Stadium: Jones Convocation Center Round: 1
Home Manager: Lance Irvin Away Manager: Boomer Roberts
| NCAAB | 2019/11/16 19:00 | Chicago St v Purdue | L | 49-93 |
| NCAAB | 2019/11/13 01:00 | Chicago St v Eastern Illinois | L | 34-98 |
| NCAAB | 2019/11/09 20:00 | Loyola Maryland v Chicago St | L | 98-85 |
| NCAAB | 2019/11/06 01:05 | Chicago St v Judson | W | 103-60 |
| NCAAB | 2019/03/14 19:00 | Chicago St v New Mexico State | L | 49-86 |
| NCAAB | 2019/03/09 20:05 | Kansas City v Chicago St | L | 76-61 |
| NCAAB | 2019/03/02 20:05 | New Mexico State v Chicago St | L | 92-58 |
| NCAAB | 2019/03/01 01:05 | UT-Rio Grande Valley v Chicago St | L | 82-77 |
| NCAAB | 2019/11/16 00:00 | Purdue Northwest v Illinois Springfield | L | 85-97 |
| NCAAB | 2019/11/09 16:00 | Purdue Northwest v Rockhurst | W | 71-67 |
| NCAAB | 2019/11/08 18:00 | William Jewel v Purdue Northwest | L | 96-77 |
| NCAAB | 2019/03/01 01:00 | Wisconsin-Parkside v Purdue Northwest | L | 74-72 |
| NCAAB | 2019/02/16 20:00 | Purdue Northwest v Wayne St | L | 74-90 |
| NCAAB | 2019/02/14 23:30 | Ashland v Purdue Northwest | L | 84-56 |
| NCAAB | 2019/02/09 20:00 | Davenport University v Purdue Northwest | L | 86-69 |
| NCAAB | 2019/02/08 01:00 | Grand Valley State v Purdue Northwest | W | 74-78 |