Milwaukee Madison
Milwaukee City (Blackbourn)
| Date | Week | Home | Score | Away | Score | |
| 9/5/2024 | 3 | Milwaukee Madison | 0 | Milwaukee Washington/Dr. Howard Fuller Collegiate Academy | 1 | |
| 9/13/2024 | 4 | Milwaukee Madison | 0 | Milwaukee Bradley Tech/Milwaukee Arts | 1 | |
| 9/19/2024 | 5 | Milwaukee Madison | 18 | Milwaukee South | 20 | |
| 9/26/2024 | 6 | Milwaukee Madison | 0 | Milwaukee Vincent/Destiny | 44 | |
| 10/3/2024 | 7 | Milwaukee Pulaski/Carmen South/Carmen Southeast | 0 | Milwaukee Madison | 1 | |
| 10/3/2024 | 7 | *Milwaukee Bay View (NC) | 54 | *Milwaukee Madison | 8 | |
| 10/10/2024 | 8 | Obama SCTE | 1 | Milwaukee Madison | 0 | |
| 10/17/2024 | 9 | Milwaukee North/Milwaukee WI Conservatory of Lifelong Learning | 1 | Milwaukee Madison | 0 | |
* Denotes the game does not count towards playoff calculation for the team (exhibition only)