Stadium: Bob Young Field Round: 1
| NCAAF | 2019/09/14 18:00 | Sioux Falls Cougars v Winona State Warriors | W | 34-12 |
| NCAAF | 2018/09/08 18:00 | Winona State Warriors v Sioux Falls Cougars | L | 16-15 |
| NCAAF | 2021/10/16 18:00 | Sioux Falls Cougars v University of Mary Marauders | W | 34-14 |
| NCAAF | 2021/10/09 22:00 | Southwest Minnesota State Mustangs v Sioux Falls Cougars | W | 7-35 |
| NCAAF | 2021/10/02 18:00 | Sioux Falls Cougars v Augustana Vikings | W | 28-26 |
| NCAAF | 2021/09/25 23:00 | Northern State Wolves v Sioux Falls Cougars | L | 41-10 |
| NCAAF | 2021/09/18 18:00 | Sioux Falls Cougars v Concordia University Golden Bears | W | 50-14 |
| NCAAF | 2021/09/11 18:00 | Minot State Beavers v Sioux Falls Cougars | W | 10-49 |
| NCAAF | 2021/09/02 23:00 | Sioux Falls Cougars v Bemidji State Beavers | L | 16-24 |
| NCAAF | 2019/11/23 19:00 | Colorado School of Mines v Sioux Falls Cougars | L | 24-21 |
| NCAAF | 2021/10/16 18:00 | Winona State Warriors v Southwest Minnesota State Mustangs | W | 26-14 |
| NCAAF | 2021/10/09 19:00 | Winona State Warriors v Northern State Wolves | L | 49-52 |
| NCAAF | 2021/10/02 18:00 | Wayne State Wildcats v Winona State Warriors | L | 38-21 |
| NCAAF | 2021/09/25 19:00 | University of Mary Marauders v Winona State Warriors | W | 38-48 |
| NCAAF | 2021/09/18 18:00 | Winona State Warriors v Minnesota Duluth Bulldogs | L | 23-29 |
| NCAAF | 2021/09/11 17:00 | Minnesota State University Moorhead Dragons v Winona State Warriors | W | 13-27 |
| NCAAF | 2021/09/03 00:00 | Winona State Warriors v Concordia University Golden Bears | W | 47-6 |
| NCAAF | 2019/11/16 18:00 | Concordia University Golden Bears v Winona State Warriors | W | 10-20 |