| Friday, October 20, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Saturday, October 21, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Sunday, October 22, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Monday, October 23, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Tuesday, October 24, 2023 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| Stouffville 1, at Bill Hogarth SS 0 | 3:00 PM | Dr J M Denison SS | ||||||
| at Stouffville 2, St. Brother Andre 0 | 4:00 PM | Dr J M Denison SS | ||||||
| at Dr. J.M. Denison 4, St. Brother Andre 1 | 5:00 PM | Dr J M Denison SS | ||||||
| Wednesday, October 25, 2023 | |||
| TEAMS | TIME | LOCATION | |
| Thursday, October 26, 2023 | ||||||||
| TEAMS | TIME | LOCATION | ||||||
| at Dr. J.M. Denison 4, St. Augustine 0 | 3:00 PM | Dr J M Denison SS | ||||||
| at St. Augustine 4, Dr. G.W. Williams 0 | 4:00 PM | Dr J M Denison SS | ||||||
| at Dr. J.M. Denison 5, Dr. G.W. Williams 0 | 5:00 PM | Dr J M Denison SS | ||||||