| 9/7/2019 | Upper Iowa | 0 | at | Augustana SD (9-3,9-2) | 52 | | | |
| 9/14/2019 | Concordia-St Paul (6-5,6-5) | 28 | at | Upper Iowa | 23 | | | |
| 9/19/2019 | Upper Iowa | 0 | at | Winona State (8-4,8-3) | 28 | | | |
| 9/28/2019 | Southwest Minnesota State (3-8,3-8) | 35 | at | Upper Iowa | 28 | | | |
| 10/5/2019 | Northern State (6-5,6-5) | 24 | at | Upper Iowa | 22 | | | |
| 10/13/2019 | Upper Iowa | 21 | at | Mary (2-9,2-9) | 27 | | | |
| 10/19/2019 | Minnesota-Crookston (0-11,0-11) | 24 | at | Upper Iowa | 45 | | | |
| 10/26/2019 | Upper Iowa | 23 | at | Minnesota-Duluth (8-3,8-3) | 13 | | | |
| 11/2/2019 | Sioux Falls (8-4,8-3) | 47 | at | Upper Iowa | 10 | | | |
| 11/9/2019 | Upper Iowa | 0 | at | Wayne State NE (4-7,4-7) | 62 | | | |
| 11/16/2019 | Minnesota State-Mankato (14-1,11-0) | 73 | at | Upper Iowa | 21 | | | |