| - | 1 |
| Lalami, Younes (ODU) def. Thompson, Derrick (NAVY) 6-2, 6-2 |
| Thompson, Derrick (NAVY) def. Allen, Jackson (UVA) 7-6 (7-4), 6-4 |
| Taramonlis, Dimo (RAD) def. Thompson, Derrick (NAVY) 6-3, 6-1 |
| - | 5 |
| Brown, Harrison (WM) def. Segraves, Gavin (NAVY) 6-4, 6-1 |
| Segraves, Gavin (NAVY) def. Raptis, Konstantinos (RAD) 6-4, 7-5 |
| Fellows, Jake (GTOWN) def. Segraves, Gavin (NAVY) 6-3, 6-4 |
| - | 6 |
| Silva, Andres (RAD) def. Garner, Finn (NAVY) 6-2, 6-2 |
| Garner, Finn (NAVY) def. Suh, Charlie (GTOWN) 6-3, 7-6 (7-2) |
| Garner, Finn (NAVY) def. Robinson, Joshua (VILL) 7-5, 7-5 |
| - | 8 |
| McBride, Jack (NAVY) def. Tobisch, Oliver (ODU) 6-7 (2-7), 7-6 (7-3), 1-0 (10-8) |
| Gaedechens, Matias (COFC) def. McBride, Jack (NAVY) 5-7, 6-4, 1-0 (10-2) |
| - | 12 |
| Garner, Luke (NAVY) def. Keitelman, Josh (UR) 6-2, 2-6, 1-0 (10-4) |
| Garner, Luke (NAVY) def. Husum, Ben (COFC) 4-6, 6-2, 1-0 (10-7) |
| Garner, Luke (NAVY) def. Owen, Michael (BUCK) 6-4, 6-4 |
| - | 13 |
| Fishkin, Jake (NAVY) def. Fraunfelder, Jake (COFC) 7-5, 6-3 |
| Fishkin, Jake (NAVY) def. Suarez, Justin (VILL) 6-2, 6-2 |
| Fishkin, Jake (NAVY) def. Hagen, Robert (RAD) 6-3, 6-4 |
| - | 16 |
| Petrovic, Stefan (JMU) def. McLeod, Cy (NAVY) 6-4, 6-1 |
| Jones, Matthew (VILL) def. McLeod, Cy (NAVY) 6-2, 6-3 |
| McLeod, Cy (NAVY) def. Charles, Ryan (GMU) 6-3, 7-5 |
| - | 19 |
| Panyan, Sasha (NAVY) def. Rivas, Erick (GMU) 6-3, 6-1 |
| Panyan, Sasha (NAVY) def. Kim, Alex (VILL) 6-1, 2-6, 1-0 (10-2) |
| Panyan, Sasha (NAVY) def. Rocabert, Ernesto (LONG) 6-3, 6-2 |
| - | Extra Matches |
| McBride, Jack (NAVY) def. Pollatos, Michael (GMU) 7-5, 6-0 |
