| Sunday, November 5, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Monday, November 6, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Tuesday, November 7, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Wednesday, November 8, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Thursday, November 9, 2023 - PLAYOFFS | |||||||||||||||||
| TEAMS | TIME | LOCATION | |||||||||||||||
| Alexander Mackenzie vs. Dr. J.M. Denison | 3:00 PM | Dr J M Denison SS | |||||||||||||||
| Toronto District Christian vs. Milliken Mills | 4:00 PM | Dr J M Denison SS | |||||||||||||||
| Westmount vs. Renaissance ESC | 3:00 PM | Renaissance ESC | |||||||||||||||
| Sir William Mulock vs. St. Jean De Brebeuf CHS | 4:00 PM | Renaissance ESC | |||||||||||||||
| Keswick High School vs. Tommy Douglas SS | 3:00 PM | Tommy Douglas SS | |||||||||||||||
| Stouffville vs. Cardinal Carter | 4:00 PM | Tommy Douglas SS | |||||||||||||||
| Friday, November 10, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, November 11, 2023 | |||
| TEAMS | TIME | LOCATION | |