
| Catholic | 10 | at | Merchant Marine | 47 | ||||
| Norwich | 21 | at | MIT | 34 | ||||
| Coast Guard | 7 | at | Worcester Polytechnic | 54 | ||||
| 11/16/2019 | Merchant Marine | 56 | at | Coast Guard | 41 | |||
| Catholic | 28 | at | Maine Maritime | 13 | ||||
| Worcester Polytechnic | 70 | at | Norwich | 28 | ||||
| MIT | 43 | at | Springfield | 40 | ||||
| 11/23/2019 | MIT | 0 | at | Muhlenberg | 38 | D3 Playoff round 1 | @ Cen | |
| Western Connecticut | 6 | at | Worcester Polytechnic | 35 | MSCAC |