| Wednesday, October 1, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Thursday, October 2, 2014 | |||||
| TEAMS | TIME | LOCATION | |||
| Dr. G.W. Williams 0, at St. Brother Andre 0 | 3:30 PM | St Brother Andre CHS | |||
| Sir William Mulock 1, at St. Brother Andre 1 | 4:30 PM | St Brother Andre CHS | |||
| 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 | ||||||
| Sir William Mulock 2, at Keswick High School 0 | 2:30 PM | Georgina Recreation Outdoor Campus | ||||||
| at Sir William Mulock 5, Stouffville 0 | 3:30 PM | Georgina Recreation Outdoor Campus | ||||||
| at Keswick High School 5, Stouffville 0 | 4:30 PM | Georgina Recreation Outdoor Campus | ||||||