| Date | Week | Home | Score | Away | Score | |
| 8/21/2026 | 1 | River Ridge (NC) | 45 | Benton/Scales Mound (IL)/Shullsburg | 29 | |
| 8/28/2026 | 2 | Benton/Scales Mound (IL)/Shullsburg | 52 | Dakota, IL (NC) | 16 | |
| 9/4/2026 | 3 | Benton/Scales Mound (IL)/Shullsburg | 13 | Southwestern/East Dubuque (IL) | 12 | |
| 9/11/2026 | 4 | Fennimore | 28 | Benton/Scales Mound (IL)/Shullsburg | 31 | 2OT |
| 9/18/2026 | 5 | Dodgeville | 20 | Benton/Scales Mound (IL)/Shullsburg | 31 | |
| 9/25/2026 | 6 | Benton/Scales Mound (IL)/Shullsburg | | Cuba City | | |
| 10/2/2026 | 7 | Darlington | | Benton/Scales Mound (IL)/Shullsburg | | |
| 10/9/2026 | 8 | Benton/Scales Mound (IL)/Shullsburg | | Mineral Point | | |
| 10/16/2026 | 9 | New Glarus | | Benton/Scales Mound (IL)/Shullsburg | | |