| Date | Results | |
| 5/6/23 | University of Chicago 5, Grinnell College 2 | |
| 5/5/23 | Grinnell College 5, Luther Men's Tennis 3 | |
| 4/29/23 | 2023 Midwest Conference Men's Tournament -- Peoria, Ill. | |
| 4/28/2023 | Grinnell College 5, Lake Forest 0 | |
| 4/28/23 | Grinnell College 5, Ripon College 0 | |
| 4/22/23 | Grinnell College 9, Illinois College 0 | |
| 4/22/23 | Grinnell College 9, Monmouth College 0 | |
| 4/15/23 | Grinnell College 8, Coe College 1 | |
| 4/15/23 | Grinnell College 9, Lawrence University 0 | |
| 4/15/23 | Grinnell College 9, Ripon College 0 | |
| 4/8/2023 | Grinnell 9, Lake Forest 0 | |
| 3/29/23 | Grinnell College 5, Chapman University 4 | |
| 3/27/23 | California Lutheran 5, Grinnell College 4 | |
| 3/26/23 | Occidental College 5, Grinnell College 4 | |
| 3/25/23 | University of Redlands 7, Grinnell College 2 | |
| 3/11/23 | Grinnell College 7, UW-Eau Claire 2 | |
| 3/5/23 | Grinnell College 9, Cornell College 0 | |
| 3/4/23 | Grinnell College 9, Central 0 | |
| 2/25/2023 | Grinnell College 8, Northwestern College 1 | |
| 2/24/2023 | Grinnell College 8, Millikin 1 | |
| 2/18/2023 | Carleton College 7, Grinnell College 2 | |
| 2/12/23 | UW-Whitewater 7, Grinnell College 2 | |
| 2/11/23 | Grinnell College 7, Luther Men's Tennis 2 | |
| 2/11/23 | Grinnell College 5, Wheaton College 4 | |
| 2/4/23 | Iowa Central CC 7, Grinnell College 2 | |
| 1/28/23 | Gustavus Adolphus 9, Grinnell College 0 | |
| 1/28/23 | Grinnell College 9, UW - Stevens Point 0 | |
| 9/30/22 | 2022 Midwest Open -- St. Peter, Minn. | |
| 9/30/22 | 2022 ITA Midwest Regional Championship -- St. Peter, Minn. | |