| Thursday, May 8, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Friday, May 9, 2014 | |||||
| TEAMS | TIME | LOCATION | |||
| Sutton District 2, at Keswick High School 1 | 3:00 PM | Georgina Recreation Outdoor Campus | |||
| at Bill Crothers SS 5, Sir William Mulock 2 | 4:15 PM | Georgina Recreation Outdoor Campus | |||
| Saturday, May 10, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, May 11, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Monday, May 12, 2014 | |||||
| TEAMS | TIME | LOCATION | |||
| Aurora HS 8, at Huron Heights 0 | 3:00 PM | Huron Heights SS | |||
| Richmond Hill HS 9, at Keswick High School 4 | 4:15 PM | Huron Heights SS | |||
| Tuesday, May 13, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Wednesday, May 14, 2014 | |||
| TEAMS | TIME | LOCATION | |
| at Bill Crothers SS 7, Sutton District 2 | 3:00 PM | Bill Crothers SS | |