| Date | Week | Home | Score | Away | Score | |
| 9/3/2021 | 3 | Milwaukee Reagan | 34 | Milwaukee Pulaski/Carmen South/Carmen SE | 20 | |
| 9/9/2021 | 4 | Milwaukee Pulaski/Carmen South/Carmen SE | 0 | Milwaukee Academy of Science (NC) | 58 | |
| 9/16/2021 | 5 | Milwaukee Pulaski/Carmen South/Carmen SE | 1 | Milwaukee North | 0 | |
| 9/23/2021 | 6 | Milwaukee Pulaski/Carmen South/Carmen SE | 50 | Milwaukee Vincent/Destiny | 30 | |
| 10/1/2021 | 7 | *Milwaukee Pulaski/Carmen South/Carmen SE | 50 | Milwaukee Washington/Fuller Collegiate (NC) | 16 | |
| 10/1/2021 | 7 | Milwaukee Pulaski/Carmen South/Carmen SE | 1 | Milwaukee South | 0 | |
| 10/8/2021 | 8 | Milwaukee Pulaski/Carmen South/Carmen SE | 14 | Milwaukee Madison | 22 | |
| 10/14/2021 | 9 | Milwaukee Vincent/Destiny | 20 | Milwaukee Pulaski/Carmen South/Carmen SE | 30 | |