| 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 | ||||||
| Wednesday, October 8, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Thursday, October 9, 2014 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| at Bill Crothers SS 5, Stouffville 0 | 2:30 PM | Bill Crothers SS | ||||||
| Dr. G.W. Williams 8, at Stouffville 0 | 3:30 PM | Bill Crothers SS | ||||||
| at Bill Crothers SS 2, Dr. G.W. Williams 0 | 4:30 PM | Bill Crothers SS | ||||||