| Friday, October 25, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, October 26, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, October 27, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Monday, October 28, 2019 - PLAYOFFS | |||||
| TEAMS | TIME | LOCATION | |||
| at Richmond Green SS 4, Bill Hogarth SS 2 | 3:30 PM | Richmond Green SS | |||
| at St. Augustine 2, Milliken Mills 1 | 3:30 PM | St Augustine CHS | |||
| Tuesday, October 29, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Wednesday, October 30, 2019 - PLAYOFFS | |||
| TEAMS | TIME | LOCATION | |
| St. Augustine at Richmond Green SS | 1:30 PM | Richmond Green SS | |
| Thursday, October 31, 2019 | |||
| TEAMS | TIME | LOCATION | |