| 1 | Mon Nov 3 | at Loyola Chicago | L88-91 | 0-1 | .000 | - | ESPN+ | Joseph J. Gentile Arena · Chicago, IL |
| 2 | Thu Nov 6 | vsTBD | W71-70 | 1-1 | .500 | - | ESPN+ | Wolstein Center · Cleveland, OH |
| 3 | Mon Nov 10 | atNorthwestern | L63-110 | 1-2 | .333 | - | BTN | Welsh-Ryan Arena · Evanston, IL |
| 4 | Sat Nov 15 | vsKent State | L95-102 | 1-3 | .250 | - | | Wolstein Center · Cleveland, OH |
| 5 | Sun Nov 16 | vsRadford | W87-82 | 2-3 | .400 | - | | Wolstein Center · Cleveland, OH |
| 6 | Wed Nov 19 | vsValparaiso | L75-90 | 2-4 | .333 | - | ESPN+ | Wolstein Center · Cleveland, OH |
| 7 | Sat Nov 22 | atKent State | L71-91 | 2-5 | .286 | - | ESPN+ | M.A.C. Center · Kent, OH |
| 8 | Tue Nov 25 | vsTBD | W109-56 | 3-5 | .375 | - | ESPN+ | Wolstein Center · Cleveland, OH |
| 9 | Fri Nov 28 | atMissouri | L59-86 | 3-6 | .333 | - | SECN+ | Mizzou Arena · Columbia, MO |
| 10 | Wed Dec 3 | atN Kentucky | L80-95 | 3-7 | .300 | - | ESPN+ | Truist Arena · Highland Heights, KY |
| 11 | Sat Dec 6 | vsDetroit Mercy | L59-71 | 3-8 | .273 | - | ESPN+ | Wolstein Center · Cleveland, OH |
| 12 | Sun Dec 14 | vsTBD | W96-52 | 4-8 | .333 | - | ESPN+ | Wolstein Center · Cleveland, OH |
| 13 | Wed Dec 17 | atUAB | L77-101 | 4-9 | .308 | - | ESPN+ | Bartow Arena · Birmingham, AL |
| 14 | Sun Dec 21 | vsMilwaukee | L71-81 | 4-10 | .286 | - | ESPN+ | Wolstein Center · Cleveland, OH |
| 15 | Mon Dec 29 | vsIU Indy | W99-86 | 5-10 | .333 | - | ESPN+ | Wolstein Center · Cleveland, OH |
| 16 | Sun Jan 4 | atPurdue FW | L71-74 | 5-11 | .313 | - | ESPN+ | Allen County War Memorial Coliseum · Fort Wayne, IN |
| 17 | Fri Jan 9 | atOakland | L74-97 | 5-12 | .294 | - | ESPN+ | Athletics Center O'rena · Rochester, MI |
| 18 | Sun Jan 11 | atDetroit Mercy | L84-94 | 5-13 | .278 | - | ESPN+ | Calihan Hall · Detroit, MI |
| 19 | Thu Jan 15 | vsGreen Bay | L73-88 | 5-14 | .263 | - | ESPN+ | Wolstein Center · Cleveland, OH |
| 20 | Sat Jan 17 | vsYoungstown St | W80-78 | 6-14 | .300 | - | ESPN+ | Wolstein Center · Cleveland, OH |
| 21 | Wed Jan 21 | atWright St | W85-79 | 7-14 | .333 | - | ESPN+ | Nutter Center · Dayton, OH |
| 22 | Fri Jan 30 | atGreen Bay | W89-82 | 8-14 | .364 | - | ESPN+ | Resch Center · Ashwaubenon, WI |
| 23 | Sun Feb 1 | atMilwaukee | W90-88 | 9-14 | .391 | - | ESPN+ | UW-Milwaukee Panther Arena · Milwaukee, WI |
| 24 | Wed Feb 4 | vsOakland | W91-78 | 10-14 | .417 | - | ESPN+ | Wolstein Center · Cleveland, OH |
| 25 | Sat Feb 7 | atIU Indy | L74-82 | 10-15 | .400 | - | ESPN+ | Indiana Farmers Coliseum · Indianapolis, IN |
| 26 | Thu Feb 12 | vsRobert Morris | L68-85 | 10-16 | .385 | - | ESPN+ | Wolstein Center · Cleveland, OH |
| 27 | Sun Feb 15 | vsWright St | L90-102 | 10-17 | .370 | - | ESPN+ | Wolstein Center · Cleveland, OH |
| 28 | Wed Feb 18 | atYoungstown St | L82-106 | 10-18 | .357 | - | ESPN+ | Beeghly Center · Youngstown, OH |
| 29 | Sun Feb 22 | vsPurdue FW | L86-92 | 10-19 | .345 | - | ESPN+ | Wolstein Center · Cleveland, OH |
| 30 | Wed Feb 25 | vsN Kentucky | L70-81 | 10-20 | .333 | - | ESPN+ | Wolstein Center · Cleveland, OH |
| 31 | Sat Feb 28 | atRobert Morris | L64-83 | 10-21 | .323 | - | ESPN+ | UPMC Events Center · Moon Township, PA |
