| Friday, October 3, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, October 4, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, October 5, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Monday, October 6, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Tuesday, October 7, 2014 | |||
| TEAMS | TIME | LOCATION | |
| St. Brother Andre 0, at Bur Oak SS 0 | 3:00 PM | Bur Oak SS | |
| Wednesday, October 8, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Richmond Green SS 2, at Thornlea SS 0 | 3:00 PM | Thornlea SS | |
| Thursday, October 9, 2014 | |||||||||||
| TEAMS | TIME | LOCATION | |||||||||
| Richmond Hill HS 4, at Alexander Mackenzie 0 | 4:15 PM | Alexander Mackenzie HS | |||||||||
| at Langstaff SS 2, Maple High School 1 | 4:15 PM | Langstaff SS | |||||||||
| at Milliken Mills 2, Unionville HS 1 | 3:00 PM | Milliken Mills HS | |||||||||
| at Stephen Lewis SS 1, Sir William Mulock 0 | 3:00 PM | Stephen Lewis SS | |||||||||