| Monday, October 13, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Tuesday, October 14, 2014 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| at Bur Oak SS 6, Milliken Mills 2 | 3:00 PM | Bur Oak SS | ||||||
| Stephen Lewis SS 4, at Maple High School 1 | 4:15 PM | Maple HS | ||||||
| Markham District 4, at St. Brother Andre 2 | 3:00 PM | St Brother Andre CHS | ||||||
| Wednesday, October 15, 2014 | |||||
| TEAMS | TIME | LOCATION | |||
| Richmond Hill HS 1, at Bayview SS 0 | 3:00 PM | Bayview SS | |||
| at Richmond Green SS 7, Alexander Mackenzie 0 | 4:15 PM | Richmond Green SS | |||
| Thursday, October 16, 2014 | |||||
| TEAMS | TIME | LOCATION | |||
| Tommy Douglas SS 1, at Maple High School 1 | 4:15 PM | Maple HS | |||
| Langstaff SS 2, at Sir William Mulock 2 | 3:00 PM | Sir William Mulock | |||
| Friday, October 17, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, October 18, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, October 19, 2014 | |||
| TEAMS | TIME | LOCATION | |