| A16 | Brett Keeling (WESLEYAN) def. Geoff Golan (BOWDOIN) 6-3, 6-1 |
| A16 | Grant Gallagher (MIT) def. Chase Kasday (WESLEYAN) 7-6 (7-3), 6-2 |
| A16 | Viktor Fraenkel (BOWDOIN) def. Jex Frankel (WESLEYAN) 6-2, 7-5 |
| AQF | Brett Keeling (WESLEYAN) def. Hayes Gilbert (SWARTH) 6-0, 6-3 |
| ASF | Brett Keeling (WESLEYAN) def. Grant Gallagher (MIT) 6-4, 6-3 |
| AF | Viktor Fraenkel (BOWDOIN) def. Brett Keeling (WESLEYAN) 6-2, 5-7, 11-9 |
| CQFA | Adel Aissaoui (SKIDMORE) def. Chase Kasday (WESLEYAN) retired |
| CQFA | Jex Frankel (WESLEYAN) def. Max Pogorelov (SWARTH) 7-5, 5-7, 10-8 |
| CSFA | Jex Frankel (WESLEYAN) def. Carter Fayard (WILLIAMS) 6-4, 6-1 |
| CFA | Adel Aissaoui (SKIDMORE) def. Jex Frankel (WESLEYAN) retired |
| B16 | Max Lustgarten (WESLEYAN) def. Yuval Goodman (SKIDMORE) 7-5, 4-6, 11-9 |
| B16 | Griffin Biernat (SKIDMORE) def. JT Bilski (WESLEYAN) 3-0, retired |
| BQF | Kailas Kahler (MIT) def. Max Lustgarten (WESLEYAN) 6-1, 6-2 |
| C16 | Harry Collomb (WESLEYAN) def. Jackson Codd (BOWDOIN) 2-6, 6-0, 10-6 |
| C16 | Max Litton (WESLEYAN) def. Jack Ling (WILLIAMS) 6-0, 7-6 (7-5) |
| CQF | JT Bilski (WESLEYAN) def. Mason Conlin (DENISON) 5-7, 6-3, 10-7 |
| CQF | Cameron Zia (BOWDOIN) def. Max Litton (WESLEYAN) 3-6, 6-2, 10-5 |
| CSF | Harry Collomb (WESLEYAN) def. Leon Liu (WILLIAMS) 6-3, 6-4 |
| CF | Cameron Zia (BOWDOIN) def. Harry Collomb (WESLEYAN) 7-6 (8-6), 5-7, 10-5 |
