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| Date | Location | Result | |
| 03/07/20 | DeVos Fieldhouse (Holland, Mich.) | Hope 72, Illinois Wesleyan 69 | Box score |
| 03/06/20 | DeVos Fieldhouse (Holland, Mich.) | Illinois Wesleyan 76, Berea 50 | Box score |
| 2/29/20 | King Arena (Wheaton, Ill.) | Illinois Wesleyan 84, Wheaton (IL) 76 | Box score |
| 2/28/20 | King Arena (Wheaton, Ill.) | Illinois Wesleyan 76, Augustana (IL) 75 (OT) | Box score |
| 02/22/20 | Tarble Arena (Kenosha, Wis.) | Illinois Wesleyan 70, Carthage 62 | Box score |
| 02/19/20 | Shirk Center (Bloomington, Ill.) | Ill. Wesleyan 90, North Central (IL) 63 | Box score |
| 2/15/20 | King Arena (Wheaton, Ill.) | Wheaton (IL) 80, Illinois Wesleyan 72 | Box score |
| 02/12/20 | Griswold Center (Decatur, Ill.) | Millikin 75, Illinois Wesleyan 71 | Box score |
| 02/08/20 | Shirk Center (Bloomington, Ill.) | Illinois Wesleyan 83, Augustana (IL) 57 | Box score |
| 02/06/20 | Shirk Center (Bloomington, Ill.) | Illinois Wesleyan 85, Elmhurst 67 | Box score |
| 02/01/20 | Bloomington, IL | Illinois Wesleyan 73, Carroll (WI) 57 | Box score |
| 1/29/20 | North Park Gym (Chicago, Ill.) | North Park 77, Illinois Wesleyan 64 | Box score |
| 01/22/20 | Shirk Center (Bloomington, Ill.) | Wheaton (IL) 62, Illinois Wesleyan 59 | Box score |
| 01/18/20 | Von Male Fieldhouse (Waukesha, Wis.) | Illinois Wesleyan 83, Carroll (WI) 69 | Box score |
| 01/15/20 | R.A. Faganel Hall (Elmhurst, Ill.) | Illinois Wesleyan 71, Elmhurst 46 | Box score |
| 01/08/20 | Shirk Center (Bloomington, Ill.) | Illinois Wesleyan 82, North Park 51 | Box score |
| 01/04/20 | Shirk Center (Bloomington, Ill.) | Illinois Wesleyan 86, Millikin 81 | Box score |
| 12/28/19 | Mary Hardin-Baylor 67, Illinois Wesleyan 55 | Box score | |
| 12/15/19 | Carver Center (Rock Island, Ill.) | Augustana (IL) 86, Illinois Wesleyan 80 | Box score |
| 12/09/19 | Illinois Wesleyan 73, Wis.-Stevens Point 61 | Box score | |
| 12/07/19 | Bloomington, Ill. | Illinois Wesleyan 62, Carthage 61 | Box score |
| 12/4/19 | Naperville, Ill. (Gregory Arena) | Illinois Wesleyan 94, North Central 49 | Box score |
| 12/01/19 | St. Louis, Mo. (WU Field House) | DePauw 69, Illinois Wesleyan 67 | Box score |
| 11/30/19 | St. Louis, Mo. (WU Field House) | Illinois Wesleyan 68, Rose Hulman 34 | Box score |
| 11/23/19 | Kachel Gymnasium (Whitewater, Wis.) | Wis.-Whitewater 67, Illinois Wesleyan 55 | Box score |
| 11/16/19 | Mulva Sports Center - De Pere, Wis. | Illinois Wesleyan 60, Calvin Univ. 44 | Box score |
| 11/15/19 | Mulva Sports Center - De Pere, Wis. | Illinois Wesleyan 84, UW-Stout 75 | Box score |
| 11/12/19 | Chicago, Ill. | Illinois Wesleyan 89, Univ. of Chicago 82 | Box score |
| 11/09/19 | University Park, Ill. (The ARC) | Illinois Wesleyan 78, Governors State 71 | Box score |