| Monday, May 19, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Tuesday, May 20, 2014 | ||||||||||||||
| TEAMS | TIME | LOCATION | ||||||||||||
| at Dr. G.W. Williams 7, Renaissance ESC 2 | 3:00 PM | Dr G W Williams SS | ||||||||||||
| at Markville 3, Middlefield 1 | 3:00 PM | Markville SS | ||||||||||||
| Keswick High School 5, at Our Lady Of The Lake 1 | 3:00 PM | Our Lady Of The Lake CHS | ||||||||||||
| Holy Cross 8, at Westmount 0 | 3:00 PM | Westmount CI | ||||||||||||
| Emily Carr 3, at Woodbridge College 1 | 3:00 PM | Woodbridge College | ||||||||||||
| Wednesday, May 21, 2014 | ||||||||||||||||||||
| TEAMS | TIME | LOCATION | ||||||||||||||||||
| Pierre Elliott Trudeau 1, at Bur Oak SS 1 | 3:00 PM | Bur Oak SS | ||||||||||||||||||
| at Emily Carr 6, Westmount 0 | 3:00 PM | Emily Carr SS | ||||||||||||||||||
| Markham District 1, at Middlefield 1 | 3:00 PM | Middlefield CI | ||||||||||||||||||
| at Richmond Hill HS 5, Thornhill SS 0 | 2:00 PM | Richmond Hill HS | ||||||||||||||||||
| Keswick High School 2, at Stouffville 1 | 3:00 PM | Stouffville DSS | ||||||||||||||||||
| at Toronto District Christian 1, Maple High School 0 | 3:00 PM | Toronto District Christian HS | ||||||||||||||||||
| Markville 1, at Unionville HS 1 | 3:00 PM | Unionville HS | ||||||||||||||||||
| Thursday, May 22, 2014 | |||||||||||
| TEAMS | TIME | LOCATION | |||||||||
| Holy Cross 7, at Maple High School 0 | 4:20 PM | Maple HS | |||||||||
| at Renaissance ESC 5, Our Lady Of The Lake 0 | 3:00 PM | Renaissance ESC | |||||||||
| at Stouffville 1, Dr. G.W. Williams 0 | 3:00 PM | Stouffville DSS | |||||||||
| Woodbridge College 2, at Toronto District Christian 0 | 3:00 PM | Toronto District Christian HS | |||||||||
| Friday, May 23, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Richmond Hill HS 2, at Alexander Mackenzie 1 | 3:00 PM | Alexander Mackenzie HS | |
| Saturday, May 24, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, May 25, 2014 | |||
| TEAMS | TIME | LOCATION | |