| Friday, October 20, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, October 21, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, October 22, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Monday, October 23, 2023 | ||||||||||||||
| TEAMS | TIME | LOCATION | ||||||||||||
| at Holy Cross 39, Alexander Mackenzie 11 | 3:45 PM | Holy Cross CA | ||||||||||||
| St. Brother Andre 42, at Markham District 22 | 4:45 PM | Markham DHS | ||||||||||||
| at St. Jean De Brebeuf CHS 54, St. Joan Of Arc 8 | 4:15 PM | St Jean De Brebeuf CHS | ||||||||||||
| Bur Oak SS 37, at Stouffville 21 | 3:45 PM | Stouffville DSS | ||||||||||||
| St. Elizabeth 32, at Tommy Douglas SS 26 | 3:45 PM | Tommy Douglas SS | ||||||||||||
| Tuesday, October 24, 2023 | |||||
| TEAMS | TIME | LOCATION | |||
| Sacred Heart 35, at Huron Heights 15 | 3:45 PM | Huron Heights SS | |||
| at St. Maximilian 53, Cardinal Carter 27 | 4:45 PM | St Maximilian Kolbe CHS | |||
| Wednesday, October 25, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Thursday, October 26, 2023 | |||||
| TEAMS | TIME | LOCATION | |||
| Sir William Mulock 44, at Cardinal Carter 23 | 3:45 PM | Cardinal Carter CHS | |||
| Sacred Heart 29, at Newmarket HS 17 | 3:45 PM | Newmarket HS | |||