| Singles competition |
| 1. Wilder Cooke (GCM) vs. Adnan Alousi (KZOO-M) 6-7 (2-7), 6-4, 4-1, unfinished |
| 2. Lucas Willett (GCM) def. Alex Fleming (KZOO-M) 1-6, 6-2, 6-3 |
| 3. Karch Knoll (GCM) def. Cameron Crosby (KZOO-M) 5-7, 7-6 (7-2), 7-6 (7-4) |
| 4. Derek Blackwell (KZOO-M) def. Aiden Klass (GCM) 6-1, 7-6 (7-3) |
| 5. Henry Park (GCM) def. Will Seymour (KZOO-M) 6-3, 7-6 (9-7) |
| 6. Julian Bilbao (KZOO-M) def. Sam Rudenberg (GCM) 7-6 (7-4), 6-4 |
| Doubles competition |
| 1. Aiden Klass/Lucas Willett (GCM) vs. Alex Fleming/Cameron Crosby (KZOO-M) 5-3, unfinished |
| 2. Sam Rudenberg/Wilder Cooke (GCM) def. Derek Blackwell/Adnan Alousi (KZOO-M) 6-2 |
| 3. Albert Bostoen/Karch Knoll (GCM) def. Sebastian Courtright/Will Seymour (KZOO-M) 6-2 |
| Match Notes |
| Kalamazoo College 15-6; National ranking #58 |
| Grinnell College 14-12; National ranking #62 |
| Grinnell has won an NCAA D-III Tourney first-round match 3 seasons |
| in a row and 9 times overall. |