| Sunday, October 10, 2021 | |||
| TEAMS | TIME | LOCATION | |
| Monday, October 11, 2021 | |||
| TEAMS | TIME | LOCATION | |
| Tuesday, October 12, 2021 | |||||
| TEAMS | TIME | LOCATION | |||
| Langstaff SS 3, at Maple High School 2 | 3:30 PM | Maple HS | |||
| Bill Crothers SS 5, at Unionville HS 2 | 3:30 PM | Unionville HS | |||
| Wednesday, October 13, 2021 | ||||||||||||||
| TEAMS | TIME | LOCATION | ||||||||||||
| Middlefield 2, at Markville 1 | 3:30 PM | Markville SS | ||||||||||||
| at Pierre Elliott Trudeau 6, Bur Oak SS 0 | 3:30 PM | PE Trudeau HS | ||||||||||||
| Dr. G.W. Williams 2, at Renaissance ESC 1 | 3:30 PM | Renaissance ESC | ||||||||||||
| Richmond Green SS 2, at St. Robert 1 | 3:30 PM | St Robert CHS | ||||||||||||
| at Stephen Lewis SS 6, Tommy Douglas SS 0 | 3:30 PM | Stephen Lewis SS | ||||||||||||
| Thursday, October 14, 2021 | |||||||||||
| TEAMS | TIME | LOCATION | |||||||||
| Milliken Mills 2, at Bill Hogarth SS 1 | 3:00 PM | Bill Hogarth SS | |||||||||
| at Dr. J.M. Denison 6, Keswick High School 2 | 3:30 PM | Dr J M Denison SS | |||||||||
| at Maple High School 6, Toronto District Christian 2 | 3:00 PM | Maple HS | |||||||||
| Thornhill SS 1, at Unionville HS 1 | 3:30 PM | Unionville HS | |||||||||
| Friday, October 15, 2021 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, October 16, 2021 | |||
| TEAMS | TIME | LOCATION | |