Stadium: Carpenter–Haygood Stadium Round: 1
| NCAAF | 2021/09/02 23:00 | Southwestern Oklahoma State Bulldogs v Henderson State Reddies | W | 13-31 |
| NCAAF | 2019/10/12 19:00 | Southwestern Oklahoma State Bulldogs v Henderson State Reddies | W | 7-35 |
| NCAAF | 2018/09/22 23:00 | Henderson State Reddies v Southwestern Oklahoma State Bulldogs | L | 31-35 |
| NCAAF | 2021/11/13 19:00 | Ouachita Baptist Tigers v Henderson State Reddies | L | 31-28 |
| NCAAF | 2021/11/06 19:00 | Oklahoma Baptist Bison v Henderson State Reddies | W | 34-36 |
| NCAAF | 2021/10/30 19:00 | Henderson State Reddies v Southern Nazarene | W | 34-3 |
| NCAAF | 2021/10/23 19:00 | Arkansas Tech Wonder Boys v Henderson State Reddies | W | 38-41 |
| NCAAF | 2021/10/16 19:00 | Henderson State Reddies v Harding Bisons | L | 21-46 |
| NCAAF | 2021/10/09 19:00 | Henderson State Reddies v East Central Tigers | W | 59-24 |
| NCAAF | 2021/10/02 19:00 | Southeastern Oklahoma State Savage Storm v Henderson State Reddies | W | 24-27 |
| NCAAF | 2021/09/25 23:00 | Henderson State Reddies v Southern Arkansas Muleriders | W | 56-49 |
| NCAAF | 2021/11/13 21:00 | Northwestern Oklahoma State Rangers v Southwestern Oklahoma State Bulldogs | L | 31-28 |
| NCAAF | 2021/11/06 19:00 | Southwestern Oklahoma State Bulldogs v Harding Bisons | L | 7-55 |
| NCAAF | 2021/10/30 22:30 | Southwestern Oklahoma State Bulldogs v Arkansas Tech Wonder Boys | L | 14-15 |
| NCAAF | 2021/10/23 19:00 | Southwestern Oklahoma State Bulldogs v East Central Tigers | L | 34-44 |
| NCAAF | 2021/10/14 23:00 | Southern Nazarene v Southwestern Oklahoma State Bulldogs | L | 30-22 |
| NCAAF | 2021/10/09 19:00 | Southwestern Oklahoma State Bulldogs v Ouachita Baptist Tigers | L | 10-30 |
| NCAAF | 2021/10/02 19:00 | Arkansas Monticello Boll Weevils v Southwestern Oklahoma State Bulldogs | L | 18-16 |
| NCAAF | 2021/09/25 23:00 | Southwestern Oklahoma State Bulldogs v Oklahoma Baptist Bison | L | 27-31 |