| Jens Holger Nissen (WIS) def. Tristan Stine (CLE) 6-3, 5-7, 6-1 |
| Mihai David Haita (YSU) def. Collin Beduhn (WIS) 6-3, 3-6, 6-5 |
| Jens Holger Nissen (WIS) def. Filip Poklemba (WMU) 2-6, 7-6 (9-7), 7-5 |
| Sachiv Kumar (WIS) def. Ethan Schiffman (NW) 3-6, 6-3, 6-1 |
| Ferdinand Kloesters (WIS) def. Oscar Corwin (WMU) 6-2, 6-3 |
| Adam Jilly (ILL) def. Jens Holger Nissen (WIS) 6-0, 6-2 |
| Victor Lilov (OSU) def. Matthew Fullerton (WIS) 6-1, 6-2 |
| Tomas Zlatohlavek (WIS) def. Cooper Han (NW) 2-6, 6-3, 6-2 |
| Edouard Aubert (WIS) def. Gustavo Albieri (MICH) 6-4, 6-1 |
| Patrik Meszaros (WIS) def. David Bakonyi (ILL) 6-4, 6-4 |
| Alex Okonkwo (OSU) def. Edouard Aubert (WIS) 6-1, 6-2 |
| Ferdinand Kloesters (WIS) def. Colson Wells (ILL) 6-2, 6-2 |
| Nicholas Patrick (ND) def. Sachiv Kumar (WIS) 5-7, 6-1, 7-6 (7-4) |
| Patrik Meszaros (WIS) def. Eldin Nokic (UIC) 6-1, 6-3 |
| Jeremy Zhang (ILL) def. Tomas Zlatohlavek (WIS) 6-1, 7-6 (7-4) |
| Kyran Magimay (ND) def. Patrik Meszaros (WIS) 2-6, 6-3, 6-4 |
| Ferdinand Kloesters (WIS) def. Denis Petak (OSU) 7-6 (7-4), 6-2 |
| Brandon Carpico (OSU) def. Ferdinand Kloesters (WIS) 6-2, 6-2 |
| Nikola Puntaric (UIC) def. Matthew Fullerton (WIS) 6-2, 7-6 (7-4) |
| Jens Holger Nissen (WIS) def. Nico Jamison (CLE) 6-3, 6-1 |
