| Friday, May 3, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, May 4, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, May 5, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Monday, May 6, 2019 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| Westmount 8, at King City SS 7 | 12:45 PM | Jean Austin Complex | ||||||
| Sir William Mulock 1, at Newmarket HS 0 | 12:45 PM | Richmond Green 7 | ||||||
| at Father Bressani 6, St. Elizabeth 5 | 3:00 PM | Richmond Green 7 | ||||||
| Tuesday, May 7, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Wednesday, May 8, 2019 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| Aurora HS 11, at Markham District 4 | 12:45 PM | Bishops Cross | ||||||
| at St. Brother Andre 11, Bill Crothers SS 1 | 3:00 PM | Bishops Cross | ||||||
| at Huron Heights 11, Sacred Heart 1 | 3:00 PM | Don McKnight Field | ||||||
| Thursday, May 9, 2019 | |||||
| TEAMS | TIME | LOCATION | |||
| at St. Maximilian 8, Bill Crothers SS 0 | 12:45 PM | Jean Austin Complex | |||
| Thornhill SS 6, at Westmount 6 | 3:00 PM | Jean Austin Complex | |||