| Date | Week | Home | Score | Away | Score | |
| 8/17/2023 | 1 | Pewaukee | 49 | Milwaukee Riverside/Golda Meir (NC) | 6 | |
| 8/24/2023 | 2 | Brookfield Central (NC) | 9 | Pewaukee | 8 | |
| 8/31/2023 | 3 | Wauwatosa East | 6 | Pewaukee | 55 | |
| 9/8/2023 | 4 | Pewaukee | 13 | Catholic Memorial | 34 | |
| 9/15/2023 | 5 | Pewaukee | 57 | Milwaukee Lutheran | 14 | |
| 9/22/2023 | 6 | Wauwatosa West | 15 | Pewaukee | 14 | |
| 9/29/2023 | 7 | Pewaukee | 7 | New Berlin West | 21 | |
| 10/6/2023 | 8 | Pius XI Catholic | 6 | Pewaukee | 41 | |
| 10/13/2023 | 9 | Pewaukee | 37 | New Berlin Eisenhower | 7 | |