| Date | Week | Home | Score | Away | Score | |
| 8/19/2021 | 1 | Greendale | 17 | Badger (NC) | 14 | |
| 8/27/2021 | 2 | New Berlin Eisenhower (NC) | 0 | Greendale | 24 | |
| 9/3/2021 | 3 | Greendale | 31 | Grafton | 14 | |
| 9/10/2021 | 4 | Shorewood/Messmer | 0 | Greendale | 37 | |
| 9/17/2021 | 5 | Greendale | 28 | Wisconsin Lutheran | 20 | |
| 9/24/2021 | 6 | Cudahy | 0 | Greendale | 38 | |
| 10/1/2021 | 7 | Greendale | 35 | Whitnall | 14 | |
| 10/8/2021 | 8 | South Milwaukee | 7 | Greendale | 21 | |
| 10/15/2021 | 9 | Greendale | 31 | Greenfield | 7 | |