| Monday, October 14, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Tuesday, October 15, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Wednesday, October 16, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Thursday, October 17, 2019 | |||||||||||
| TEAMS | TIME | LOCATION | |||||||||
| at Bill Hogarth SS 5, Middlefield 1 | 3:00 PM | Bill Hogarth SS | |||||||||
| Thornlea SS 1, at Richmond Green SS 0 | 3:30 PM | Richmond Green SS | |||||||||
| at St. Augustine 1, Milliken Mills 0 | 3:30 PM | St Augustine CHS | |||||||||
| at Tommy Douglas SS 4, Maple High School 0 | 4:15 PM | Tommy Douglas SS | |||||||||
| Friday, October 18, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, October 19, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, October 20, 2019 | |||
| TEAMS | TIME | LOCATION | |