| 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 | |||
| Thursday, November 7, 2019 - PLAYOFFS | |||||||||||
| TEAMS | TIME | LOCATION | |||||||||
| Bur Oak SS vs. Bill Crothers SS (23-25, 18-25, 24-26) | 4:00 PM | Bill Crothers SS | |||||||||
| Unionville HS vs. Pierre Elliott Trudeau (18-25, 13-25, 14-25) | 4:00 PM | PE Trudeau HS | |||||||||
| Holy Cross vs. Renaissance ESC (16-25, 11-25, 23-25) | 4:00 PM | Renaissance ESC | |||||||||
| Keswick High School vs. Toronto District Christian (19-25, 12-25, 18-25) | 4:00 PM | Toronto District Christian HS | |||||||||
| Friday, November 8, 2019 - PLAYOFFS | |||||
| TEAMS | TIME | LOCATION | |||
| St. Theresa Of Lisieux vs. Aurora HS (20-25, 30-32, 23-25) | 3:30 PM | Aurora HS | |||
| Middlefield vs. Richmond Hill HS (24-26, 18-25, 25-19, 25-17, 15-13) | 3:30 PM | Richmond Hill HS | |||