| Date | Week | Home | Score | Away | Score | |
| 8/17/2023 | 1 | Milwaukee Pulaski/Carmen South/Carmen SE | 38 | Milwaukee Bay View/Milw Lifelong Learning (NC) | 2 | |
| 8/24/2023 | 2 | Milwaukee Pulaski/Carmen South/Carmen SE | 1 | Milwaukee Madison | 0 | |
| 9/1/2023 | 3 | Milwaukee Pulaski/Carmen South/Carmen SE | 6 | Milwaukee Washington/Fuller Collegiate | 14 | |
| 9/15/2023 | 5 | Milwaukee North | 8 | Milwaukee Pulaski/Carmen South/Carmen SE | 50 | |
| 9/21/2023 | 6 | Milwaukee Pulaski/Carmen South/Carmen SE | 30 | Milwaukee Vincent/Destiny | 0 | |
| 9/28/2023 | 7 | Milwaukee South | 6 | Milwaukee Pulaski/Carmen South/Carmen SE | 16 | |
| 10/5/2023 | 8 | Milwaukee Pulaski/Carmen South/Carmen SE | 44 | Obama SCTE | 14 | |
| 10/13/2023 | 9 | Milwaukee Pulaski/Carmen South/Carmen SE | 6 | Milwaukee Marshall/Carmen NW/Milw Juneau/Milw Languages | 20 | |