| Wednesday, September 24, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Thursday, September 25, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Friday, September 26, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, September 27, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, September 28, 2014 | |||
| TEAMS | TIME | LOCATION | |
| Monday, September 29, 2014 | |||||||||||||||||
| TEAMS | TIME | LOCATION | |||||||||||||||
| Stouffville vs. Milliken Mills (28-26, 28-26) | 3:30 PM | Milliken Mills HS | |||||||||||||||
| Bill Crothers SS vs. Stouffville (25-8, 25-17) | 4:15 PM | Milliken Mills HS | |||||||||||||||
| Bill Crothers SS vs. Milliken Mills (25-19, 25-11) | 5:00 PM | Milliken Mills HS | |||||||||||||||
| Dr. G.W. Williams vs. Sacred Heart (25-19, 25-23) | 3:30 PM | Sacred Heart CHS | |||||||||||||||
| Dr. J.M. Denison vs. Dr. G.W. Williams (19-25, 23-25) | 4:15 PM | Sacred Heart CHS | |||||||||||||||
| Dr. J.M. Denison vs. Sacred Heart (16-25, 15-25) | 5:00 PM | Sacred Heart CHS | |||||||||||||||
| Tuesday, September 30, 2014 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| Maple High School vs. Toronto District Christian (25-22, 23-25, 15-11) | 3:30 PM | Toronto District Christian HS | ||||||
| St. Theresa Of Lisieux vs. Maple High School (14-25, 13-25) | 4:15 PM | Toronto District Christian HS | ||||||
| St. Theresa Of Lisieux vs. Toronto District Christian (17-25, 15-25) | 5:00 PM | Toronto District Christian HS | ||||||