Stadium: Dorman Gymnasium Round: 1
| NCAAB | 2020/01/25 01:30 | Sioux Falls Cougars v Upper Iowa | W | 60-68 |
| NCAAB | 2019/02/17 00:00 | Sioux Falls Cougars v Upper Iowa | L | 80-60 |
| NCAAB | 2019/01/26 01:30 | Upper Iowa v Sioux Falls Cougars | L | 72-81 |
| NCAAB | 2020/02/15 01:30 | Upper Iowa v Southwest Minnesota State | W | 63-55 |
| NCAAB | 2020/02/08 23:30 | Minot State v Upper Iowa | W | 71-94 |
| NCAAB | 2020/02/08 01:30 | University of Mary Marauders v Upper Iowa | L | 85-71 |
| NCAAB | 2020/02/01 23:30 | Upper Iowa v Minnesota Duluth | W | 84-79 |
| NCAAB | 2020/02/01 01:30 | Upper Iowa v St Cloud State Huskies | L | 62-79 |
| NCAAB | 2020/01/26 00:00 | Southwest Minnesota State v Upper Iowa | W | 77-80 |
| NCAAB | 2020/01/25 01:30 | Sioux Falls Cougars v Upper Iowa | W | 60-68 |
| NCAAB | 2020/01/18 23:30 | Upper Iowa v Minnesota Crookston Golden Eagles | W | 102-94 |
| NCAAB | 2020/02/15 01:30 | Winona State Warriors v Sioux Falls Cougars | W | 49-51 |
| NCAAB | 2020/02/08 23:30 | Sioux Falls Cougars v MSU Moorhead | W | 79-68 |
| NCAAB | 2020/02/08 01:30 | Sioux Falls Cougars v Northern State | W | 68-61 |
| NCAAB | 2020/02/01 23:30 | Minnesota Crookston Golden Eagles v Sioux Falls Cougars | W | 62-77 |
| NCAAB | 2020/02/01 01:30 | Bemidji State v Sioux Falls Cougars | W | 54-66 |
| NCAAB | 2020/01/25 23:30 | Sioux Falls Cougars v Winona State Warriors | W | 87-85 |
| NCAAB | 2020/01/25 01:30 | Sioux Falls Cougars v Upper Iowa | L | 60-68 |
| NCAAB | 2020/01/18 23:30 | Minot State v Sioux Falls Cougars | L | 69-66 |