| Singles competition |
| 128 | Henry Mandell (University of St. Thomas) def. Daniel Nellis (Grinnell College) 6-0, 6-1 |
| Bolun Zhang (Grinnell College) def. Dayton Stevens (Wartburg College) 6-1, 6-0 |
| Colin Johnson (Grinnell College) def. Rodrigo Otero (Gustavus Adolphus) 7-6, 6-2 |
| Ben Flebbe (Grinnell College) def. Sam Scheevel (Bethel University) 7-6, 6-4 |
| Mitch Osborne (UW-Whitewater) def. Ishan Bhadkamkar (Grinnell College) 6-0, 6-2 |
| Daniel Pomeranc (Gustavus Adolphus) def. Martin Dluhos (Grinnell College) 6-0, 6-2 |
| Dmitriy Glumov (Grinnell College) def. Tyler Van Heest (Luther College) 6-0, 6-0 |
| 64 | Juan Carlos Perez (Grinnell College) def. Mitch Blackey (University of St. Thomas) 6-1, 6-1 |
| Bolun Zhang (Grinnell College) def. Roy Wimer (Lawrence University) 6-3, 6-2 |
| Jeff Lotz (Carthage College) def. Colin Johnson (Grinnell College) 6-4, 6-2 |
| Andy McGlashen (UW-Whitewater) def. Ben Flebbe (Grinnell College) 6-3, 6-3 |
| Nick Piotrowski (UW-La Crosse) def. Dmitriy Glumov (Grinnell College) 6-3, 3-6, 10-7 |
| 32 | Juan Carlos Perez (Grinnell College) def. Joey MacGibbon (Gustavus Adolphus) 6-0, 7-6 |
| Bolun Zhang (Grinnell College) def. Juan Luis Chu (Gustavus Adolphus) 2-6, 6-3, 10-4 |
| 16 | Juan Carlos Perez (Grinnell College) def. Ethan Niquet (UW-Whitewater) 6-2, 6-2 |
| Byron Balkin (UW-Whitewater) def. Bolun Zhang (Grinnell College) 6-3, 6-3 |
| QF | Juan Carlos Perez (Grinnell College) def. Jake Macey (UW-Whitewater) 7-6, 6-7, 6-3 |
| SF | Byron Balkin (UW-Whitewater) def. Juan Carlos Perez (Grinnell College) 6-4, 6-4 |
| CON | Colin Johnson (Grinnell College) def. Kent Nichols (Bethel University) 8-4 |
| Martin Dluhos (Grinnell College) def. Erik Bay (Central College) 8-0 |
| Ben Flebbe (Grinnell College) def. Michael Bradon (Concordia University) 8-1 |
| Ishan Bhadkamkar (Grinnell College) def. Brendan Anderson (College of St. Scholastica) 8-3 |
| Daniel Nellis (Grinnell College) def. Travis Murphy (UW-La Crosse) 8-1 |
| Dylan Gumm (Grinnell College) def. Tim Morgan (Edgewood College) 8-1 |
| Colin Johnson (Grinnell College) def. Demetrius Johnson (University of Dubuque) 8-2 |
| Martin Dluhos (Grinnell College) def. Anthony Greco (UW-Whitewater) 8-1 |
| Ben Flebbe (Grinnell College) def. Tyler Bertelsen (UW-La Crosse) 8-4 |
| Ishan Bhadkamkar (Grinnell College) def. Pat Schramka (Concordia University) 8-1 |
| Daniel Nellis (Grinnell College) def. Tyler Van Heest (Luther College) 8-3 |
| Dylan Gumm (Grinnell College) def. Matt Lunde (Gustavus Adolphus) 8-2 |
| Colin Johnson (Grinnell College) def. Nick Boomgarden (Carthage College) 8-1 |
| Nicholas Mozena (Luther College) def. Martin Dluhos (Grinnell College) 8-7 |
| Ben Flebbe (Grinnell College) def. Grant Leisner (Gustavus Adolphus) 8-5 |
| Ishan Bhadkamkar (Grinnell College) def. Matt Lobeck (St. Norbert College) 8-5 |
| Daniel Nellis (Grinnell College) def. Russell Johnson (Concordia University) 8-3 |
| Brooks Stapleton (Gustavus Adolphus) def. Dylan Gumm (Grinnell College) 8-6 |
| Nicholas Mozena (Luther College) def. Colin Johnson (Grinnell College) 8-2 |
| Ishan Bhadkamkar (Grinnell College) def. Ben Flebbe (Grinnell College) 8-2 |
| Daniel Nellis (Grinnell College) def. Brian Rasmussen (UW-Whitewater) 8-5 |
| Nicholas Mozena (Luther College) def. Ishan Bhadkamkar (Grinnell College) 8-5 |
| Lamesh Karki (Luther College) def. Daniel Nellis (Grinnell College) 8-2 |