Milwaukee Madison
Milwaukee City (Blackbourn)
| Date | Week | Home | Score | Away | Score | |
| 9/4/2025 | 3 | Milwaukee North/Milwaukee WI Conservatory of Lifelong Learning | 1 | Milwaukee Madison | 0 | |
| 9/12/2025 | 4 | Milwaukee Marshall/Carmen Northwest/Milwaukee Juneau/Milwaukee School of Languages | 1 | Milwaukee Madison | 0 | |
| 9/18/2025 | 5 | Milwaukee Madison | 0 | Milwaukee Bay View | 1 | |
| 9/25/2025 | 6 | Obama SCTE | | Milwaukee Madison | | |
| 10/2/2025 | 7 | Milwaukee Madison | | Milwaukee Washington/Dr. Howard Fuller Collegiate Academy | | |
| 10/9/2025 | 8 | Milwaukee Vincent/Destiny | | Milwaukee Madison | | |
| 10/16/2025 | 9 | Milwaukee Madison | | Milwaukee South | | |
| 10/16/2025 | 9 | Milwaukee Madison | | Milwaukee South | | |