| Date | Week | Home | Score | Away | Score | |
| 8/20/2021 | 1 | Cochrane-Fountain City (NC) | 14 | Brookwood | 34 | |
| 8/27/2021 | 2 | Viroqua (NC) | 7 | Brookwood | 14 | |
| 9/3/2021 | 3 | Brookwood | 6 | Cashton | 43 | |
| 9/10/2021 | 4 | Brookwood | 6 | Wauzeka-Steuben/Seneca | 23 | |
| 9/17/2021 | 5 | Necedah | 20 | Brookwood | 16 | |
| 9/24/2021 | 6 | New Lisbon | 28 | Brookwood | 6 | |
| 10/1/2021 | 7 | Brookwood | 1 | Royall | 0 | |
| 10/8/2021 | 8 | Bangor | 37 | Brookwood | 7 | |
| 10/15/2021 | 9 | Brookwood | 6 | Luther | 35 | |