| Date | Week | Home | Score | Away | Score | |
| 8/17/2023 | 1 | Milwaukee Pulaski/Carmen South/Carmen SE (NC) | 38 | Milwaukee Bay View/Milw Lifelong Learning | 2 | |
| 8/24/2023 | 2 | Milwaukee Bay View/Milw Lifelong Learning | 0 | Milwaukee Marshall/Carmen NW/Milw Juneau/Milw Languages | 45 | |
| 8/31/2023 | 3 | Milwaukee Bay View/Milw Lifelong Learning | 0 | Milwaukee Hamilton/Audubon Tech | 28 | |
| 9/7/2023 | 4 | Milwaukee Bay View/Milw Lifelong Learning | 0 | Milwaukee Reagan | 28 | |
| 9/14/2023 | 5 | Milwaukee Bay View/Milw Lifelong Learning | 6 | Milwaukee Riverside/Golda Meir | 54 | |
| 9/22/2023 | 6 | Milwaukee Bay View/Milw Lifelong Learning | 14 | Milwaukee Bradley Tech/Milw Arts | 20 | |
| 9/29/2023 | 7 | Milwaukee Madison (NC) | 32 | Milwaukee Bay View/Milw Lifelong Learning | 8 | |
| 10/7/2023 | 8 | Milwaukee King | 51 | Milwaukee Bay View/Milw Lifelong Learning | 0 | |
| 10/12/2023 | 9 | Milwaukee Bay View/Milw Lifelong Learning | 16 | Milwaukee Madison | 0 | |