| - | ITA Midwest Regional |
| 128 | Hayden Latus (CUW) def. Albert Bostoen (GCM) 2-6, 6-1, 10-7 |
| 128 | Maxi Gutbezahl (GCM) def. Sree Sharan Kanugovi (UW-S) 6-4, 6-2 |
| 128 | Alex Doane (GCM) def. Jack Rivkin (CARL) 6-3, 6-1 |
| 64 | Maxi Gutbezahl (GCM) def. Joao Benvenutti (LUTHER) 6-2, 7-5 |
| 64 | Lucas Willett (GCM) def. Gregor Gottein (LUTHER) 6-3, 6-2 |
| 64 | Garvin Murray (GCM) def. Finn Morris (CART) 6-1, 6-4 |
| 64 | Henry Park (GCM) def. Ryder Broadbridge (EDGE) 6-3, 6-2 |
| 64 | Noah Hakim (GAC) def. Alex Doane (GCM) 6-3, 6-3 |
| 32 | Tony Schulte (COE) def. Maxi Gutbezahl (GCM) 3-6, 6-4, 10-5 |
| 32 | Lucas Willett (GCM) def. Ryoga Yano (CCN) 7-5, 6-3 |
| 32 | Garvin Murray (GCM) def. Wyatt Crowell (HAM) 7-5, 2-6, 10-1 |
| 32 | Tyler Haddorff (GAC) def. Henry Park (GCM) 6-1, 6-1 |
| 16 | Lucas Willett (GCM) def. Andrew Labelle (CARR) 5-7, 7-5, 10-7 |
| 16 | Dom Knutson (GAC) def. Garvin Murray (GCM) 6-1, 6-2 |
| QF | Finn Morris (CART) def. Lucas Willett (GCM) 6-1, 3-6, 11-9 |
| - | Midwest Open |
| B64 | Caden Branum (GCM) def. Alex Aranda (UW-L) 4-6, 7-6, 10-6 |
| B64 | Devansh Punjabi (GCM) def. Dikshan Chhikara (LUTHER) 6-4, 0-6, 10-5 |
| B64 | Josh Kruger (GCM) def. Kai Pierce (CCN) 6-2, 6-1 |
| B64 | Anshul Satav (GCM) def. Brendon Sebring (HAM) 6-1, 6-2 |
| B32 | Caden Branum (GCM) def. Gavin Kelleher (UW-W) 6-3, 7-5 |
| B32 | Devansh Punjabi (GCM) def. Harper Dircks (CSS) 6-1, 6-2 |
| B32 | Carter Michaels (UW-W) def. Josh Kruger (GCM) 6-7, 6-3, 10-3 |
| B32 | Anshul Satav (GCM) def. Ulrik Gellein (CARR) 6-2, 7-5 |
| B16 | Caden Branum (GCM) def. Miles Whelan (CART) 6-3, 7-6 |
| B16 | Devansh Punjabi (GCM) def. Lleyton Davidson (UW-W) 6-1, 6-0 |
| B16 | Anderson Fortney (UW-L) def. Anshul Satav (GCM) 6-3, 6-0 |
| BQF | Caden Branum (GCM) def. Clark Rue (MSOE) 6-3, 6-0 |
| BQF | Devansh Punjabi (GCM) def. Victor Pimenta (CART) 5-7, 6-1, 10-5 |
| BSF | Devansh Punjabi (GCM) def. Caden Branum (GCM) 6-3, 6-0 |
| B1ST | Devansh Punjabi (GCM) def. Gerado Mainou (LUTHER) 7-5, 6-2 |
| C16 | Keegan McLaughlin (GCM) def. Kohen Juelfs (COE) 6-0, 6-4 |
| C16 | Tavin Lee (GCM) def. Emilio Monge (UW-EC) 6-0, 6-3 |
| CQF | Keegan McLaughlin (GCM) def. Landon Murch (WART) 6-1, 6-2 |
| CQF | Tavin Lee (GCM) def. Henry Lambley (CORN) 6-1, 6-2 |
| CSF | Keegan McLaughlin (GCM) def. Ayden Knuth (UW-SP) 6-1, 6-4 |
| CSF | Reed Kruger (COE) def. Tavin Lee (GCM) 4-6, 6-4, 10-5 |
| C1ST | Keegan McLaughlin (GCM) def. Reed Kruger (COE) 5-7, 6-1, 10-3 |
| D16 | Kaan Mac Donald (GCM) def. Mary Anderson (GAC) 6-1, 6-2 |
| DQF | John Gustafson (WART) def. Kaan Mac Donald (GCM) 6-4, 7-5 |
| E16 | Juan Diego Carpio (GCM) def. Lucas Healy (LORAS) 6-4, 6-2 |
| EQF | Juan Diego Carpio (GCM) def. Jon Olafsson (EDGE) 2-6, 6-2, 10-4 |
| ESF | Kade Bishop (BETHEL) def. Juan Diego Carpio (GCM) 6-4, 6-2 |
