Southwest Wisconsin Activities
| Date | Week | Home | Score | Away | Score | |
| 8/17/2018 | 1 | Boscobel | 8 | Wauzeka-Steuben/Seneca (NC) | 36 | |
| 8/24/2018 | 2 | Riverdale (NC) | 40 | Boscobel | 6 | |
| 8/31/2018 | 3 | Mineral Point | 50 | Boscobel | 14 | |
| 9/7/2018 | 4 | Wild Rose (NC) | 20 | Boscobel | 14 | |
| 9/14/2018 | 5 | Iowa-Grant | 26 | Boscobel | 14 | |
| 9/21/2018 | 6 | Boscobel | 8 | Cuba City | 24 | |
| 9/28/2018 | 7 | Fennimore | 39 | Boscobel | 6 | |
| 10/5/2018 | 8 | Boscobel | 6 | Southwestern/East Dubuque, IL | 33 | |
| 10/12/2018 | 9 | Darlington | 26 | Boscobel | 8 | |