| Date | Week | Home | Score | Away | Score | |
| 8/20/2021 | 1 | Poynette | 23 | Howards Grove (NC) | 22 | |
| 9/3/2021 | 3 | Prairie du Chien | 30 | Poynette | 13 | |
| 9/10/2021 | 4 | Poynette | 6 | Wisconsin Dells | 36 | |
| 9/17/2021 | 5 | Westfield | 26 | Poynette | 8 | |
| 9/24/2021 | 6 | Poynette | 26 | Adams-Friendship | 20 | 1OT |
| 10/1/2021 | 7 | Montello/Green Lake/Princeton | 0 | Poynette | 1 | |
| 10/8/2021 | 8 | Poynette | 40 | Mauston | 8 | |
| 10/15/2021 | 9 | Wautoma | 18 | Poynette | 28 | |