| Date | Week | Home | Score | Away | Score | |
| 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 Marshall/Carmen NW/Milw Juneau/Milw Languages | 6 | Milwaukee King | 16 | |
| 9/8/2023 | 4 | Milwaukee Academy of Science (NC) | 38 | Milwaukee Marshall/Carmen NW/Milw Juneau/Milw Languages | 0 | |
| 9/14/2023 | 5 | Milwaukee Hamilton/Audubon Tech | 28 | Milwaukee Marshall/Carmen NW/Milw Juneau/Milw Languages | 38 | |
| 9/21/2023 | 6 | Milwaukee Reagan | 48 | Milwaukee Marshall/Carmen NW/Milw Juneau/Milw Languages | 52 | |
| 9/30/2023 | 7 | Milwaukee Riverside/Golda Meir | 18 | Milwaukee Marshall/Carmen NW/Milw Juneau/Milw Languages | 26 | |
| 10/6/2023 | 8 | Milwaukee Marshall/Carmen NW/Milw Juneau/Milw Languages | 54 | Milwaukee Bradley Tech/Milw Arts | 6 | |
| 10/13/2023 | 9 | Milwaukee Pulaski/Carmen South/Carmen SE | 6 | Milwaukee Marshall/Carmen NW/Milw Juneau/Milw Languages | 20 | |