| Monday, October 13, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Tuesday, October 14, 2014 | |||||
| TEAMS | TIME | LOCATION | |||
| at Maple High School 3, Stephen Lewis SS 0 | 3:00 PM | Maple HS | |||
| Unionville HS 5, at Markville 0 | 3:00 PM | Markville SS | |||
| Wednesday, October 15, 2014 | |||||||||||||||||
| TEAMS | TIME | LOCATION | |||||||||||||||
| Richmond Hill HS 2, at Bayview SS 1 | 4:15 PM | Bayview SS | |||||||||||||||
| at Father McGivney 4, Keswick High School 1 | 3:00 PM | Father Michael McGivney CA | |||||||||||||||
| at Newmarket HS 4, King City SS 3 | 3:00 PM | Newmarket HS | |||||||||||||||
| at Richmond Green SS 2, Alexander Mackenzie 1 | 3:00 PM | Richmond Green SS | |||||||||||||||
| at St. Robert 10, Our Lady Of The Lake 0 | 3:00 PM | St Robert CHS | |||||||||||||||
| Renaissance ESC 4, at Sutton District 0 | 3:00 PM | Sutton DHS | |||||||||||||||
| Thursday, October 16, 2014 | |||||||||||
| TEAMS | TIME | LOCATION | |||||||||
| Middlefield 1, at Bur Oak SS 1 | 3:00 PM | Bur Oak SS | |||||||||
| Woodbridge College 0, at Maple High School 0 | 3:00 PM | Maple HS | |||||||||
| Markham District 0, at Markville 0 | 3:00 PM | Markville SS | |||||||||
| Pierre Elliott Trudeau 0, at Unionville HS 0 | 3:00 PM | Unionville HS | |||||||||
| Friday, October 17, 2014 | |||
| TEAMS | TIME | LOCATION | |
| at Stephen Lewis SS 6, Westmount 0 | 3:00 PM | Stephen Lewis SS | |
| Saturday, October 18, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, October 19, 2014 | |||
| TEAMS | TIME | LOCATION | |