| Sunday, October 20, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Monday, October 21, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Tuesday, October 22, 2019 | |||||||||||||||||||||||
| TEAMS | TIME | LOCATION | |||||||||||||||||||||
| Aurora HS 37, at Cardinal Carter 25 | 4:45 PM | Cardinal Carter CHS | |||||||||||||||||||||
| St. Augustine 33, at Father McGivney 31 | 4:45 PM | Father Michael McGivney CA | |||||||||||||||||||||
| at Huron Heights 36, Dr. J.M. Denison 19 | 4:00 PM | Huron Heights SS | |||||||||||||||||||||
| Sutton District 26, at Keswick High School 4 | 3:30 PM | Keswick HS | |||||||||||||||||||||
| St. Robert 23, at Markham District 17 | 4:00 PM | Markham DHS | |||||||||||||||||||||
| Markville 35, at Milliken Mills 12 | 4:45 PM | Milliken Mills HS | |||||||||||||||||||||
| King City SS 65, at St. Theresa Of Lisieux 44 | 4:45 PM | St Theresa Of Lisieux CHS | |||||||||||||||||||||
| at Tommy Douglas SS 37, Toronto District Christian 25 | 4:45 PM | Tommy Douglas SS | |||||||||||||||||||||
| Wednesday, October 23, 2019 | |||||||||||
| TEAMS | TIME | LOCATION | |||||||||
| at Markham District 37, Bill Hogarth SS 22 | 3:30 PM | Markham DHS | |||||||||
| at Richmond Hill HS 40, Dr. G.W. Williams 33 | 4:00 PM | Richmond Hill HS | |||||||||
| Sir William Mulock 46, at Sacred Heart 31 | 4:45 PM | Sacred Heart CHS | |||||||||
| at Stephen Lewis SS 47, Maple High School 36 | 4:00 PM | Stephen Lewis SS | |||||||||
| Thursday, October 24, 2019 | |||||||||||
| TEAMS | TIME | LOCATION | |||||||||
| at Dr. J.M. Denison 40, Keswick High School 13 | 4:00 PM | Dr J M Denison SS | |||||||||
| Markville 39, at Father McGivney 22 | 4:00 PM | Father Michael McGivney CA | |||||||||
| at King City SS 29, Cardinal Carter 26 | 4:45 PM | King City SS | |||||||||
| at Newmarket HS 42, Sutton District 29 | 4:00 PM | Newmarket HS | |||||||||
| Friday, October 25, 2019 | |||||
| TEAMS | TIME | LOCATION | |||
| St. Jean De Brebeuf CHS 44, at Maple High School 30 | 3:30 PM | Maple HS | |||
| Father McGivney 39, at St. Robert 37 | 3:30 PM | St Robert CHS | |||
| Saturday, October 26, 2019 | |||
| TEAMS | TIME | LOCATION | |