| NCAAB | 2019/11/30 19:00 | Chicago v Washington University | W | 85-51 |
| NCAAB | 2019/11/27 02:00 | Chicago v Wheaton | L | 80-86 |
| NCAAB | 2019/11/23 18:00 | Chicago v Depauw | L | 59-75 |
| NCAAB | 2019/11/20 01:00 | Chicago v Illinois Wesleyan | L | 74-78 |
| NCAAB | 2019/11/14 01:30 | Chicago v Lake Forest | L | 89-102 |
| NCAAB | 2019/11/10 22:00 | Millikin v Chicago | W | 75-85 |
| NCAAB | 2019/11/07 01:30 | DePaul v Chicago | L | 84-55 |
| NCAAB | 2019/12/01 20:00 | Kalamazoo v North Central (IL) | L | 60-75 |
| NCAAB | 2019/11/30 18:00 | Kalamazoo v John Carroll | L | 76-87 |
| NCAAB | 2019/11/21 00:30 | Kalamazoo v Bluffton | W | 71-67 |
| NCAAB | 2019/11/16 02:00 | Manchester College v Kalamazoo | L | 102-98 |
| NCAAB | 2019/11/09 20:00 | Kalamazoo v Ripon | L | 88-90 |