| Saturday, October 5, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, October 6, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Monday, October 7, 2019 | ||||||||||||||||||||
| TEAMS | TIME | LOCATION | ||||||||||||||||||
| Sir William Mulock vs. Toronto District Christian | 3:30 PM | Aurora HS | ||||||||||||||||||
| Sir William Mulock vs. Aurora HS | 4:30 PM | Aurora HS | ||||||||||||||||||
| Renaissance ESC vs. Toronto District Christian | 4:30 PM | Aurora HS | ||||||||||||||||||
| Markham District vs. Unionville HS | 3:30 PM | Unionville HS | ||||||||||||||||||
| Bur Oak SS vs. Bill Crothers SS | 3:30 PM | Unionville HS | ||||||||||||||||||
| Markham District vs. Bill Crothers SS | 4:30 PM | Unionville HS | ||||||||||||||||||
| Bur Oak SS vs. Unionville HS | 4:30 PM | Unionville HS | ||||||||||||||||||
| Tuesday, October 8, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Wednesday, October 9, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Thursday, October 10, 2019 | |||||||||||||||||||||||
| TEAMS | TIME | LOCATION | |||||||||||||||||||||
| Middlefield vs. Bur Oak SS (22-25, 10-25) | 3:30 PM | Bur Oak SS | |||||||||||||||||||||
| Bayview SS vs. Markham District (8-25, 11-25) | 3:30 PM | Bur Oak SS | |||||||||||||||||||||
| Markham District vs. Middlefield (25-15, 25-13) | 4:30 PM | Bur Oak SS | |||||||||||||||||||||
| Bayview SS vs. Bur Oak SS (16-25, 20-25) | 4:30 PM | Bur Oak SS | |||||||||||||||||||||
| Richmond Hill HS vs. Aurora HS (25-27, 16-25) | 3:30 PM | Sir William Mulock | |||||||||||||||||||||
| Maple High School vs. Sir William Mulock (25-15, 25-22) | 3:30 PM | Sir William Mulock | |||||||||||||||||||||
| Aurora HS vs. Sir William Mulock (25-20, 25-17) | 4:30 PM | Sir William Mulock | |||||||||||||||||||||
| Richmond Hill HS vs. Maple High School (13-25, 25-23, 17-15) | 4:30 PM | Sir William Mulock | |||||||||||||||||||||
| Friday, October 11, 2019 | |||
| TEAMS | TIME | LOCATION | |