| Friday, October 21, 2016 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, October 22, 2016 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, October 23, 2016 | |||
| TEAMS | TIME | LOCATION | |
| Monday, October 24, 2016 | |||
| TEAMS | TIME | LOCATION | |
| Tuesday, October 25, 2016 | |||||||||||
| TEAMS | TIME | LOCATION | |||||||||
| Cardinal Carter 2, at Maple High School 1 | 3:00 PM | Maple HS | |||||||||
| at Middlefield 3, Milliken Mills 0 | 3:00 PM | Middlefield CI | |||||||||
| Sacred Heart 5, at Thornhill SS 4 | 4:15 PM | Thornhill SS | |||||||||
| Langstaff SS 3, at Tommy Douglas SS 0 | 3:00 PM | Tommy Douglas SS | |||||||||
| Wednesday, October 26, 2016 | |||
| TEAMS | TIME | LOCATION | |
| Markham District 2, at Bayview SS 2 | 3:00 PM | Bayview SS | |
| Thursday, October 27, 2016 | |||
| TEAMS | TIME | LOCATION | |