| Date | Location | Result | |
| 03/28/21 | Pittsburgh, PA | Hiram 84, Carnegie Mellon 74 | |
| 03/26/21 | Hiram, OH | Carnegie Mellon 93, Hiram 80 | |
| 03/14/21 | Hiram, OH | Ohio Wesleyan 84, Hiram 82 | |
| 3/11/21 | Branch Rickey Arena; | Ohio Wesleyan 63, Hiram 55 | |
| 03/10/21 | Crawfordsville, IN | Wabash 91, Denison 79 | |
| 03/06/21 | Springfield, OH | Denison 71, Wittenberg 52 | |
| 03/06/21 | Wooster, OH | Wooster 75, Ohio Wesleyan 71 | |
| 03/06/21 | Greencastle, IN | DePauw 70, Wabash 53 | |
| 03/04/21 | Crawfordsville, IN | DePauw 84, Wabash 70 | |
| 3/4/21 | Branch Rickey Arena; | Ohio Wesleyan 83, Wooster 66 | |
| 03/04/21 | Granville, OH | Wittenberg 89, Denison 88 | |
| 02/27/21 | Springfield, OH | DePauw 76, Wittenberg 53 | |
| 2/27/21 | Branch Rickey Arena; | Wabash 93, Ohio Wesleyan 88 | |
| 02/27/21 | Granville, OH | Denison 92, Wooster 76 | |
| 02/26/21 | Wooster, OH | Wooster 72, Denison 59 | |
| 02/25/21 | Crawfordsville, IN | Wabash 65, Ohio Wesleyan 55 | |
| 02/25/21 | Greencastle, IN | DePauw 76, Wittenberg 45 | |
| 02/20/21 | Wooster, OH | Wooster 106, Wabash 101 | |
| 2/20/21 | Branch Rickey Arena; | Ohio Wesleyan 58, Wittenberg 48 | |
| 02/20/21 | Greencastle, IN | DePauw 71, Denison 58 | |
| 2/18/21 | Springfield, OH | Ohio Wesleyan 66, Wittenberg 53 | |
| 02/18/21 | Granville, OH | Denison 84, DePauw 66 | |
| 02/17/21 | Lisle, IL | Benedictine 76, Wabash 59 | |
| 02/14/21 | Wooster, OH | DePauw 95, Wooster 85 | |
| 02/14/21 | Springfield, OH | Wabash 76, Wittenberg 74 | |
| 02/13/21 | Wooster, OH | DePauw 100, Wooster 97 | |
| 02/13/21 | Crawfordsville, IN | Wabash 94, Wittenberg 65 | |
| 02/13/21 | Granville, OH | Denison 63, Ohio Wesleyan 57 | |
| 2/11/21 | Branch Rickey Arena; | Ohio Wesleyan 50, Denison 45 | |
| 02/10/21 | Crawfordsville, IN | Wabash 76, Concordia-Chicago 70 | |
| 02/07/21 | Granville, OH | Denison 66, Wabash 63 | |
| 02/06/21 | Greencastle, IN | DePauw 89, Ohio Wesleyan 56 | |
| 2/4/21 | Branch Rickey Arena; | DePauw 76, Ohio Wesleyan 67 | |
| 01/30/21 | Crawfordsville, IN | DePauw 86, Wabash 75 | |
| 01/25/21 | River Forest, IL | DePauw 83, Concordia-Chicago 47 | |
| 01/16/21 | Greencastle, IN | DePauw 148, Greenville 102 |