| 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 | |||
| Stouffville 27, at Dr. J.M. Denison 19 | 4:30 PM | Dr J M Denison SS | |||
| at St. Theresa Of Lisieux 20, Sacred Heart 10 | 3:00 PM | St Theresa Of Lisieux CHS | |||
| Tuesday, May 7, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Wednesday, May 8, 2019 | |||
| TEAMS | TIME | LOCATION | |
| Thursday, May 9, 2019 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| at St. Maximilian 38, Dr. J.M. Denison 5 | 3:30 PM | St Maximilian Kolbe CHS | ||||||
| at St. Theresa Of Lisieux 13, Bill Crothers SS 12 | 4:45 PM | St Theresa Of Lisieux CHS | ||||||
| at Stouffville 37, Keswick High School 0 | 3:30 PM | Stouffville DSS | ||||||