| 9/11/21 | Bridgman | Brandywine | (L) 2-0 | | 9/11/21 | Bridgman | New Buffalo | (L) 2-0 |
| 10/16/21 | Bridgman | Brandywine | (L) 2-0 | | 9/25/21 | Bridgman | New Buffalo | (L) 2-0 |
| 10/20/21 | Bridgman | Brandywine | (L) 3-1 | | 10/11/21 | Bridgman | New Buffalo | (L) 3-1 |
| 10/23/21 | Brandywine | Bridgman | (W) 2-1 | | | | | |
| 9/15/21 | Brandywine | Buchanan | | | 10/18/21 | New Buffalo | Buchanan | |
| 10/13/21 | Brandywine | Berrien Springs | | | 10/4/21 | New Buffalo | Berrien Springs | |
| 10/14/21 | Our Lady of the Lake Catholic | Brandywine | | | 9/8/21 | Our Lady of the Lake Catholic | New Buffalo | |
| | | | | 11/2/21 | New Buffalo | Our Lady of the Lake Catholic | |
