Stadium: Nat Holman Gymnasium Round: 1
| NCAAB | 2019/12/12 00:00 | Hunter College v City College of New York | W | 68-75 |
| NCAAB | 2019/12/08 17:00 | Suny Maritime v City College of New York | L | 82-72 |
| NCAAB | 2019/12/07 01:00 | City College of New York v John Jay | L | 74-76 |
| NCAAB | 2019/12/05 00:00 | Mount Saint Vincent v City College of New York | W | 70-74 |
| NCAAB | 2019/12/04 00:30 | Staten Island v City College of New York | L | 80-67 |
| NCAAB | 2019/11/30 18:00 | St Joseph's (Brkln) v City College of New York | L | 80-65 |
| NCAAB | 2019/11/27 00:00 | Conn College v City College of New York | L | 83-81 |
| NCAAB | 2019/11/23 21:30 | City College of New York v Rutgers-Camden | L | 68-73 |
| NCAAB | 2019/12/17 23:00 | Cal Tech v Chicago | W | 68-76 |
| NCAAB | 2019/12/07 21:00 | Chicago v Kalamazoo | W | 100-84 |
| 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 |