| Date | Week | Home | Score | Away | Score | |
| 8/21/2026 | 1 | Southwestern/East Dubuque (IL) | 20 | Black Hawk/Warren (IL) (NC) | 38 | |
| 8/28/2026 | 2 | Galena, IL (NC) | 41 | Southwestern/East Dubuque (IL) | 14 | |
| 9/4/2026 | 3 | Benton/Scales Mound (IL)/Shullsburg | 13 | Southwestern/East Dubuque (IL) | 12 | |
| 9/11/2026 | 4 | Southwestern/East Dubuque (IL) | 6 | Cuba City | 20 | |
| 9/18/2026 | 5 | Darlington | 49 | Southwestern/East Dubuque (IL) | 7 | |
| 9/25/2026 | 6 | Southwestern/East Dubuque (IL) | | Mineral Point | | |
| 10/2/2026 | 7 | New Glarus | | Southwestern/East Dubuque (IL) | | |
| 10/9/2026 | 8 | Brodhead/Juda (NC) | | Southwestern/East Dubuque (IL) | | |
| 10/16/2026 | 9 | Southwestern/East Dubuque (IL) | | Fennimore | | |