| Sunday, October 13, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Monday, October 14, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Tuesday, October 15, 2019 | ||||||||||||||||||||||||||
| TEAMS | TIME | LOCATION | ||||||||||||||||||||||||
| at Cardinal Carter 39, Richmond Hill HS 26 | 4:45 PM | Cardinal Carter CHS | ||||||||||||||||||||||||
| Sacred Heart 66, at Dr. J.M. Denison 49 | 3:30 PM | Dr J M Denison SS | ||||||||||||||||||||||||
| at Father McGivney 37, Markham District 25 | 3:30 PM | Father Michael McGivney CA | ||||||||||||||||||||||||
| Sir William Mulock 49, at Huron Heights 23 | 3:30 PM | Huron Heights SS | ||||||||||||||||||||||||
| Stephen Lewis SS 50, at Maple High School 21 | 4:45 PM | Maple HS | ||||||||||||||||||||||||
| at Markville 43, St. Robert 22 | 3:30 PM | Markville SS | ||||||||||||||||||||||||
| at St. Jean De Brebeuf CHS 49, Tommy Douglas SS 32 | 2:45 PM | St Jean De Brebeuf CHS | ||||||||||||||||||||||||
| at St. Theresa Of Lisieux 60, Dr. G.W. Williams 43 | 3:30 PM | St Theresa Of Lisieux CHS | ||||||||||||||||||||||||
| Father Bressani 39, at Toronto District Christian 18 | 4:45 PM | Toronto District Christian HS | ||||||||||||||||||||||||
| Wednesday, October 16, 2019 | |||||
| TEAMS | TIME | LOCATION | |||
| at Bill Hogarth SS 30, Milliken Mills 4 | 3:30 PM | Bill Hogarth SS | |||
| Dr. J.M. Denison 37, at Sutton District 29 | 4:00 PM | Sutton DHS | |||
| Thursday, October 17, 2019 | ||||||||||||||||||||
| TEAMS | TIME | LOCATION | ||||||||||||||||||
| at Cardinal Carter 30, Dr. G.W. Williams 24 | 4:00 PM | Cardinal Carter CHS | ||||||||||||||||||
| at Huron Heights 33, Keswick High School 7 | 3:30 PM | Huron Heights SS | ||||||||||||||||||
| Markville 46, at Markham District 21 | 3:30 PM | Markham DHS | ||||||||||||||||||
| Aurora HS 28, at Richmond Hill HS 19 | 2:00 PM | Richmond Hill HS | ||||||||||||||||||
| at Sacred Heart 52, Sutton District 17 | 4:00 PM | Sacred Heart CHS | ||||||||||||||||||
| at Sir William Mulock 45, Newmarket HS 10 | 4:00 PM | Sir William Mulock | ||||||||||||||||||
| at Tommy Douglas SS 43, Maple High School 37 | 4:00 PM | Tommy Douglas SS | ||||||||||||||||||
| Friday, October 18, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, October 19, 2019 | |||
| TEAMS | TIME | LOCATION | |