| Friday, October 6, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, October 7, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, October 8, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Monday, October 9, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Tuesday, October 10, 2023 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| St. Brother Andre 35, at Bur Oak SS 32 | 4:45 PM | Bur Oak SS | ||||||
| Bill Crothers SS 39, at Markham District 24 | 3:45 PM | Markham DHS | ||||||
| at Sir William Mulock 24, Sacred Heart 16 | 4:45 PM | Sir William Mulock | ||||||
| Wednesday, October 11, 2023 | |||
| TEAMS | TIME | LOCATION | |
| at Alexander Mackenzie 27, St. Jean De Brebeuf CHS 22 | 3:45 PM | Alexander Mackenzie HS | |
| Thursday, October 12, 2023 | |||||||||||||||||
| TEAMS | TIME | LOCATION | |||||||||||||||
| at Cardinal Carter 41, Huron Heights 22 | 4:45 PM | Cardinal Carter CHS | |||||||||||||||
| at Holy Cross 32, Bayview SS 7 | 3:45 PM | Holy Cross CA | |||||||||||||||
| St. Elizabeth 52, at Maple High School 33 | 4:45 PM | Maple HS | |||||||||||||||
| at Markham District 32, Stouffville 25 | 3:45 PM | Markham DHS | |||||||||||||||
| St. Maximilian 67, at Newmarket HS 6 | 4:45 PM | Newmarket HS | |||||||||||||||
| Tommy Douglas SS 48, at St. Joan Of Arc 18 | 3:45 PM | St Joan Of Arc CHS | |||||||||||||||