| Friday, September 29, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, September 30, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, October 1, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Monday, October 2, 2023 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| at Dr. J.M. Denison 5, Markville 0 | 3:00 PM | Dr J M Denison SS | ||||||
| Markville 0, at Dr. G.W. Williams 0 | 4:00 PM | Dr J M Denison SS | ||||||
| at Dr. J.M. Denison 2, Stouffville 1 | 5:00 PM | Dr J M Denison SS | ||||||
| Tuesday, October 3, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Wednesday, October 4, 2023 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| at St. Augustine 3, Bill Crothers SS 2 | 3:00 PM | Bill Crothers SS | ||||||
| Bill Hogarth SS 0, at St. Brother Andre 0 | 4:00 PM | Bill Crothers SS | ||||||
| at St. Augustine 3, St. Brother Andre 0 | 5:00 PM | Bill Crothers SS | ||||||
| Thursday, October 5, 2023 | |||
| TEAMS | TIME | LOCATION | |