| Date | Week | Home | Score | Away | Score | |
| 8/21/2021 | 1 | Pewaukee | 48 | Milwaukee Riverside/Golda Meir (NC) | 8 | |
| 8/27/2021 | 2 | Port Washington (NC) | 15 | Pewaukee | 7 | |
| 9/3/2021 | 3 | Pewaukee | 54 | New Berlin West | 0 | |
| 9/10/2021 | 4 | New Berlin Eisenhower | 0 | Pewaukee | 37 | |
| 9/17/2021 | 5 | Pewaukee | 3 | Catholic Memorial | 19 | |
| 9/24/2021 | 6 | Wauwatosa East | 7 | Pewaukee | 56 | |
| 10/1/2021 | 7 | Pius XI Catholic | 0 | Pewaukee | 1 | |
| 10/8/2021 | 8 | Pewaukee | 21 | Wauwatosa West | 16 | |
| 10/15/2021 | 9 | Pewaukee | 49 | Milwaukee Lutheran | 0 | |