| Friday, October 27, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, October 28, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, October 29, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Monday, October 30, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Tuesday, October 31, 2023 - PLAYOFFS | |||
| TEAMS | TIME | LOCATION | |
| at Newmarket HS 49, Unionville HS 47 | 3:45 PM | Newmarket HS | |
| Wednesday, November 1, 2023 - PLAYOFFS | ||||||||||||||
| TEAMS | TIME | LOCATION | ||||||||||||
| at King City SS 69, Hodan Nalayeh SS 26 | 3:45 PM | King City SS | ||||||||||||
| Markville 46, at Richmond Green SS 33 | 4:00 PM | Richmond Green SS | ||||||||||||
| at Thornlea SS 55, Keswick High School 17 | 3:45 PM | Thornlea SS | ||||||||||||
| at Toronto District Christian 56, Thornhill SS 30 | 3:45 PM | Toronto District Christian HS | ||||||||||||
| at Woodbridge College 39, Dr. J.M. Denison 29 | 3:45 PM | Woodbridge College | ||||||||||||
| Thursday, November 2, 2023 - PLAYOFFS | ||||||||||||||||||||
| TEAMS | TIME | LOCATION | ||||||||||||||||||
| at Bur Oak SS 55, Newmarket HS 33 | 3:45 PM | Bur Oak SS | ||||||||||||||||||
| at Dr. G.W. Williams 53, Father McGivney 49 | 3:45 PM | Dr G W Williams SS | ||||||||||||||||||
| at Markham District 52, Cardinal Carter 34 | 3:45 PM | Markham DHS | ||||||||||||||||||
| Markville 29, at St. Jean De Brebeuf CHS 26 | 4:15 PM | St Jean De Brebeuf CHS | ||||||||||||||||||
| Middlefield 42, at St. Maximilian 40 | 3:45 PM | St Maximilian Kolbe CHS | ||||||||||||||||||
| St. Augustine 42, at St. Robert 39 | 3:45 PM | St Robert CHS | ||||||||||||||||||
| St. Theresa Of Lisieux 49, at Tommy Douglas SS 46 | 4:30 PM | Tommy Douglas SS | ||||||||||||||||||