Estádio: Centro Atlético de Gerald Ratner Round: 1
| NCAAB | 2019/11/27 02:00 | Chicago v Wheaton | L | 80-86 |
| NCAAB | 2019/11/23 18:00 | Chicago v Depauw Tigers | L | 59-75 |
| NCAAB | 2019/11/20 01:00 | Chicago v Illinois Wesleyan Titans | L | 74-78 |
| NCAAB | 2019/11/14 01:30 | Chicago v Lake Forest Foresters | L | 89-102 |
| NCAAB | 2019/11/10 22:00 | Millikin Big Blue v Chicago | W | 75-85 |
| NCAAB | 2019/11/07 01:30 | DePaul v Chicago | L | 84-55 |
| NCAAB | 2019/11/23 19:00 | Washington University v Harrisburg Lions do Estado de Penn | L | 78-85 |
| NCAAB | 2019/11/21 19:00 | Washington University v Cairn | W | 83-75 |
| NCAAB | 2019/11/17 19:00 | Washington University v Yeshiva Maccabees | L | 68-78 |
| NCAAB | 2019/11/10 21:00 | Washington University v Navy | L | 56-87 |
| NCAAB | 2019/11/09 19:00 | Randolph Macon Yellow Jackets v Washington University | L | 74-47 |
| NCAAB | 2019/11/09 00:00 | St Mary's v Washington University | W | 75-77 |
| NCAAB | 2019/11/05 22:00 | Washington University v Howard | W | 71-68 |
| NCAAB | 2019/01/03 00:00 | Washington University v High Point | L | 60-101 |