| Date | Week | Home | Score | Away | Score | |
| 8/18/2023 | 1 | Auburndale (NC) | 63 | Milwaukee Hamilton/Audubon Tech | 0 | |
| 8/25/2023 | 2 | Milwaukee Bradley Tech/Milw Arts | 0 | Milwaukee Hamilton/Audubon Tech | 6 | |
| 8/31/2023 | 3 | Milwaukee Bay View/Milw Lifelong Learning | 0 | Milwaukee Hamilton/Audubon Tech | 28 | |
| 9/8/2023 | 4 | Milwaukee King | 39 | Milwaukee Hamilton/Audubon Tech | 8 | |
| 9/14/2023 | 5 | Milwaukee Hamilton/Audubon Tech | 28 | Milwaukee Marshall/Carmen NW/Milw Juneau/Milw Languages | 38 | |
| 9/29/2023 | 7 | Milwaukee Reagan | 44 | Milwaukee Hamilton/Audubon Tech | 32 | |
| 10/6/2023 | 8 | Milwaukee Hamilton/Audubon Tech | 14 | Milwaukee Riverside/Golda Meir | 38 | |
| 10/12/2023 | 9 | Milwaukee North | 0 | Milwaukee Hamilton/Audubon Tech | 42 | |