| Friday, May 19, 2023 | |||
| TEAMS | TIME | LOCATION | |
| at Richmond Hill HS 7, Dr. G.W. Williams 6 | 12:30 PM | Richmond Green 7 | |
| Saturday, May 20, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, May 21, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Monday, May 22, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Tuesday, May 23, 2023 | |||||
| TEAMS | TIME | LOCATION | |||
| St. Jean De Brebeuf CHS 13, at St. Elizabeth 2 | 3:00 PM | Jean Austin Complex | |||
| Richmond Hill HS 21, at Renaissance ESC 1 | 2:30 PM | Lambert Wilson 4 | |||
| Wednesday, May 24, 2023 | |||||||||||
| TEAMS | TIME | LOCATION | |||||||||
| Tommy Douglas SS 11, at Thornhill SS 1 | 12:30 PM | Bishops Cross | |||||||||
| at St. Robert 14, Bayview SS 5 | 3:00 PM | Bishops Cross | |||||||||
| Bill Hogarth SS 17, at Markville 12 | 12:30 PM | Milliken Mills 3 | |||||||||
| Father McGivney 11, at Bur Oak SS 5 | 3:00 PM | Milliken Mills 3 | |||||||||
| Thursday, May 25, 2023 | |||||||||||
| TEAMS | TIME | LOCATION | |||||||||
| at St. Elizabeth 8, Thornhill SS 3 | 12:30 PM | Concord Regional 1 | |||||||||
| St. Jean De Brebeuf CHS 10, at Stephen Lewis SS 6 | 3:00 PM | Concord Regional 1 | |||||||||
| St. Theresa Of Lisieux 5, at Dr. G.W. Williams 3 | 2:30 PM | Lambert Wilson 4 | |||||||||
| at Richmond Green SS 9, Alexander Mackenzie 0 | 3:00 PM | Richmond Green 7 | |||||||||