| Date | Week | Home | Score | Away | Score | |
| 8/20/2021 | 1 | Obama SCTE | 0 | Milwaukee Hamilton/Audubon Tech | 1 | |
| 8/27/2021 | 2 | Milwaukee Hamilton/Audubon Tech | 54 | Milwaukee Bradley Tech/Milw Arts | 6 | |
| 9/2/2021 | 3 | Milwaukee Bay View/Milw Lifelong Learning | 20 | Milwaukee Hamilton/Audubon Tech | 62 | |
| 9/10/2021 | 4 | Milwaukee Hamilton/Audubon Tech | 6 | Milwaukee King | 25 | |
| 9/16/2021 | 5 | Milwaukee Marshall/Carmen NW/Milw Juneau/Milw Languages | 39 | Milwaukee Hamilton/Audubon Tech | 0 | |
| 9/23/2021 | 6 | Milwaukee Academy of Science (NC) | 3 | Milwaukee Hamilton/Audubon Tech | 28 | |
| 10/1/2021 | 7 | Milwaukee Hamilton/Audubon Tech | 22 | *Milwaukee Reagan (NC) | 16 | |
| 10/8/2021 | 8 | Milwaukee Riverside/Golda Meir | 16 | Milwaukee Hamilton/Audubon Tech | 20 | |
| 10/14/2021 | 9 | Milwaukee Hamilton/Audubon Tech | 24 | Milwaukee Riverside/Golda Meir | 14 | |