| Friday, October 17, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, October 18, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, October 19, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Monday, October 20, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Tuesday, October 21, 2014 | ||||||||||||||
| TEAMS | TIME | LOCATION | ||||||||||||
| Alexander Mackenzie at Bayview SS | 4:15 PM | Bayview SS | ||||||||||||
| at Markham District 2, Bur Oak SS 1 | 4:15 PM | Markham DHS | ||||||||||||
| at Richmond Hill HS 1, Thornlea SS 0 | 4:15 PM | Richmond Hill HS | ||||||||||||
| Langstaff SS 8, at Tommy Douglas SS 0 | 4:15 PM | Tommy Douglas SS | ||||||||||||
| St. Brother Andre 5, at Unionville HS 1 | 3:00 PM | Unionville HS | ||||||||||||
| Wednesday, October 22, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Thursday, October 23, 2014 | |||
| TEAMS | TIME | LOCATION | |