Stadium: Bob Young Field Round: 1
| NCAAF | 2019/09/05 23:00 | Concordia University Golden Bears v Sioux Falls Cougars | L | 41-17 |
| NCAAF | 2018/11/10 19:00 | Sioux Falls Cougars v Wayne State Wildcats | W | 26-7 |
| NCAAF | 2018/11/03 17:00 | Minnesota State Mankato Mavericks v Sioux Falls Cougars | L | 31-21 |
| NCAAF | 2018/10/27 18:00 | Sioux Falls Cougars v Upper Iowa | W | 34-7 |
| NCAAF | 2018/10/20 19:00 | Minnesota State University Moorhead Dragons v Sioux Falls Cougars | W | 21-55 |
| NCAAF | 2018/10/13 18:00 | Sioux Falls Cougars v St Cloud State Huskies | L | 27-30 |
| NCAAF | 2018/10/06 19:00 | Bemidji State Beavers v Sioux Falls Cougars | L | 25-21 |
| NCAAF | 2018/09/29 18:00 | Sioux Falls Cougars v Minot State Beavers | W | 56-14 |
| NCAAF | 2019/09/07 18:00 | Winona State Warriors v Wayne State Wildcats | W | 37-20 |
| NCAAF | 2018/11/10 19:00 | Winona State Warriors v Concordia University Golden Bears | W | 24-20 |
| NCAAF | 2018/11/03 18:00 | Augustana Vikings v Winona State Warriors | W | 20-34 |
| NCAAF | 2018/10/27 18:00 | Winona State Warriors v Southwest Minnesota State Mustangs | W | 38-26 |
| NCAAF | 2018/10/20 18:00 | Winona State Warriors v Minnesota Duluth Bulldogs | L | 17-37 |
| NCAAF | 2018/10/13 18:00 | Minnesota Crookston Golden Eagles v Winona State Warriors | W | 13-51 |
| NCAAF | 2018/10/06 19:00 | Winona State Warriors v University of Mary Marauders | W | 54-13 |
| NCAAF | 2018/09/29 19:30 | Northern State Wolves v Winona State Warriors | W | 15-22 |