| Friday, September 20, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, September 21, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, September 22, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Monday, September 23, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Tuesday, September 24, 2019 | |||||
| TEAMS | TIME | LOCATION | |||
| Bill Hogarth SS 4, at Middlefield 2 | 4:15 PM | Middlefield CI | |||
| St. Augustine 5, at Milliken Mills 1 | 3:30 PM | Milliken Mills HS | |||
| Wednesday, September 25, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Thursday, September 26, 2019 | |||||||||||
| TEAMS | TIME | LOCATION | |||||||||
| St. Augustine 5, at Bill Hogarth SS 2 | 3:30 PM | Bill Hogarth SS | |||||||||
| at Milliken Mills 2, Middlefield 0 | 3:30 PM | Milliken Mills HS | |||||||||
| at Richmond Green SS 2, Tommy Douglas SS 0 | 3:30 PM | Richmond Green SS | |||||||||
| Maple High School 1, at Thornlea SS 0 | 3:30 PM | Thornlea SS | |||||||||