| 1 | Tue Nov 4 | at Valparaiso | L63-66 | 0-1 | .000 | - | ESPN+ | Athletics-Recreation Center · Valparaiso, IN |
| 2 | Fri Nov 7 | vsNicholls | W65-57 | 1-1 | .500 | - | ESPN+ | Lantz Arena · Charleston, IL |
| 3 | Tue Nov 11 | atNotre Dame | L58-78 | 1-2 | .333 | - | ACC Extra | Purcell Pavilion · South Bend, IN |
| 4 | Fri Nov 14 | at9Kentucky | L53-99 | 1-3 | .250 | - | SECN+ | Rupp Arena · Lexington, KY |
| 5 | Wed Nov 19 | vsTBD | W62-50 | 2-3 | .400 | - | ESPN+ | Lantz Arena · Charleston, IL |
| 6 | Tue Nov 25 | atC Arkansas | L60-81 | 2-4 | .333 | - | ESPN+ | Farris Center · Conway, AR |
| 7 | Fri Nov 28 | at1Purdue | L62-109 | 2-5 | .286 | - | BTN | Mackey Arena · West Lafayette, IN |
| 8 | Mon Dec 1 | vsTBD | PPD | 12-19 | .387 | - | | Lantz Arena · Charleston, IL |
| 9 | Sat Dec 6 | vsLindenwood | L74-82 | 2-6 | .250 | - | ESPN+ | Lantz Arena · Charleston, IL |
| 10 | Wed Dec 10 | vsE Kentucky | L59-68 | 2-7 | .222 | - | ESPN+ | Lantz Arena · Charleston, IL |
| 11 | Sun Dec 14 | at4Iowa State | L53-78 | 2-8 | .200 | - | ESPN+ | James H. Hilton Coliseum · Ames, IA |
| 12 | Thu Dec 18 | vsSIUE | W76-72 (OT) | 3-8 | .273 | - | ESPN+ | Lantz Arena · Charleston, IL |
| 13 | Mon Dec 22 | vsTBD | W110-56 | 4-8 | .333 | - | ESPN+ | Lantz Arena · Charleston, IL |
| 14 | Thu Jan 1 | atSE Missouri St | L59-68 | 4-9 | .308 | - | ESPN+ | Show Me Center · Cape Girardeau, MO |
| 15 | Sat Jan 3 | atUT Martin | L61-65 | 4-10 | .286 | - | ESPN+ | Kathleen and Tom Elam Center · Martin, TN |
| 16 | Thu Jan 8 | vsTennessee Tech | W71-61 | 5-10 | .333 | - | ESPN+ | Lantz Arena · Charleston, IL |
| 17 | Sat Jan 10 | vsTennessee St | W74-70 | 6-10 | .375 | - | ESPN+ | Lantz Arena · Charleston, IL |
| 18 | Tue Jan 13 | vsW Illinois | W57-55 | 7-10 | .412 | - | ESPN+ | Lantz Arena · Charleston, IL |
| 19 | Thu Jan 15 | atLittle Rock | L63-74 | 7-11 | .389 | - | ESPN+ | Jack Stephens Center · Little Rock, AR |
| 20 | Sun Jan 18 | vsTBD | W105-49 | 8-11 | .421 | - | ESPN+ | Lantz Arena · Charleston, IL |
| 21 | Thu Jan 22 | atSo Indiana | W59-51 (OT) | 9-11 | .450 | - | ESPN+ | Screaming Eagles Arena · Evansville, IN |
| 22 | Sat Jan 24 | atMorehead St | L68-73 | 9-12 | .429 | - | ESPN+ | Ellis T. Johnson Arena · Morehead, KY |
| 23 | Thu Jan 29 | vsUT Martin | L68-76 | 9-13 | .409 | - | ESPN+ | Lantz Arena · Charleston, IL |
| 24 | Sat Jan 31 | vsSE Missouri St | L59-77 | 9-14 | .391 | - | ESPN+ | Lantz Arena · Charleston, IL |
| 25 | Thu Feb 5 | atTennessee St | L68-77 | 9-15 | .375 | - | ESPN+ | Gentry Center · Nashville, TN |
| 26 | Sat Feb 7 | atTennessee Tech | W60-54 | 10-15 | .400 | - | ESPN+ | Hooper Eblen Center · Cookeville, TN |
| 27 | Tue Feb 10 | atW Illinois | L70-79 | 10-16 | .385 | - | ESPN+ | LeRoy A. Ufkes Court at Western Hall · Macomb, IL |
| 28 | Sat Feb 14 | vsLittle Rock | W78-72 | 11-16 | .407 | - | ESPN+ | Lantz Arena · Charleston, IL |
| 29 | Thu Feb 19 | vsMorehead St | L70-73 | 11-17 | .393 | - | ESPN+ | Lantz Arena · Charleston, IL |
| 30 | Sat Feb 21 | vsSo Indiana | L68-70 | 11-18 | .379 | - | ESPN+ | Lantz Arena · Charleston, IL |
| 31 | Thu Feb 26 | atLindenwood | W71-67 | 12-18 | .400 | - | ESPN+ | placeholder · sf, ca |
| 32 | Sat Feb 28 | atSIUE | L50-77 | 12-19 | .387 | - | ESPN+ | First Community Arena at the Vadalabene Center · Edwardsville, IL |
