Stadium: DeSimone Gymnasium Round: 1
| NCAAB | 2019/11/10 01:30 | Illinois Springfield v Wisconsin-Parkside | L | 78-70 |
| NCAAB | 2019/11/08 23:30 | Lindenwood v Wisconsin-Parkside | L | 75-74 |
| NCAAB | 2019/03/01 01:00 | Wisconsin-Parkside v Purdue Northwest | W | 74-72 |
| NCAAB | 2019/02/23 21:00 | Ferris State v Wisconsin-Parkside | W | 59-66 |
| NCAAB | 2019/02/22 01:30 | Wisconsin-Parkside v Lake Superior State | W | 60-58 |
| NCAAB | 2019/02/16 20:00 | Ashland v Wisconsin-Parkside | L | 68-64 |
| NCAAB | 2019/02/15 00:30 | Wisconsin-Parkside v Wayne St | L | 70-71 |
| NCAAB | 2019/02/09 20:00 | Grand Valley State v Wisconsin-Parkside | W | 79-80 |
| NCAAB | 2019/11/10 00:00 | Hillsdale Chargers v Oakland City | W | 105-54 |
| NCAAB | 2019/11/08 17:30 | Hillsdale Chargers v Southern Indiana | L | 73-82 |
| NCAAB | 2019/03/02 20:00 | Hillsdale Chargers v Kentucky Wesleyan | L | 61-76 |
| NCAAB | 2019/02/22 00:30 | Ohio Valley v Hillsdale Chargers | W | 48-79 |
| NCAAB | 2019/02/02 20:00 | Hillsdale Chargers v Cedarville | W | 79-66 |
| NCAAB | 2019/01/25 01:45 | Kentucky Wesleyan v Hillsdale Chargers | W | 47-57 |
| NCAAB | 2019/01/11 00:30 | Hillsdale Chargers v Ohio Valley | W | 80-60 |
| NCAAB | 2019/01/05 17:00 | Davis & Elkins v Hillsdale Chargers | W | 60-69 |