| Date | Results | |
| 3/1/2026 | Franklin & Marshall 6, Middlebury 3 | |
| 2/28/26 | Middlebury 5, Rochester 4 | |
| 2/27/26 | Navy 5, Middlebury 4 | |
| 2/14/26 | Williams 5, Middlebury 4 | |
| 2/8/26 | Amherst 5, Middlebury 4 | |
| 2/7/26 | Middlebury 8, Conn College MSquash 25-26 1 | |
| 2/1/26 | Tufts University 7, Middlebury 2 | |
| 1/31/26 | MIT 8, Middlebury 1 | |
| 1/24/26 | Williams 8, Middlebury 1 | |
| 1/20/26 | Middlebury 9, Hamilton 0 | |
| 1/18/26 | Middlebury 5, Colby 4 | |
| 1/17/26 | Middlebury 8, Bates 1 | |
| 1/16/26 | Middlebury 9, Bowdoin 0 | |
| 1/11/26 | Middlebury 8, Dickinson 1 | |
| 1/10/26 | Middlebury 7, Franklin & Marshall 2 | |
| 1/9/26 | Navy 5, Middlebury 4 | |
| 11/22/25 | Middlebury 9, Wesleyan 0 | |
| 11/21/25 | Middlebury 9, Hobart 0 | |
| 11/16/25 | Dartmouth 9, Middlebury 0 | |
| 11/15/25 | Cornell 6, Middlebury 3 | |