Stadium: SUNY Cortland Stadium Complex Round: 1
| NCAAF | 2021/11/27 17:00 | Cortland Red Dragons v Rpi Engineers | L | 14-21 |
| NCAAF | 2021/11/20 17:00 | Cortland Red Dragons v Springfield Pride | W | 26-21 |
| NCAAF | 2021/11/13 17:00 | Ithaca Bombers v Cortland Red Dragons | L | 28-27 |
| NCAAF | 2021/11/06 17:00 | St John Fisher Cardinals v Cortland Red Dragons | W | 3-55 |
| NCAAF | 2021/10/30 17:00 | Cortland Red Dragons v Alfred Saxons | W | 47-3 |
| NCAAF | 2021/10/23 17:00 | Cortland Red Dragons v Utica Pioneers | W | 45-0 |
| NCAAF | 2021/10/16 17:00 | Hartwick Hawks v Cortland Red Dragons | W | 3-48 |
| NCAAF | 2021/10/09 16:00 | Cortland Red Dragons v Brockport Golden Eagles | W | 31-10 |
| NCAAF | 2021/11/13 18:00 | Wittenberg Tigers v Wooster Scots | W | 44-29 |
| NCAAF | 2021/11/06 17:00 | Wabash Little Giants v Wittenberg Tigers | W | 14-35 |
| NCAAF | 2021/10/30 17:00 | Allegheny Gators v Wittenberg Tigers | W | 19-29 |
| NCAAF | 2021/10/23 22:00 | Wittenberg Tigers v Kenyon Lords | W | 38-14 |
| NCAAF | 2021/10/16 19:00 | Oberlin Yeomen v Wittenberg Tigers | W | 27-44 |
| NCAAF | 2021/10/09 18:00 | Wittenberg Tigers v Depauw Tigers | L | 14-17 |
| NCAAF | 2021/10/02 18:00 | Ohio Wesleyan Battling Bishops v Wittenberg Tigers | W | 23-24 |
| NCAAF | 2021/09/25 23:00 | Denison Big Red v Wittenberg Tigers | L | 21-16 |