| # | Day | Date | Home | Home | Away | Away | ||
|---|---|---|---|---|---|---|---|---|
| 211 | Wed | May 20 | HSMO | Huronia Saints | 1 | 3 | AFC | Alliston FC |
| 216 | Sun | May 24 | HS Mens 1 | Huntsville Strikers 1 Mens | 2 | 2 | BarSC Mens | Barrie Blazers |
| 217 | Wed | May 27 | HSMO | Huronia Saints | 5 | 1 | AU | Alliston United |
| 222 | Fri | May 29 | ORIM | Orillia Inter | 2 | 3 | AFC | Alliston FC |
| 224 | Sun | May 31 | HS Mens 2 | Huntsville Strikers 2 Mens | 2 | 5 | BarSC Mens | Barrie Blazers |
| 225 | Sun | May 31 | HS Mens 1 | Huntsville Strikers 1 Mens | 2 | 2 | BB Mens | Bracebridge Mens |
| 226 | Wed | Jun 3 | HSMO | Huronia Saints | 3 | 2 | HS Mens 1 | Huntsville Strikers 1 Mens |
| 233 | Sun | Jun 7 | HS Mens 2 | Huntsville Strikers 2 Mens | 0 | 14 | BB Mens | Bracebridge Mens |
