| 8/30/2018 | Winona State | 41 | at | Wayne State NE (3-8,3-8) | 28 | | | |
| 9/8/2018 | Sioux Falls (7-4,7-4) | 15 | at | Winona State | 16 | | | |
| 9/15/2018 | Winona State | 33 | at | Upper Iowa (3-8,3-8) | 34 | | | |
| 9/22/2018 | Minnesota State-Mankato (13-1,11-0) | 31 | at | Winona State | 21 | | | |
| 9/29/2018 | Winona State | 22 | at | Northern State (4-7,4-7) | 15 | | | |
| 10/6/2018 | Mary (1-10,1-10) | 13 | at | Winona State | 54 | | | |
| 10/13/2018 | Winona State | 51 | at | Minnesota-Crookston (1-10,1-10) | 13 | | | |
| 10/20/2018 | Minnesota-Duluth (11-1,11-0) | 37 | at | Winona State | 17 | | | |
| 10/27/2018 | Southwest Minnesota State (4-7,4-7) | 26 | at | Winona State | 38 | | | |
| 11/3/2018 | Winona State | 34 | at | Augustana SD (7-4,7-4) | 20 | | | |
| 11/10/2018 | Concordia-St Paul (5-6,5-6) | 20 | at | Winona State | 24 | | | |