| 9/16 | Aditya Gupta (PENN) def. Andres Silva (WM) 6-3, 7-5 |
| Kevin Zhu (PENN) def. Joseph Brailovsky (WM) 6-2, 6-3 |
| Sean Joseph (WM) def. Baylor Sai (PENN) 6-4, 3-0, retired |
| Kian Vakili (PENN) def. Bill Duo (WM) 6-4, 6-3 |
| Alexander Karman (WM) def. Tal Goodman (PENN) 6-4, 6-4 |
| Daniel Cohen (WM) def. Zach Smith (PENN) 6-3, 6-4 |
| Daniel Pellerito (WM) def. Sameer Gangoli (PENN) 3-6, 6-4, 1-0 (10-5) |
| Matt Rutter (PENN) def. Albert Hansen (WM) 6-1, 7-6 (7-4) |
| 9/17 | Fnu Nidunjianzan (PU) def. Andres Silva (WM) 6-1, 6-4 |
| Will Peters (PU) def. Sean Joseph (WM) 6-2, 6-2 |
| Joseph Brailovsky (WM) def. Thomas Bosancic (PU) 6-4, 6-2 |
| Sebastian Sec (PU) def. Daniel Cohen (WM) 6-4, 6-4 |
| Bill Duo (WM) def. Ellis Short (PU) 6-1, 6-4 |
| Filippos Astreinidis (PU) def. Alexander Karman (WM) 6-4, 6-7, 1-0 (10-7) |
| Daniel Pellerito (WM) def. Matthew Bosancic (PU) 6-4, 7-5 |
| Alan Kam (PU) def. Albert Hansen (WM) 6-1, 4-0, retired |
| 9/18 | C. Guerrero Alvarez (DART) def. Joseph Brailovsky (WM) 7-5, 7-5 |
| Waleed Qadir (DART) def. Bill Duo (WM) 6-3, 6-0 |
| Andres Silva (WM) def. Alex De Sousa (DREXEL) 6-4, 6-4 |
| Daniel Dudockin (DREXEL) def. Sean Joseph (WM) 3-0, retired |
| Daniel Cohen (WM) def. Miles Groom (DART) 4-6, 6-0, 7-5 |
| Daniel Pellerito (WM) def. Henry Ren (DART) 6-4, 6-4 |
| Alex Knox-Jones (DART) def. Alexander Karman (WM) 7-6, 7-5 |
| Albert Hansen (WM) def. Hugo Brungs (DREXEL) 7-5, retired |
