| 9/4/2014 | Winona State | 47 | at | Northern State (8-3,8-3) | 13 | | | |
| 9/13/2014 | Mary (5-6,5-6) | 34 | at | Winona State | 42 | | | |
| 9/20/2014 | Winona State | 33 | at | Minnesota-Crookston (0-11,0-11) | 7 | | | |
| 9/27/2014 | Minnesota-Duluth (13-1,11-1) | 28 | at | Winona State | 21 | | | |
| 10/4/2014 | Winona State | 7 | at | Wayne State NE (5-6,5-6) | 27 | | | |
| 10/9/2014 | Minnesota State-Mankato (14-1,12-0) | 44 | at | Winona State | 24 | | | |
| 10/18/2014 | Winona State | 38 | at | Upper Iowa (6-5,6-5) | 19 | | | |
| 10/25/2014 | Sioux Falls (11-1,10-1) | 41 | at | Winona State | 28 | | | |
| 11/1/2014 | Winona State | 8 | at | Augustana SD (6-5,6-5) | 33 | | | |
| 11/8/2014 | Southwest Minnesota State (3-8,3-8) | 39 | at | Winona State | 34 | | | |
| 11/15/2014 | Concordia-St Paul (5-6,5-6) | 31 | at | Winona State | 28 | | | |