| Sunday, September 26, 2021 | |||
| TEAMS | TIME | LOCATION | |
| Monday, September 27, 2021 | |||||||||||
| TEAMS | TIME | LOCATION | |||||||||
| at Bill Hogarth SS 4, Markville 3 | 4:15 PM | Bill Hogarth SS | |||||||||
| Stephen Lewis SS 2, at Maple High School 2 | 3:00 PM | Maple HS | |||||||||
| Milliken Mills 7, at Middlefield 1 | 4:00 PM | Middlefield CI | |||||||||
| Richmond Green SS 7, at Thornhill SS 0 | 3:30 PM | Thornhill SS | |||||||||
| Tuesday, September 28, 2021 | |||||
| TEAMS | TIME | LOCATION | |||
| at Dr. G.W. Williams 5, Keswick High School 2 | 4:00 PM | Dr G W Williams SS | |||
| at Dr. J.M. Denison 4, Renaissance ESC 0 | 3:30 PM | Dr J M Denison SS | |||
| Wednesday, September 29, 2021 | |||
| TEAMS | TIME | LOCATION | |
| at Richmond Green SS 3, Bill Crothers SS 2 | 4:00 PM | Richmond Green SS | |
| Thursday, September 30, 2021 | |||||||||||||||||
| TEAMS | TIME | LOCATION | |||||||||||||||
| Dr. J.M. Denison 4, at Keswick High School 0 | 4:00 PM | Keswick HS | |||||||||||||||
| Tommy Douglas SS 5, at Langstaff SS 0 | 3:30 PM | Langstaff SS | |||||||||||||||
| Pierre Elliott Trudeau 7, at Markville 0 | 3:30 PM | Markville SS | |||||||||||||||
| at Milliken Mills 7, Bur Oak SS 1 | 4:00 PM | Milliken Mills HS | |||||||||||||||
| Stephen Lewis SS 6, at Toronto District Christian 1 | 3:30 PM | Toronto District Christian HS | |||||||||||||||
| St. Robert 3, at Unionville HS 1 | 4:15 PM | Unionville HS | |||||||||||||||
| Friday, October 1, 2021 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, October 2, 2021 | |||
| TEAMS | TIME | LOCATION | |