| Date | Week | Home | Score | Away | Score | |
| 8/23/2024 | 1 | Chetek-Weyerhaeuser (NC) | 27 | Cumberland | 20 | |
| 8/30/2024 | 2 | Cumberland | 8 | Ladysmith (NC) | 40 | |
| 9/6/2024 | 3 | Bloomer | 32 | Cumberland | 12 | |
| 9/13/2024 | 4 | Cumberland | 0 | Ashland | 8 | |
| 9/20/2024 | 5 | Northwestern | 68 | Cumberland | 6 | |
| 9/27/2024 | 6 | Cumberland | 8 | Spooner | 28 | |
| 10/4/2024 | 7 | Saint Croix Falls | 35 | Cumberland | 14 | |
| 10/10/2024 | 8 | Hayward/Lac Courte Oreilles | 13 | Cumberland | 16 | |
| 10/18/2024 | 9 | Cumberland | 8 | Barron | 28 | |