| Date | Location | Result | |
| Nov 08, 2008 | Middlebury, Vt. | Middlebury 38, Tufts 24 | Box score |
| Nov 01, 2008 | Clinton, N.Y. | Middlebury 31, Hamilton College 28 | Box score |
| Oct 25, 2008 | Hartford, Conn. | Trinity (Conn.) 34, Middlebury 31 | Box score |
| Oct 18, 2008 | Middlebury, Vt. | Middlebury 38, Bates 14 | Box score |
| Oct 11, 2008 | Williamstown, MA | Williams 50, Middlebury 45 | Box score |
| Oct 04, 2008 | Middlebury, Vt. | Middlebury 31, Amherst 14 | Box score |
| Sep 27, 2008 | Waterville, Maine | Colby 24, Middlebury 19 | Box score |
| Sep 20, 2008 | Middlebury, Vt. | Middlebury 42, Bowdoin 28 | Box score |