| Thursday, October 31, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Friday, November 1, 2019 - PLAYOFFS | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| Tommy Douglas SS vs. Bayview SS (10-25, 25-27, 13-25) | 3:30 PM | Bayview SS | ||||||
| Thornhill SS vs. Stouffville (19-25, 16-25, 16-25) | 3:30 PM | Stouffville DSS | ||||||
| Markham District vs. Unionville HS (25-18, 15-25, 15-25, 14-25, -) | 3:30 PM | Unionville HS | ||||||
| Saturday, November 2, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, November 3, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Monday, November 4, 2019 - PLAYOFFS | |||
| TEAMS | TIME | LOCATION | |
| Richmond Green SS vs. Maple High School (25-22, 25-22, 25-15) | 4:00 PM | Maple HS | |
| Tuesday, November 5, 2019 - PLAYOFFS | |||||||||||||||||
| TEAMS | TIME | LOCATION | |||||||||||||||
| St. Augustine vs. Bill Crothers SS (12-25, 9-25, 22-25) | 4:00 PM | Bill Crothers SS | |||||||||||||||
| Bayview SS vs. Bur Oak SS (23-25, 22-25, 25-19, 24-26, -) | 4:00 PM | Bur Oak SS | |||||||||||||||
| Father McGivney vs. Pierre Elliott Trudeau (16-25, 16-25, 10-25) | 4:00 PM | PE Trudeau HS | |||||||||||||||
| St. Brother Andre vs. Richmond Hill HS (11-25, 27-25, 18-25, 20-25, -) | 4:00 PM | Richmond Hill HS | |||||||||||||||
| Unionville HS vs. Sir William Mulock (25-23, 29-27, 25-15) | 4:00 PM | Sir William Mulock | |||||||||||||||
| Stouffville vs. St. Theresa Of Lisieux (20-25, 15-25, 22-25) | 4:00 PM | St Theresa Of Lisieux CHS | |||||||||||||||
| Wednesday, November 6, 2019 - PLAYOFFS | |||||
| TEAMS | TIME | LOCATION | |||
| Thornlea SS vs. Aurora HS (26-28, 11-25, 25-21, 20-25, -) | 4:00 PM | Aurora HS | |||
| Richmond Green SS vs. Middlefield (17-25, 21-25, 22-25) | 4:00 PM | Middlefield CI | |||