| Thursday, September 30, 2021 | |||
| TEAMS | TIME | LOCATION | |
| Toronto District Christian 5, at Unionville HS 0 | 3:00 PM | Unionville HS | |
| Friday, October 1, 2021 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, October 2, 2021 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, October 3, 2021 | |||
| TEAMS | TIME | LOCATION | |
| Monday, October 4, 2021 | |||||
| TEAMS | TIME | LOCATION | |||
| at Richmond Green SS 6, St. Augustine 0 | 3:30 PM | Richmond Green SS | |||
| Bill Hogarth SS 8, at Unionville HS 0 | 3:30 PM | Unionville HS | |||
| Tuesday, October 5, 2021 | |||
| TEAMS | TIME | LOCATION | |
| Maple High School 2, at Dr. G.W. Williams 2 | 3:00 PM | Dr G W Williams SS | |
| Wednesday, October 6, 2021 | |||
| TEAMS | TIME | LOCATION | |