| Date | Week | Home | Score | Away | Score | |
| 8/21/2026 | 1 | Milwaukee Reagan | 6 | Milwaukee King (NC) | 24 | |
| 8/28/2026 | 2 | New Berlin West (NC) | 62 | Milwaukee Reagan | 22 | |
| 9/4/2026 | 3 | Milwaukee Reagan | 44 | Milwaukee Riverside/Golda Meir | 6 | |
| 9/11/2026 | 4 | Milwaukee Marshall/Carmen Northwest/Milwaukee Juneau | 0 | Milwaukee Reagan | 1 | |
| 9/18/2026 | 5 | Milwaukee Reagan | 16 | Milwaukee Bradley Tech/Milwaukee Arts | 26 | |
| 9/24/2026 | 6 | Milwaukee Bay View | | Milwaukee Reagan | | |
| 10/2/2026 | 7 | Milwaukee School of Languages | | Milwaukee Reagan | | |
| 10/9/2026 | 8 | Milwaukee Reagan | | Milwaukee Pulaski/Carmen Southgate | | |
| 10/16/2026 | 9 | Milwaukee Reagan | | Milwaukee Hamilton/Audubon Technology | | |