| Singles competition |
| 64 | Hamid Derbani (Middlebury) def. Sean Ko (MIT) 6-0, 6-2 |
| 32 | Hamid Derbani (Middlebury) def. Steven Chen (Wesleyan) 7-5, 6-3 |
| 16 | Brian Grodecki (Williams) def. Hamid Derbani (Middlebury) 1-6, 6-2, 6-3 |
| 64 | William de Quant (Middlebury) def. Antonio Ramirez (Emerson) 6-0, 6-0 |
| 32 | William de Quant (Middlebury) def. Alberto De Mendiola (Babson) retired |
| 16 | Michael Arguello (Brandeis) def. William de Quant (Middlebury) 7-6 (7-5), 3-6, 6-4 |
| 64 | Josh Marchalik (Amherst) def. Kyle Schlanger (Middlebury) 6-4, 3-6, 6-3 |
| 64 | Lubomir Cuba (Middlebury) def. Gustav Jigrup (Colby-Sawyer) 6-4, 6-2 |
| 32 | Lubomir Cuba (Middlebury) def. Nicholas Glover (Bates) 6-3, 6-4 |
| 16 | Lubomir Cuba (Middlebury) def. Alex Taylor (Williams) 7-6 (7-3), 6-3 |
| QF | Lubomir Cuba (Middlebury) def. Deepak Indrakanti (Williams) 6-0, 6-3 |
| SF | Lubomir Cuba (Middlebury) def. Josh Marchalik (Amherst) 6-4, 6-0 |
| F | Lubomir Cuba (Middlebury) def. Michael Arguello (Brandeis) 6-2, 6-2 |
| 64 | Timo van der Geest (Middlebury) def. William Boyd (Trinity) 4-6, 6-0, 7-5 |
| 32 | Anton Zykov (Amherst) def. Timo van der Geest (Middlebury) 6-1, 6-1 |
| Doubles competition |
| 64 | Weston Brach/Peter Martin (Middlebury) def. Tom Hackett/Jack Phillips (Coast Guard Academy) 8-5 |
| 32 | Weston Brach/Peter Martin (Middlebury) def. Tyler Ng/David Aizenberg (Brandeis) 8-5 |
| 16 | Alex Taylor/Brian Grodecki (Williams) def. Weston Brach/Peter Martin (Middlebury) 8-4 |
| 64 | Brian Granoff/Ryan Bunis (Brandeis) def. Allen Jackson/Timo van der Geest (Middlebury) 8-4 |
| 32 | Hamid Derbani/Kyle Schlanger (Middlebury) def. Princeton Carter/Joachim Samson (Wesleyan) 9-8 (7-5) |
| 16 | Hamid Derbani/Kyle Schlanger (Middlebury) def. Gil Roddy/Grant Urken (Bowdoin) 8-1 |
| QF | Hamid Derbani/Kyle Schlanger (Middlebury) def. Nicholas Glover/Josh Quijano (Bates) 8-0 |
| 32 | Lubomir Cuba/William de Quant (Middlebury) def. Luis Cuervo/Aidan McGrory (Bowdoin) 8-2 |
| 16 | Lubomir Cuba/William de Quant (Middlebury) def. Zach Shaff/Nathan Niemiec (Tufts) 8-1 |
| QF | Lubomir Cuba/William de Quant (Middlebury) def. Carl Reid/Vlad Murad (Colby) 8-5 |
| SF | Lubomir Cuba/William de Quant (Middlebury) def. Hamid Derbani/Kyle Schlanger (Middlebury) 9-7 |
| F | Kyle Wolfe/Jerry Jiang (Bowdoin) def. Lubomir Cuba/William de Quant (Middlebury) 6-3, 3-6, 10-7 |