| Date | Week | Home | Score | Away | Score | |
| 9/1/2023 | 3 | Montello/Green Lake/Princeton | 0 | Poynette | 1 | |
| 9/8/2023 | 4 | Montello/Green Lake/Princeton | 0 | Adams-Friendship | 1 | |
| 9/15/2023 | 5 | Wautoma | 1 | Montello/Green Lake/Princeton | 0 | |
| 9/22/2023 | 6 | Montello/Green Lake/Princeton | 0 | Wisconsin Dells | 1 | |
| 9/29/2023 | 7 | Mauston | 1 | Montello/Green Lake/Princeton | 0 | |
| 10/6/2023 | 8 | Westfield | 1 | Montello/Green Lake/Princeton | 0 | |
| 10/13/2023 | 9 | Prairie du Chien | 1 | Montello/Green Lake/Princeton | 0 | |