Stadium: Knapp Center Round: 1
Home Manager: Darian DeVries Away Manager: Pat Baldwin
| NCAAB | 2018/12/07 01:00 | Drake v Wisc Milwaukee | L | 75-61 |
| NCAAB | 2007/11/24 12:00 | Wisc Milwaukee v Drake | L | 59-80 |
| NCAAB | 2007/02/17 12:00 | Drake v Wisc Milwaukee | L | 84-76 |
| NCAAB | 2019/11/24 19:00 | Wisc Milwaukee v George Washington | L | 63-66 |
| NCAAB | 2019/11/23 16:00 | Morgan State v Wisc Milwaukee | W | 57-62 |
| NCAAB | 2019/11/22 19:00 | Rice v Wisc Milwaukee | L | 75-69 |
| NCAAB | 2019/11/20 01:00 | North Dakota v Wisc Milwaukee | W | 70-79 |
| NCAAB | 2019/11/16 01:00 | Kansas City v Wisc Milwaukee | W | 52-61 |
| NCAAB | 2019/11/13 01:00 | Wisconsin Lutheran v Wisc Milwaukee | W | 53-103 |
| NCAAB | 2019/11/10 00:00 | Western Michigan v Wisc Milwaukee | L | 115-110 |
| NCAAB | 2019/11/06 01:00 | Wisc Milwaukee v Concordia (WI) | W | 72-62 |
| NCAAB | 2019/11/27 18:30 | Drake v Murray State | W | 63-53 |
| NCAAB | 2019/11/26 16:00 | Northeastern v Drake | W | 56-59 |
| NCAAB | 2019/11/25 18:30 | Drake v Miami Ohio | L | 59-67 |
| NCAAB | 2019/11/22 00:30 | Lehigh v Drake | W | 58-74 |
| NCAAB | 2019/11/17 21:00 | Drake v Simpson Storm | W | 98-53 |
| NCAAB | 2019/11/14 01:00 | Kansas City v Drake | W | 58-76 |
| NCAAB | 2019/11/12 00:00 | Drake v Cincinnati | L | 59-81 |
| NCAAB | 2019/11/08 01:00 | Kennesaw State v Drake | W | 55-86 |