| Monday, October 9, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Tuesday, October 10, 2023 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| Our Lady Queen Of The World 4, at Alexander Mackenzie 4 | 3:30 PM | Alexander Mackenzie HS | ||||||
| at St. Augustine 2, Bill Crothers SS 1 | 3:00 PM | St Augustine CHS | ||||||
| Richmond Hill HS 3, at Unionville HS 3 | 3:30 PM | Unionville HS | ||||||
| Wednesday, October 11, 2023 | |||||||||||||||||
| TEAMS | TIME | LOCATION | |||||||||||||||
| at Dr. J.M. Denison 4, Huron Heights 0 | 3:30 PM | Dr J M Denison SS | |||||||||||||||
| at Emily Carr 4, Langstaff SS 2 | 3:30 PM | Emily Carr SS | |||||||||||||||
| Aurora HS 3, at Our Lady Of The Lake 1 | 3:30 PM | Our Lady Of The Lake CHS | |||||||||||||||
| at Stouffville 6, Keswick High School 5 | 3:30 PM | Stouffville DSS | |||||||||||||||
| at Tommy Douglas SS 1, Maple High School 0 | 3:30 PM | Tommy Douglas SS | |||||||||||||||
| at Woodbridge College 3, Thornhill SS 2 | 3:30 PM | Woodbridge College | |||||||||||||||
| Thursday, October 12, 2023 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| Bill Hogarth SS 2, at Bur Oak SS 2 | 3:30 PM | Bur Oak SS | ||||||
| Middlefield 4, at Father McGivney 3 | 3:30 PM | Father Michael McGivney CA | ||||||
| at Milliken Mills 3, Markville 1 | 4:15 PM | Milliken Mills HS | ||||||
| Friday, October 13, 2023 | |||
| TEAMS | TIME | LOCATION | |
| at Norval Morrisseau 5, Richmond Hill HS 4 | 2:00 PM | Crosby Park | |
| Saturday, October 14, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, October 15, 2023 | |||
| TEAMS | TIME | LOCATION | |