| Friday, October 8, 2021 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, October 9, 2021 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, October 10, 2021 | |||
| TEAMS | TIME | LOCATION | |
| Monday, October 11, 2021 | |||
| TEAMS | TIME | LOCATION | |
| Tuesday, October 12, 2021 | |||||
| TEAMS | TIME | LOCATION | |||
| at Richmond Green SS 2, Dr. G.W. Williams 0 | 4:00 PM | Richmond Green SS | |||
| at St. Augustine 5, Maple High School 4 | 3:30 PM | St Augustine CHS | |||
| Wednesday, October 13, 2021 | |||
| TEAMS | TIME | LOCATION | |
| Thursday, October 14, 2021 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| Richmond Green SS 5, at Bill Hogarth SS 2 | 4:15 PM | Bill Hogarth SS | ||||||
| at Maple High School 3, Toronto District Christian 2 | 4:15 PM | Maple HS | ||||||
| at St. Augustine 5, Unionville HS 0 | 3:30 PM | St Augustine CHS | ||||||