Stadium: Frank "Muddy" Waters Stadium Round: 1
| NCAAF | 2019/10/26 18:30 | Hillsdale Chargers v Kentucky Wesleyan | W | 41-14 |
| NCAAF | 2018/10/27 17:00 | Hillsdale Chargers v Kentucky Wesleyan | W | 34-0 |
| NCAAF | 2021/10/30 17:00 | Ashland Eagles v Hillsdale Chargers | L | 28-17 |
| NCAAF | 2021/10/23 16:00 | Findlay Oilers v Hillsdale Chargers | W | 29-34 |
| NCAAF | 2021/10/16 17:00 | Hillsdale Chargers v Lake Erie | L | 14-33 |
| NCAAF | 2021/10/09 18:00 | Hillsdale Chargers v Walsh U. Cavaliers | W | 20-3 |
| NCAAF | 2021/10/02 20:00 | Tiffin Dragons v Hillsdale Chargers | W | 21-24 |
| NCAAF | 2021/09/25 20:00 | Hillsdale Chargers v Missouri S&t Miners | W | 38-31 |
| NCAAF | 2021/09/18 17:00 | Truman Bulldogs v Hillsdale Chargers | L | 38-24 |
| NCAAF | 2021/09/11 23:00 | Hillsdale Chargers v Indianapolis Greyhounds | L | 31-35 |
| NCAAF | 2021/10/30 19:00 | Lake Erie v Kentucky Wesleyan | L | 38-28 |
| NCAAF | 2021/10/23 16:00 | Kentucky Wesleyan v Tiffin Dragons | L | 28-34 |
| NCAAF | 2021/10/16 17:00 | Walsh U. Cavaliers v Kentucky Wesleyan | W | 13-23 |
| NCAAF | 2021/10/09 17:00 | Findlay Oilers v Kentucky Wesleyan | L | 31-19 |
| NCAAF | 2021/10/02 17:00 | Kentucky Wesleyan v Ohio Dominican Panthers | L | 30-32 |
| NCAAF | 2021/09/25 16:00 | Kentucky Wesleyan v William Jewell College Cardinals | W | 41-21 |
| NCAAF | 2021/09/19 00:00 | Kentucky Wesleyan v Lindenwood | L | 34-56 |
| NCAAF | 2021/09/11 17:00 | Kentucky Thorobreds v Kentucky Wesleyan | W | 25-26 |