| 9/20/2014 | Wesleyan (7-1,7-1) | 22 | at | Middlebury | 14 | |||
| 9/27/2014 | Middlebury | 27 | at | Colby (2-6,2-6) | 7 | |||
| 10/4/2014 | Amherst (8-0,8-0) | 7 | at | Middlebury | 0 | |||
| 10/11/2014 | Middlebury | 23 | at | Williams (2-6,2-6) | 20 | OT | ||
| 10/18/2014 | Bates (4-4,4-4) | 6 | at | Middlebury | 35 | |||
| 10/25/2014 | Middlebury | 27 | at | Trinity CT (5-3,5-3) | 7 | |||
| 11/1/2014 | Middlebury | 37 | at | Hamilton (0-8,0-8) | 9 | |||
| 11/8/2014 | Tufts (4-4,4-4) | 13 | at | Middlebury | 48 |
| vs Middlebury | vs Other Opponents | Middlebury compared to OOs | |
| Record: | 2-6 | 30-26 | |
| Points Scored: | 11.38 | 20.55 | 9.17 |
| Points Allowed: | 26.38 | 18.91 | 7.47 |
| Margin: | -15.00 | 1.64 | 16.64 |
| Total Points: | 37.76 | 39.46 | -1.70 |