| Date | Week | Home | Score | Away | Score | |
| 8/20/2021 | 1 | Ozaukee (NC) | 13 | Kohler/Sheboygan Christian/Sheboygan Lutheran | 34 | |
| 8/27/2021 | 2 | Kohler/Sheboygan Christian/Sheboygan Lutheran | 80 | Random Lake (NC) | 6 | |
| 9/3/2021 | 3 | Valders | 0 | Kohler/Sheboygan Christian/Sheboygan Lutheran | 49 | |
| 9/10/2021 | 4 | Kohler/Sheboygan Christian/Sheboygan Lutheran | 64 | Roncalli | 0 | |
| 9/17/2021 | 5 | Kohler/Sheboygan Christian/Sheboygan Lutheran | 28 | Two Rivers | 25 | |
| 9/24/2021 | 6 | Kohler/Sheboygan Christian/Sheboygan Lutheran | 42 | Kiel | 28 | |
| 10/1/2021 | 7 | Chilton | 14 | Kohler/Sheboygan Christian/Sheboygan Lutheran | 54 | |
| 10/8/2021 | 8 | New Holstein | 7 | Kohler/Sheboygan Christian/Sheboygan Lutheran | 44 | |
| 10/15/2021 | 9 | Kohler/Sheboygan Christian/Sheboygan Lutheran | 18 | Brillion | 21 | |