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| Date | Results | |
| May 04, 2021 | Carthage College Men's Tennis 6, Illinois Wesleyan 1 | |
| Apr 24, 2021 | Millikin University 7, Illinois Wesleyan 2 | |
| Apr 18, 2021 | Illinois Wesleyan 7, Elmhurst 2 | |
| Apr 17, 2021 | Wheaton (IL) 9, Illinois Wesleyan 0 | |
| Apr 10, 2021 | Carthage College 9, Illinois Wesleyan 0 | |
| Apr 03, 2021 | Augustana 8, Illinois Wesleyan 1 | |
| Mar 26, 2021 | North Central 8, Illinois Wesleyan 1 | |
| Mar 13, 2021 | Illinois Wesleyan 5, Transylvania 4 | |
| Mar 06, 2021 | Cedarville 7, Illinois Wesleyan 0 | |
| Feb 26, 2021 | Illinois Wesleyan 9, Illinois College 0 | |
| Feb 20, 2021 | Illinois Wesleyan 8, Webster University 1 | |
| Feb 20, 2021 | Principia College 9, Illinois Wesleyan 0 | |
| Feb 13, 2021 | Illinois Wesleyan 5, Loras College 4 | |
| Feb 13, 2021 | Illinois Wesleyan 7, Greenville 2 | |
| Sep 27, 2020 | Illinois Wesleyan 6, UHSP 1 | |