| A16 | Derin Acaroglu (TUFTS) def. Brett Keeling (WESLEYAN) 1-6, 6-3, 10-2 |
| A16 | JT Bilski (WESLEYAN) def. Anirudh Reddy (CMS) 6-3, 6-2 |
| AQF | JT Bilski (WESLEYAN) def. Neel Epstein (MIDD) 7-5, 7-6 (7-5) |
| ASF | Kael Shah (DENISON) def. JT Bilski (WESLEYAN) 6-3, 0-6, 10-5 |
| BDAQ | Brett Keeling (WESLEYAN) def. Hugh Hentschel (MIDD) 4-6, 6-3, 10-3 |
| BDAS | Brett Keeling (WESLEYAN) def. Shrish Chaudhary (MIT) 6-1, 2-6, 10-7 |
| B16 | Andy Mackler (DENISON) def. Harry Portnoy (WESLEYAN) 1-6, 6-2, 10-3 |
| B16 | Garv Bahl (TUFTS) def. Ben Mitchell (WESLEYAN) 6-2, 2-6, 10-5 |
| B16 | Siddarth Marathe (MIT) def. Max Litton (WESLEYAN) 6-3, 6-1 |
| B16 | Harry Collomb (WESLEYAN) def. Nika Mori (SKIDMORE) 6-4, 6-4 |
| BQF | Zach Portnoy (DENISON) def. Harry Collomb (WESLEYAN) 7-5, 7-6 (7-3) |
| BDBQ | Ben Mitchell (WESLEYAN) def. Aarush Ganji (TUFTS) 6-4, 4-6, 10-7 |
| BDBQ | Lachie Macintosh (TUFTS) def. Max Litton (WESLEYAN) 6-1, 2-6, 10-1 |
| BDBQ | Nika Mori (SKIDMORE) def. Harry Portnoy (WESLEYAN) 6-2, 6-2 |
| BDBQ | Nika Mori (SKIDMORE) def. Tai MacDonald (WESLEYAN) 8-4 |
| BDBS | Louis Bourn (SKIDMORE) def. Ben Mitchell (WESLEYAN) 2-6, 6-1, 10-1 |
| C16 | Nikky Kondamuri (MIDD) def. Tai MacDonald (WESLEYAN) 6-3, 2-6, 10-7 |
| C16 | Sacha Maes (TUFTS) def. Max Lustgarten (WESLEYAN) 6-3, 6-1 |
| C16 | Jex Frankel (WESLEYAN) def. Fletcher King (SKIDMORE) 3-6, 6-1, 10-3 |
| CQF | Jex Frankel (WESLEYAN) def. Takehiro Shuda (TUFTS) 6-4, 6-4 |
| CSF | Jex Frankel (WESLEYAN) def. Thehan Wijemanne (MIDD) 6-3, 6-1 |
| CF | Jex Frankel (WESLEYAN) def. Nickawn Namdar (DENISON) 6-3, 6-2 |
| BDCQ | Tai MacDonald (WESLEYAN) def. Adel Aissaoui (SKIDMORE) 6-4, 6-4 |
| BDCQ | Max Lustgarten (WESLEYAN) def. Kyle Lundberg (SKIDMORE) 3-6, 6-2, 10-3 |
| BDCS | Fletcher King (SKIDMORE) def. Tai MacDonald (WESLEYAN) 1-6, 6-2, 10-7 |
| BDCS | Mauricio Gutierrez (TUFTS) def. Max Lustgarten (WESLEYAN) 6-3, 6-3 |
