| Monday, September 15, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Tuesday, September 16, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Wednesday, September 17, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Thursday, September 18, 2014 | |||||
| TEAMS | TIME | LOCATION | |||
| at Newmarket HS 21, St. Joan Of Arc 20 | 3:00 PM | Newmarket HS | |||
| Markham District 34, at Richmond Hill HS 0 | 3:00 PM | Richmond Hill HS | |||
| Friday, September 19, 2014 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| at Huron Heights 27, King City SS 0 | 2:00 PM | Huron Heights SS | ||||||
| Bill Crothers SS 56, at St. Maximilian 14 | 3:00 PM | St Maximilian Kolbe CHS | ||||||
| Dr. G.W. Williams 42, at Woodbridge College 7 | 1:30 PM | Woodbridge College | ||||||
| Saturday, September 20, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, September 21, 2014 | |||
| TEAMS | TIME | LOCATION | |