| Singles competition |
| 1. #13 Emil Grantcharov (UCHI-M) def. Wilder Cooke (GCM) 6-1, 6-0 |
| 2. #6 Alexander Ekstrand (UCHI-M) def. Lucas Willett (GCM) 6-2, 6-3 |
| 3. Derek Hsieh (UCHI-M) vs. Karch Knoll (GCM) 6-4, 3-3, unfinished |
| 4. #20 Michael Choi (UCHI-M) def. Aiden Klass (GCM) 6-2, 6-0 |
| 5. Ajer Sher (UCHI-M) vs. Henry Park (GCM) 6-1, 4-2, unfinished |
| 6. Matthew Liew (UCHI-M) vs. Sam Rudenberg (GCM) 6-2, 5-1, unfinished |
| Doubles competition |
| 1. #2 Andrei Leonov/Pat Otero (UCHI-M) vs. Aiden Klass/Lucas Willett (GCM) 5-3, unfinished |
| 2. Alexander Ekstrand/Derek Hsieh (UCHI-M) def. Wilder Cooke/Sam Rudenberg (GCM) 6-0 |
| 3. Michael Choi/Jack Wong (UCHI-M) def. Albert Bostoen/Karch Knoll (GCM) 6-1 |
| Match Notes |
| Grinnell College 14-12; National ranking #62 |
| University of Chicago 21-3; National ranking #4; Regional ranking #3 |
| Order of finish: Doubles (2,3); Singles (1,4,2) |
| NCAA Tournament Second Round at UW-Whitewater |