| Sunday, October 6, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Monday, October 7, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Tuesday, October 8, 2019 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| King City SS 33, at Dr. G.W. Williams 29 | 4:00 PM | Dr G W Williams SS | ||||||
| at Dr. J.M. Denison 41, Huron Heights 40 | 4:45 PM | Dr J M Denison SS | ||||||
| at Sutton District 27, Keswick High School 17 | 4:45 PM | Sutton DHS | ||||||
| Wednesday, October 9, 2019 | |||||
| TEAMS | TIME | LOCATION | |||
| St. Theresa Of Lisieux 48, at Cardinal Carter 40 | 4:45 PM | Cardinal Carter CHS | |||
| at St. Jean De Brebeuf CHS 46, Father Bressani 7 | 4:00 PM | St Jean De Brebeuf CHS | |||
| Thursday, October 10, 2019 | |||||||||||||||||||||||
| TEAMS | TIME | LOCATION | |||||||||||||||||||||
| at Aurora HS 29, Dr. G.W. Williams 23 | 4:45 PM | Aurora HS | |||||||||||||||||||||
| at King City SS 53, Richmond Hill HS 24 | 4:45 PM | King City SS | |||||||||||||||||||||
| at Markville 30, Bill Hogarth SS 20 | 4:45 PM | Markville SS | |||||||||||||||||||||
| at Newmarket HS 38, Dr. J.M. Denison 31 | 4:45 PM | Newmarket HS | |||||||||||||||||||||
| at Sacred Heart 46, Keswick High School 4 | 4:45 PM | Sacred Heart CHS | |||||||||||||||||||||
| at St. Robert 39, Markham District 25 | 4:45 PM | St Robert CHS | |||||||||||||||||||||
| Huron Heights 27, at Sutton District 13 | 4:45 PM | Sutton DHS | |||||||||||||||||||||
| Stephen Lewis SS 41, at Toronto District Christian 11 | 4:00 PM | Toronto District Christian HS | |||||||||||||||||||||
| Friday, October 11, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, October 12, 2019 | |||
| TEAMS | TIME | LOCATION | |