| Singles competition |
| 128 | Elliott Czarnecki (Grinnell College) def. Chris Fowler (Macalester) 7-6, 6-4 |
| 128 | Tyler Johnson (Gustavus Adolphus) def. Rob Storrick (Grinnell College) 6-0, 6-1 |
| 128 | Michael Cole (Grinnell College) def. Cam Laktash (UW-Whitewater) 6-2, 6-3 |
| 128 | Martin Dluhos (Grinnell College) def. Max Zlevor (Lawrence University) 6-4, 6-2 |
| 128 | Aaron Lapkin (Grinnell College) def. Frankie Guiffre (Carroll University) 6-2, 6-1 |
| 128 | Elliott Czarnecki (Grinnell College) def. Charlie Reinersten (St. Olaf) 7-5, 6-3 |
| 128 | Curtis Newman (Coe College) def. Charlie Wilhelm (Grinnell College) 6-1, 6-0 |
| 64 | Knute Gundersen (St. Olaf) def. Conor Cunningham (Grinnell College) 6-1, 6-2 |
| 64 | Michael Cole (Grinnell College) def. Joe Meier (UW-Eau Claire) 4-6, 6-2, 10-7 |
| 64 | Martin Dluhos (Grinnell College) def. Peter Dunn (Carleton College) 6-3, 6-0 |
| 64 | Andy McGlashen (UW-Whitewater) def. Aaron Lapkin (Grinnell College) 4-6, 6-3, 10-3 |
| 64 | Ramesh Karki (Luther College) def. Elliott Czarnecki (Grinnell College) 6-3, 0-6, 10-2 |
| 32 | Grant Leisner (Gustavus Adolphus) def. Michael Cole (Grinnell College) 6-3, 7-6 |
| 32 | Andy Catania (St. Olaf) def. Martin Dluhos (Grinnell College) 6-1, 6-0 |
| CON | Ethan Ratliff-Crain (Grinnell College) def. Nic Schultz (Carroll University) 8-6 |
| CON | Charlie Wilhelm (Grinnell College) def. Skip Turner (Concordia) 8-1 |
| CON | Jack Michael (Carroll University) def. Jimmy Yang (Grinnell College) 8-1 |
| CON | Elliott Czarnecki (Grinnell College) def. Vinny Jankiewicz (Edgewood) 8-2 |
| CON | Rob Storrick (Grinnell College) def. Kyle Sauer (St. Norbert College) 8-2 |
| CON | Charlie Wilhelm (Grinnell College) def. Dan Noonan (UW-Whitewater) 8-0 |
| CON | Cam Laktash (UW-Whitewater) def. John Gernon (Grinnell College) 8-5 |
| CON | Elliott Czarnecki (Grinnell College) def. Vic Mirasola (UW-La Crosse) 8-2 |
| CON | Charlie Reinersten (St. Olaf) def. Rob Storrick (Grinnell College) 8-0 |
| CON | Ethan Ratliff-Crain (Grinnell College) def. Connor Hart (Hamline) 8-5 |
| CON | Charlie Wilhelm (Grinnell College) def. Nick Boomgarten (Carthage) 8-7 |
| CON | Elliott Czarnecki (Grinnell College) def. Michael Woolf (Coe College) 8-0 |
| CON | Charlie Reinersten (St. Olaf) def. Ethan Ratliff-Crain (Grinnell College) 8-1 |
| CON | Jack Michael (Carroll University) def. Charlie Wilhelm (Grinnell College) 8-4 |
| CON | Elliott Czarnecki (Grinnell College) def. Charlie Reinersten (St. Olaf) 8-4 |
| CON | Elliott Czarnecki (Grinnell College) def. Jack Michael (Carroll University) 8-0 |
| Doubles competition |
| 64 | Michael Cole/Martin Dluhos (Grinnell College) def. Chris Buckingham/Josh Trueblood (Wartburg College) 8-6 |
| 64 | Conor Cunningham/Aaron Lapkin (Grinnell College) def. Erik Scanlan/Ethan Niquet (UW-Whitewater) 8-3 |
| 64 | Eric Hilpert/Blayne Willadesen (Wartburg College) def. Elliott Czarnecki/Rob Storrick (Grinnell College) 8-6 |
| 32 | Byron Balkin/Mitch Osborn (UW-Whitewater) def. Michael Cole/Martin Dluhos (Grinnell College) 8-2 |
| 32 | Nick Piotrowski/Peter Stadum (UW-La Crosse) def. Conor Cunningham/Aaron Lapkin (Grinnell College) 8-3 |
| CON | Martin Dluhos/Michael Cole (Grinnell College) def. Nate Gosz/Sam Morris (St. Norbert College) 8-3 |
| CON | Conor Cunningham/Aaron Lapkin (Grinnell College) def. Joshua Seere/Matt Lobeck (St. Norbert College) 8-2 |
| CON | Martin Dluhos/Michael Cole (Grinnell College) def. Jason Dunn/Max Zlevor (Lawrence University) 8-6 |
| CON | Conor Cunningham/Aaron Lapkin (Grinnell College) def. Joe LaFountaine/Tyler Van Heest (Luther College) 8-6 |
| CON | Martin Dluhos/Michael Cole (Grinnell College) def. John Burns/Connor Rust (St. John's) 8-4 |
| CON | Kevin Friend/Brian Klein (UW-Whitewater) def. Conor Cunningham/Aaron Lapkin (Grinnell College) 8-3 |
| CON | Erik Scanlan/Ethan Niquet (UW-Whitewater) def. Martin Dluhos/Michael Cole (Grinnell College) 8-7 |