| Singles competition |
| ITA Midwest Regional |
| 128 | Hayden Latus (Condordia Wis.) def. Albert Bostoen (Grinnell College) 2-6, 6-1, 10-7 |
| 128 | Maxi Gutbezahl (Grinnell College) def. Sree Sharan Kanugovi (UIW-Superior) 6-4, 6-2 |
| 128 | Alex Doane (Grinnell College) def. Jack Rivkin (Carleton) 6-3, 6-1 |
| 64 | Maxi Gutbezahl (Grinnell College) def. Joao Benvenutti (Luther) 6-2, 7-5 |
| 64 | Lucas Willett (Grinnell College) def. Gregor Gottein (Luther) 6-3, 6-2 |
| 64 | Garvin Murray (Grinnell College) def. Finn Morris (Carthage) 6-1, 6-4 |
| 64 | Henry Park (Grinnell College) def. Ryder Broadbridge (Edgewood) 6-3, 6-2 |
| 64 | Noah Hakim (Gustavus Adolphus) def. Alex Doane (Grinnell College) 6-3, 6-3 |
| 32 | Tony Schulte (Coe) def. Maxi Gutbezahl (Grinnell College) 3-6, 6-4, 10-5 |
| 32 | Lucas Willett (Grinnell College) def. Ryoga Yano (Concordia Moorhead) 7-5, 6-3 |
| 32 | Garvin Murray (Grinnell College) def. Wyatt Crowell (Hamline) 7-5, 2-6, 10-1 |
| 32 | Tyler Haddorff (Gustavus Adolphus) def. Henry Park (Grinnell College) 6-1, 6-1 |
| 16 | Lucas Willett (Grinnell College) def. Andrew Labelle (Carroll) 5-7, 7-5, 10-7 |
| 16 | Dom Knutson (Gustavus Adolphus) def. Garvin Murray (Grinnell College) 6-1, 6-2 |
| QF | Finn Morris (Carthage) def. Lucas Willett (Grinnell College) 6-1, 3-6, 11-9 |
| Midwest Open |
| B64 | Caden Branum (Grinnell College) def. Alex Aranda (UW-La Crosse) 4-6, 7-6, 10-6 |
| B64 | Devansh Punjabi (Grinnell College) def. Dikshan Chhikara (Luther) 6-4, 0-6, 10-5 |
| B64 | Josh Kruger (Grinnell College) def. Kai Pierce (Concordia Moorhead) 6-2, 6-1 |
| B64 | Anshul Satav (Grinnell College) def. Brendon Sebring (Hamline) 6-1, 6-2 |
| B32 | Caden Branum (Grinnell College) def. Gavin Kelleher (UW-Whitewater) 6-3, 7-5 |
| B32 | Devansh Punjabi (Grinnell College) def. Harper Dircks (Coll. of St. Scholastica) 6-1, 6-2 |
| B32 | Carter Michaels (UW-Whitewater) def. Josh Kruger (Grinnell College) 6-7, 6-3, 10-3 |
| B32 | Anshul Satav (Grinnell College) def. Ulrik Gellein (Carroll) 6-2, 7-5 |
| B16 | Caden Branum (Grinnell College) def. Miles Whelan (Carthage) 6-3, 7-6 |
| B16 | Devansh Punjabi (Grinnell College) def. Lleyton Davidson (UW-Whitewater) 6-1, 6-0 |
| B16 | Anderson Fortney (UW-La Crosse) def. Anshul Satav (Grinnell College) 6-3, 6-0 |
| BQF | Caden Branum (Grinnell College) def. Clark Rue (MSOE) 6-3, 6-0 |
| BQF | Devansh Punjabi (Grinnell College) def. Victor Pimenta (Carthage) 5-7, 6-1, 10-5 |
| BSF | Devansh Punjabi (Grinnell College) def. Caden Branum (Grinnell College) 6-3, 6-0 |
| B1ST | Devansh Punjabi (Grinnell College) def. Gerado Mainou (Luther) 7-5, 6-2 |
| C16 | Keegan McLaughlin (Grinnell College) def. Kohen Juelfs (Coe) 6-0, 6-4 |
| C16 | Tavin Lee (Grinnell College) def. Emilio Monge (UW-Eau Claire) 6-0, 6-3 |
| CQF | Keegan McLaughlin (Grinnell College) def. Landon Murch (Wartburg) 6-1, 6-2 |
| CQF | Tavin Lee (Grinnell College) def. Henry Lambley (Cornell) 6-1, 6-2 |
| CSF | Keegan McLaughlin (Grinnell College) def. Ayden Knuth (UW-Stevens Point) 6-1, 6-4 |
| CSF | Reed Kruger (Coe) def. Tavin Lee (Grinnell College) 4-6, 6-4, 10-5 |
| C1ST | Keegan McLaughlin (Grinnell College) def. Reed Kruger (Coe) 5-7, 6-1, 10-3 |
| D16 | Kaan Mac Donald (Grinnell College) def. Mary Anderson (Gustavus Adolphus) 6-1, 6-2 |
| DQF | John Gustafson (Wartburg) def. Kaan Mac Donald (Grinnell College) 6-4, 7-5 |
| E16 | Juan Diego Carpio (Grinnell College) def. Lucas Healy (Loras) 6-4, 6-2 |
| EQF | Juan Diego Carpio (Grinnell College) def. Jon Olafsson (Edgewood) 2-6, 6-2, 10-4 |
| ESF | Kade Bishop (Bethel) def. Juan Diego Carpio (Grinnell College) 6-4, 6-2 |