| Singles competition |
| 128 | Alex Weigmann (St. John's) def. John Gernon (Grinnell College) 6-3, 6-2 |
| 128 | Bryson Cale (Grinnell College) def. Bryan Miles (Gustavus Adolphus) 6-2, 6-1 |
| 128 | Charlie Wilhelm (Grinnell College) def. Josh Gaspard (Wisconsin-La Crosse) 6-1, 5-7, 10-7 |
| 128 | Rob Storrick (Grinnell College) def. Warren Lawrenz (St. Mary's) 6-0, 6-4 |
| 64 | Beau Bressler (Grinnell College) def. Kim Manthe (Hamline) 6-0, 6-0 |
| 64 | Jimmy Yang (Grinnell College) def. Thomas Weiss (Cornell) 6-1, 6-2 |
| 64 | Bryson Cale (Grinnell College) def. Christian Nagy (Carleton) 7-6, 3-6, 10-2 |
| 64 | Charlie Wilhelm (Grinnell College) def. Nick Reiners (Gustavus Adolphus) 7-2, 7-6 |
| 64 | Rob Storrick (Grinnell College) def. Ben Huang (Carleton) 6-3, 6-3 |
| 64 | Samuel Catanzaro (Grinnell College) def. Kevin Krause (Wisconsin-La Crosse) 6-3, 6-1 |
| 32 | David Brown (Gustavus Adolphus) def. Beau Bressler (Grinnell College) 6-1, 6-0 |
| 32 | Jimmy Yang (Grinnell College) def. Sam Cychosz (Luther) 6-4, 7-5 |
| 32 | Andrew Rangitsch (St. Mary's) def. Bryson Cale (Grinnell College) 5-7, 7-6, 12-10 |
| 32 | Mauricio Gonzalez (Carleton) def. Charlie Wilhelm (Grinnell College) 1-6, 6-4, 10-6 |
| 32 | Max Hawksford (Wisconsin-Whitewater) def. Rob Storrick (Grinnell College) 6-3, 6-3 |
| 32 | Patrick Dolan (Gustavus Adolphus) def. Samuel Catanzaro (Grinnell College) 6-2, 6-3 |
| 16 | Jimmy Yang (Grinnell College) def. Brayden Parman (Wisconsin-Eau Claire) 3-6, 7-6, 6-3 |
| QF | David Brown (Gustavus Adolphus) def. Jimmy Yang (Grinnell College) 6-4, 6-4 |