| Friday, October 13, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, October 14, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, October 15, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Monday, October 16, 2023 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| at Bayview SS 29, Maple High School 26 | 4:45 PM | Bayview SS | ||||||
| Sir William Mulock 39, at Huron Heights 19 | 3:45 PM | Huron Heights SS | ||||||
| St. Maximilian 55, at Sacred Heart 12 | 3:45 PM | Sacred Heart CHS | ||||||
| Tuesday, October 17, 2023 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| at Bill Crothers SS 50, Stouffville 28 | 3:45 PM | Bill Crothers SS | ||||||
| at Cardinal Carter 37, Newmarket HS 19 | 4:45 PM | Cardinal Carter CHS | ||||||
| Bur Oak SS 26, at St. Brother Andre 12 | 4:45 PM | St Brother Andre CHS | ||||||
| Wednesday, October 18, 2023 | |||||||||||
| TEAMS | TIME | LOCATION | |||||||||
| Tommy Douglas SS 22, at Alexander Mackenzie 19 | 3:45 PM | Alexander Mackenzie HS | |||||||||
| St. Jean De Brebeuf CHS 30, at Bayview SS 27 | 4:45 PM | Bayview SS | |||||||||
| at Maple High School 47, St. Joan Of Arc 18 | 4:45 PM | Maple HS | |||||||||
| Holy Cross 42, at St. Elizabeth 19 | 3:00 PM | St Elizabeth CHS | |||||||||
| Thursday, October 19, 2023 | |||||||||||
| TEAMS | TIME | LOCATION | |||||||||
| at Bill Crothers SS 37, St. Brother Andre 26 | 3:00 PM | Bill Crothers SS | |||||||||
| at Huron Heights 33, Newmarket HS 20 | 3:45 PM | Huron Heights SS | |||||||||
| Bur Oak SS 32, at Markham District 28 | 4:45 PM | Markham DHS | |||||||||
| St. Maximilian 68, at Sir William Mulock 17 | 4:45 PM | Sir William Mulock | |||||||||