| Singles competition |
| Flight 1 |
| Gabriel Townes (Bradley) def. Kevin DeHerrera (Valparaiso) 6-3, 6-1 |
| Uno Lapimaa (Lewis) def. Kevin DeHerrera (Valparaiso) 6-1, 6-1 |
| Flight 2 |
| Ben Boesing (Southern Indiana) def. Adam Whitmer (Valparaiso) 6-4, 7-6 (14-12) |
| Flight 3 |
| Chris Baum (Valparaiso) def. Ben Kopecky (DePauw) 6-4, 6-4 |
| Chris Baum (Valparaiso) def. Jesse Hardacre (Lewis) 6-4, 6-2 |
| Flight 4 |
| Eric Honert (Valparaiso) def. John Richert (Lewis) 6-0, 6-0 |
| Flight 5 |
| Siddarth Mehta (Valparaiso) def. Robert Nieters (Southern Indiana) 6-3, 6-0 |
| Flight 6 |
| David Hubbard (DePauw) def. Michael Woodson (Valparaiso) 6-3, 6-0 |
| Flight 7 |
| Ahmed Al Bitar (Bradley) def. Carlton Lyons (Valparaiso) 6-3, 6-1 |
| Kory Poland (Southern Indiana) def. Carlton Lyons (Valparaiso) 7-6 (7-3), 7-5 |
| Flight 8 |
| Egan Hart (Valparaiso) def. Garrett Nickell (DePauw) 6-2, 4-6, 13-11 |
| Eric Bruynseels (DePauw) def. Egan Hart (Valparaiso) 7-6 (7-4), 4-6, 10-8 |