| A-R16 | Seth Sadikov (SWATMT) def. William Luke (WILLIAMS) 6-3, 4-6, 1-0 (11-9) |
| A-R16 | Noah Lewis (MC) def. Rishi Verma (SWATMT) 6-2, 4-6, 1-0 (10-8) |
| A-QF | Seth Sadikov (SWATMT) def. Chase Burke (WESLEYAN) 6-4, 6-4 |
| A-SF | Seth Sadikov (SWATMT) def. Chika Nwaozuzu (DENISON) 6-1, 6-2 |
| A-F | Cameron Zia (BOWDOIN) def. Seth Sadikov (SWATMT) 6-4, 6-2 |
| A-CON | Rishi Verma (SWATMT) def. Leon Liu (WILLIAMS) 6-3, 6-4 |
| A-CON | Nicholas Meyers (DENISON) def. Rishi Verma (SWATMT) 6-2, 6-1 |
| B-R16 | Cameron Samek (SWATMT) def. Brett Keeling (WESLEYAN) 6-2, 0-6, 1-0 (11-9) |
| B-R16 | Andrew Yim (MC) def. Rohan Mishra (SWATMT) 7-6 (7-4), 6-1 |
| B-R16 | Radin Sadeghi (SKIDMORE) def. Fate MacAlasdair (SWATMT) 6-4, 6-4 |
| B-R16 | Dylan Hayes Gilbert (SWATMT) def. Matthew Yang (WILLIAMS) 6-2, 5-7, 1-0 (10-5) |
| B-QF | Jackson Codd (BOWDOIN) def. Cameron Samek (SWATMT) 6-4, 6-4 |
| B-QF | Tarun Gopalakrishnan (BOWDOIN) def. Dylan Hayes Gilbert (SWATMT) 6-2, 6-1 |
| B-CON | Rohan Mishra (SWATMT) def. Fletcher King (SKIDMORE) 2-6, 6-2, 1-0 (10-5) |
| B-CON | Hayden Williams (MC) def. Fate MacAlasdair (SWATMT) 6-4, 4-6, 1-0 (10-5) |
| B-CON | Neel Krishnaswamy (WESLEYAN) def. Rohan Mishra (SWATMT) 6-1, 4-6, 1-0 (10-7) |
| C-R16 | Francis Thoresen (SWATMT) def. Adam Sun (WILLIAMS) 6-3, 6-3 |
| C-R16 | Nathan Dolgushev (SKIDMORE) def. Nicholas Choo (SWATMT) 6-3, 6-4 |
| C-R16 | Wesley Huang (DENISON) def. Kai Chen (SWATMT) 6-4, 7-5 |
| C-QF | Anand Sahasrabudhe (MC) def. Francis Thoresen (SWATMT) 6-7 (3-7), 7-5, 1-0 (10-6) |
| C-CON | Peter Berns (DENISON) def. Nicholas Choo (SWATMT) 6-4, 6-4 |
| C-CON | Nikky Kondamuri (MC) def. Kai Chen (SWATMT) 4-6, 6-3, 1-0 (10-8) |
| D-R16 | Aadhi Raja (SWATMT) def. Nathan Hernandez (MC) 7-6 (7-3), 7-5 |
| D-R16 | Akshay Kommineni (SWATMT) def. Aidan Ronan (WESLEYAN) 6-1, 6-0 |
| D-QF | Haozhe Jiang (SWATMT) def. Henry Pozefsky (WILLIAMS) 6-3, 6-3 |
| D-QF | Aadhi Raja (SWATMT) def. Balraj Idnani (DENISON) 6-3, 6-3 |
| D-QF | Ben Demetriades (BOWDOIN) def. Akshay Kommineni (SWATMT) 6-3, 6-3 |
| D-SF | Haozhe Jiang (SWATMT) def. Tom Suedmeyer (DENISON) 7-5, 6-2 |
| D-SF | Aadhi Raja (SWATMT) def. Ben Demetriades (BOWDOIN) 6-1, 6-4 |
| CON | Kai Chen (SWATMT) def. Henry Pozefsky (WILLIAMS) 6-4, 6-0 |
| CON | Akshay Kommineni (SWATMT) def. Matthew Yang (WILLIAMS) 6-1, 2-6, 1-0 (10-2) |
| CON | Mustafa Ege Topbas (SKIDMORE) def. Fate MacAlasdair (SWATMT) 6-2, 6-2 |
