| 9/15/2018 | Middlebury | 21 | at | Wesleyan (5-4,5-4) | 52 | |||
| 9/22/2018 | Bowdoin (1-8,1-8) | 24 | at | Middlebury | 37 | |||
| 9/29/2018 | Middlebury | 31 | at | Colby (3-6,3-6) | 14 | |||
| 10/6/2018 | Amherst (8-1,8-1) | 21 | at | Middlebury | 0 | |||
| 10/13/2018 | Middlebury | 21 | at | Williams (5-4,5-4) | 10 | |||
| 10/20/2018 | Bates (0-9,0-9) | 34 | at | Middlebury | 35 | |||
| 10/27/2018 | Middlebury | 0 | at | Trinity CT (8-1,8-1) | 48 | |||
| 11/3/2018 | Middlebury | 35 | at | Hamilton (3-6,3-6) | 17 | |||
| 11/10/2018 | Tufts (7-2,7-2) | 35 | at | Middlebury | 13 |
| vs Middlebury | vs Other Opponents | Middlebury compared to OOs | |
| Record: | 4-5 | 36-36 | |
| Points Scored: | 28.33 | 22.26 | -6.07 |
| Points Allowed: | 21.44 | 22.26 | -0.82 |
| Margin: | 6.89 | 0.00 | -6.89 |
| Total Points: | 49.77 | 44.52 | 5.25 |