| - | ITA Regional Champio |
| 128 | Karch Knoll (GCM) def. Andrew Larson (LAWR) 6-3, 6-1 |
| 128 | Henry Park (GCM) def. Andrew Sretavan (CARLETON) by default |
| 128 | Quinn Monson (GAC) def. Jacob Young (GCM) 7-6, 6-3 |
| 128 | Albert Bostoen (GCM) def. Aiden Patel (CARLETON) by default |
| 64 | Karch Knoll (GCM) def. Landon Sather (CONW) 6-2, 6-2 |
| 64 | Charles Morgan (UW-W) def. Lucas Willett (GCM) 6-2, 6-0 |
| 64 | Henry Park (GCM) def. Adrian Gomez (CARROLL) 6-4, 6-4 |
| 64 | Ezra Bernhard (CARLETON) def. Sam Rudenberg (GCM) 6-3, 6-4 |
| 64 | Wilder Cooke (GCM) def. Nick Scott (CENTRAL) 6-1, 6-1 |
| 64 | Aiden Klass (GCM) def. Hayden Latus (CONW) 7-5, 6-2 |
| 64 | Joco Benvenutti (LUTHER) def. Albert Bostoen (GCM) 7-6, 6-3 |
| 32 | Marco Siviero (GAC) def. Karch Knoll (GCM) 6-1, 6-2 |
| 32 | Finn Morris (CARTH) def. Henry Park (GCM) 6-1, 6-0 |
| 32 | Wilder Cooke (GCM) def. Cooper Ferruzzi (CARTH) 6-2, 6-2 |
| 32 | Theo Billson (UW-W) def. Aiden Klass (GCM) 6-2, 6-3 |
| 16 | Tyler Nelson (UW-W) def. Wilder Cooke (GCM) 4-6, 6-3, 10-8 |
| - | Midwest Open B |
| 128 | Luka Shaker-Check (GCM) def. Pedro Mendes (MSOE) 6-0, 6-3 |
| 128 | Alex Doane (GCM) def. Alex Slaymaker (CENTRAL) 6-2, 6-3 |
| 128 | Owen Skanse (GAC) def. Keegan McLaughlin (GCM) 6-4, 6-2 |
| 64 | Akex Palomar (COE) def. Luka Shaker-Check (GCM) 6-2, 6-4 |
| 64 | Alex Doane (GCM) def. Aleix Persson (CARROLL) 6-2, 6-3 |
| 64 | Caden Branum (GCM) def. Gennaro Dimuro (LUTHER) 6-3, 6-3 |
| 64 | Aman Kothari (GCM) def. Liam Lynch (MAC) 6-2, 6-2 |
| 32 | Alex Doane (GCM) def. Reece Patten (CSS) 6-0, 6-1 |
| 32 | Caden Branum (GCM) def. Ryan Bimesser (STOLAF) 6-3, 1-6, 10-5 |
| 32 | Daniel Rohlman (COE) def. Aman Kothari (GCM) 6-3, 6-2 |
| 16 | Rhys Biro-Moore (LUTHER) def. Alex Doane (GCM) 7-6, 6-4 |
| 16 | Caden Branum (GCM) def. Miles Lee (CARLETON) 6-4, 6-1 |
| QF | Brady Horstmann (UW-L) def. Caden Branum (GCM) 6-3, 6-3 |
| - | Midwest Open C |
| 128 | Juan Diego Carpio (GCM) def. Ryan Kiddle (DUB) 6-1, 6-1 |
| 64 | Juan Diego Carpio (GCM) def. Tait Thomas (EDGE) 6-0, 6-1 |
| 64 | Kaan Mac Donald (GCM) def. Nirbhay Chhabra (LUTHER) 6-0, 7-5 |
| 32 | Juan Diego Carpio (GCM) def. Eli Olson (GAC) 6-1, 4-6, 10-6 |
| 32 | Kaan Mac Donald (GCM) def. Henry Condo (LORAS) 6-0, 6-1 |
| 16 | Juan Diego Carpio (GCM) def. Javier Robles (SIMPS) 7-6, 6-3 |
| 16 | Kaan Mac Donald (GCM) def. Joe O'Flaherty (UW-L) 6-2, 6-0 |
| QF | Juan Diego Carpio (GCM) def. Horia Popa (LORAS) 6-1, 6-1 |
| QF | Kaan Mac Donald (GCM) def. Aadityaa Juniwal (GAC) 6-0, 6-2 |
| SF | Ben Temple (UW-SP) def. Juan Diego Carpio (GCM) 6-4, 3-6, 10-8 |
| SF | Madden Vanderwerf (STOLAF) def. Kaan Mac Donald (GCM) 2-6, 6-4, 10-8 |
