| Friday, September 30, 2016 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, October 1, 2016 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, October 2, 2016 | |||
| TEAMS | TIME | LOCATION | |
| Monday, October 3, 2016 | |||
| TEAMS | TIME | LOCATION | |
| Tuesday, October 4, 2016 | |||
| TEAMS | TIME | LOCATION | |
| Wednesday, October 5, 2016 | |||||||||||||||||
| TEAMS | TIME | LOCATION | |||||||||||||||
| at Markham District 1, Bur Oak SS 0 | 3:00 PM | Markham DHS | |||||||||||||||
| Pierre Elliott Trudeau 1, at Markville 1 | 3:00 PM | Markville SS | |||||||||||||||
| at Middlefield 2, Unionville HS 1 | 3:00 PM | Middlefield CI | |||||||||||||||
| at Renaissance ESC 5, Dr. J.M. Denison 0 | 3:00 PM | Renaissance ESC | |||||||||||||||
| at Sacred Heart 2, Keswick High School 1 | 3:00 PM | Sacred Heart CHS | |||||||||||||||
| at Stouffville 2, Milliken Mills 0 | 3:00 PM | Stouffville DSS | |||||||||||||||
| Thursday, October 6, 2016 | |||||||||||||||||||||||||||||
| TEAMS | TIME | LOCATION | |||||||||||||||||||||||||||
| Aurora HS 1, at Cardinal Carter 1 | 3:00 PM | Cardinal Carter CHS | |||||||||||||||||||||||||||
| at Hodan Nalayeh SS 5, Stephen Lewis SS 0 | 3:00 PM | Hodan Nalayeh Secondary School | |||||||||||||||||||||||||||
| at Huron Heights 8, Sutton District 3 | 3:00 PM | Huron Heights SS | |||||||||||||||||||||||||||
| at Langstaff SS 4, Bayview SS 0 | 3:00 PM | Langstaff SS | |||||||||||||||||||||||||||
| at Maple High School 3, Westmount 1 | 3:00 PM | Maple HS | |||||||||||||||||||||||||||
| at Our Lady Queen Of The World 4, Alexander Mackenzie 0 | 3:00 PM | Our Lady Queen Of The World | |||||||||||||||||||||||||||
| at Richmond Green SS 4, Richmond Hill HS 2 | 3:00 PM | Richmond Green SS | |||||||||||||||||||||||||||
| Newmarket HS 2, at Sir William Mulock 2 | 3:00 PM | Sir William Mulock | |||||||||||||||||||||||||||
| at Thornhill SS 4, Thornlea SS 2 | 3:00 PM | Thornhill SS | |||||||||||||||||||||||||||
| Tommy Douglas SS 0, at Toronto District Christian 0 | 3:00 PM | Toronto District Christian HS | |||||||||||||||||||||||||||