Southwest Wisconsin Activities
| Date | Week | Home | Score | Away | Score | |
| 8/21/2026 | 1 | Iowa-Grant (NC) | 20 | Fennimore | 26 | |
| 8/28/2026 | 2 | Fennimore | 63 | Boscobel (NC) | 18 | |
| 9/4/2026 | 3 | River Valley | 7 | Fennimore | 42 | |
| 9/11/2026 | 4 | Fennimore | 28 | Benton/Scales Mound (IL)/Shullsburg | 31 | 2OT |
| 9/18/2026 | 5 | Cuba City | 20 | Fennimore | 13 | |
| 9/25/2026 | 6 | Fennimore | | Darlington | | |
| 10/2/2026 | 7 | Mineral Point | | Fennimore | | |
| 10/9/2026 | 8 | Fennimore | | New Glarus | | |
| 10/16/2026 | 9 | Southwestern/East Dubuque (IL) | | Fennimore | | |