| Friday, May 10, 2019 | |||
| TEAMS | TIME | LOCATION | |
| at Pierre Elliott Trudeau 11, Milliken Mills 1 | 12:45 PM | Milliken Mills 3 | |
| Saturday, May 11, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, May 12, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Monday, May 13, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Tuesday, May 14, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Wednesday, May 15, 2019 | ||||||||||||||
| TEAMS | TIME | LOCATION | ||||||||||||
| St. Augustine 4, at St. Robert 4 | 12:45 PM | Bishops Cross | ||||||||||||
| Richmond Hill HS 12, at Sutton District 1 | 12:45 PM | Milliken Mills 1 | ||||||||||||
| at Markville 10, Pierre Elliott Trudeau 0 | 3:00 PM | Milliken Mills 1 | ||||||||||||
| Tommy Douglas SS 6, at St. Jean De Brebeuf CHS 6 | 12:45 PM | Richmond Green 4 | ||||||||||||
| Holy Cross 10, at Maple High School 2 | 3:00 PM | Richmond Green 4 | ||||||||||||
| Thursday, May 16, 2019 | |||||||||||
| TEAMS | TIME | LOCATION | |||||||||
| Sutton District 14, at Richmond Green SS 6 | 12:45 PM | Richmond Green 4 | |||||||||
| at Richmond Hill HS 2, Dr. J.M. Denison 1 | 3:00 PM | Richmond Green 4 | |||||||||
| St. Joan Of Arc 7, at Holy Cross 7 | 12:45 PM | Vaughan Grove 1 | |||||||||
| Stephen Lewis SS 11, at Tommy Douglas SS 3 | 3:00 PM | Vaughan Grove 1 | |||||||||