| Monday, May 1, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Richmond Hill HS 3, at Richmond Green SS 2 | 4:00 PM | Richmond Green SS | |
| Tuesday, May 2, 2023 | |||
| TEAMS | TIME | LOCATION | |
| at St. Robert 2, Thornlea SS 1 | 3:30 PM | St Robert CHS | |
| Wednesday, May 3, 2023 | |||||||||||||||||||||||
| TEAMS | TIME | LOCATION | |||||||||||||||||||||
| at Bill Crothers SS 7, Father McGivney 0 | 4:00 PM | Bill Crothers SS | |||||||||||||||||||||
| at Markham District 3, Middlefield 0 | 3:30 PM | Markham DHS | |||||||||||||||||||||
| Pierre Elliott Trudeau 7, at Milliken Mills 0 | 4:00 PM | Milliken Mills HS | |||||||||||||||||||||
| at St. Augustine 16, Unionville HS 0 | 4:00 PM | St Augustine CHS | |||||||||||||||||||||
| Tommy Douglas SS 8, at Stephen Lewis SS 0 | 3:30 PM | Stephen Lewis SS | |||||||||||||||||||||
| Hodan Nalayeh SS 8, at Thornhill SS 0 | 4:00 PM | Thornhill HS | |||||||||||||||||||||
| Maple High School 1, at Toronto District Christian 1 | 3:30 PM | Toronto District Christian HS | |||||||||||||||||||||
| at Westmount 3, Woodbridge College 1 | 3:30 PM | Westmount CI | |||||||||||||||||||||
| Thursday, May 4, 2023 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| Sir William Mulock 4, at Dr. J.M. Denison 1 | 4:00 PM | Dr J M Denison SS | ||||||
| at Huron Heights 10, Dr. G.W. Williams 1 | 4:45 PM | Huron Heights SS | ||||||
| at Sacred Heart 5, Keswick High School 0 | 3:30 PM | Sacred Heart CHS | ||||||
| Friday, May 5, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, May 6, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, May 7, 2023 | |||
| TEAMS | TIME | LOCATION | |