| Tuesday, October 19, 2021 | |||
| TEAMS | TIME | LOCATION | |
| at Maple High School 7, Unionville HS 0 | 3:30 PM | Maple HS | |
| Wednesday, October 20, 2021 | |||
| TEAMS | TIME | LOCATION | |
| Thursday, October 21, 2021 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| at St. Augustine 2, Bill Hogarth SS 0 | 3:30 PM | St Augustine CHS | ||||||
| Richmond Green SS 5, at Toronto District Christian 2 | 3:30 PM | Toronto District Christian HS | ||||||
| Dr. G.W. Williams 6, at Unionville HS 1 | 3:30 PM | Unionville HS | ||||||
| Friday, October 22, 2021 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, October 23, 2021 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, October 24, 2021 | |||
| TEAMS | TIME | LOCATION | |
| Monday, October 25, 2021 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| St. Augustine 5, at Dr. G.W. Williams 2 | 3:00 PM | Dr G W Williams SS | ||||||
| at Richmond Green SS 6, Unionville HS 0 | 3:30 PM | Richmond Green SS | ||||||
| Bill Hogarth SS 8, at Toronto District Christian 1 | 3:30 PM | Toronto District Christian HS | ||||||