| Friday, September 28, 2018 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, September 29, 2018 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, September 30, 2018 | |||
| TEAMS | TIME | LOCATION | |
| Monday, October 1, 2018 | |||||
| TEAMS | TIME | LOCATION | |||
| Tommy Douglas SS 2, at Keswick High School 0 | 3:45 PM | Keswick HS | |||
| at Sacred Heart 7, Middlefield 0 | 3:00 PM | Sacred Heart CHS | |||
| Tuesday, October 2, 2018 | |||
| TEAMS | TIME | LOCATION | |
| at Alexander Mackenzie 6, Milliken Mills 5 | 3:45 PM | Alexander Mackenzie HS | |
| Wednesday, October 3, 2018 | |||
| TEAMS | TIME | LOCATION | |
| Thursday, October 4, 2018 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| at Alexander Mackenzie 5, Markham District 1 | 3:15 PM | Alexander Mackenzie HS | ||||||
| Keswick High School 4, at Middlefield 2 | 3:15 PM | Middlefield CI | ||||||
| Tommy Douglas SS 1, at Milliken Mills 0 | 3:15 PM | Milliken Mills HS | ||||||