| Monday, September 29, 2014 | |||
| TEAMS | TIME | LOCATION | |
| King City SS 3, at Sutton District 0 | 3:00 PM | Sutton DHS | |
| Tuesday, September 30, 2014 | ||||||||||||||
| TEAMS | TIME | LOCATION | ||||||||||||
| at Bur Oak SS 5, Pierre Elliott Trudeau 3 | 3:00 PM | Bur Oak SS | ||||||||||||
| at Markham District 3, Unionville HS 1 | 3:00 PM | Markham DHS | ||||||||||||
| at Middlefield 3, Markville 2 | 3:00 PM | Middlefield CI | ||||||||||||
| at Newmarket HS 5, Our Lady Of The Lake 0 | 3:00 PM | Newmarket HS | ||||||||||||
| Renaissance ESC 2, at St. Robert 0 | 3:00 PM | St Robert CHS | ||||||||||||
| Wednesday, October 1, 2014 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| Stephen Lewis SS 5, at Langstaff SS 0 | 3:00 PM | Langstaff SS | ||||||
| at Richmond Green SS 4, Bayview SS 3 | 3:00 PM | Richmond Green SS | ||||||
| at Richmond Hill HS 5, Keswick High School 1 | 3:00 PM | Richmond Hill HS | ||||||
| Thursday, October 2, 2014 | |||||
| TEAMS | TIME | LOCATION | |||
| St. Robert 2, at King City SS 1 | 3:00 PM | King City SS | |||
| Maple High School 5, at Westmount 0 | 3:00 PM | Westmount CI | |||
| Friday, October 3, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, October 4, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, October 5, 2014 | |||
| TEAMS | TIME | LOCATION | |