| David Bakonyi (ILL) def. Oliver Olsson (WIS) 7-6 (7-5), 7-5 |
| Matthew Fullerton (WIS) def. Nolan Balthazor (ND) 6-2, 6-3 |
| Colson Wells (ILL) def. Collin Beduhn (WIS) 6-3, 6-2 |
| Nicholas Patrick (ND) def. Jens Holger Nissen (WIS) 4-6, 6-2, 1-0 (10-7) |
| Benjamin Azar (MICH) def. Jens Holger Nissen (WIS) 6-3, 6-4 |
| Matthew Fullerton (WIS) def. Alex Cairo (MICH) 6-0, 6-4 |
| Oliver Olsson (WIS) def. Pierce Shaya (MICH) 6-2, 6-2 |
| Collin Beduhn (WIS) def. Arnav Bhandari (MICH) 6-0, 4-6, 1-0 (10-4) |
| Jerald Carroll (LOU) def. Jens Holger Nissen (WIS) 6-1, 7-5 |
| Matthew Fullerton (WIS) def. Lucas Bazin (LOU) 6-3, 6-4 |
| Sebastian Medica (DEP) def. Oliver Olsson (WIS) 6-4, 7-5 |
| Collin Beduhn (WIS) def. Tobias Leitner (DEP) 6-4, 6-2 |
| Collin Beduhn (WIS) def. Andy Hadziabdic (DEP) 7-6 (7-3), 6-3 |
| Jens Holger Nissen (WIS) def. Jacob Golden (NW) 3-6, 6-3, 1-0 (10-7) |
| Owen Megargee (NW) def. Matthew Fullerton (WIS) 3-6, 6-3, 1-0 (11-9) |
