| # | Div | Day | Date | KO | Field | Home | Away | Home | Away |
|---|---|---|---|---|---|---|---|---|---|
| 269 | Mens | Tue | Sep 8 | 6:00pm | Nottawasaga Inn #1 | Alliston FC | Huronia Saints | AFC | HSMO |
| 308 | Mens | Thu | Sep 10 | 9:00pm | Eastview Park B | Barrie Blazers | Alliston United | BarSC Mens | AU |
| 310 | Mens | Fri | Sep 11 | 9:00pm | West Orillia Sports Complex Grass | Orillia Inter | Huronia Saints | ORIM | HSMO |
| 311 | Mens | Sun | Sep 13 | 4:00pm | Conroy Park | Huntsville Strikers 2 Mens | Huntsville Strikers 1 Mens | HS Mens 2 | HS Mens 1 |
| 309 | Mens | Sun | Sep 13 | 4:00pm | Nottawasaga Inn #1 | Alliston FC | Bracebridge Mens | AFC | BB Mens |
| 250 | Mens | Wed | Sep 16 | 9:00pm | Eastview Park B | Barrie Blazers | Alliston FC | BarSC Mens | AFC |
| 312 | Mens | Fri | Sep 18 | 9:00pm | West Orillia Sports Complex Grass | Orillia Inter | Alliston United | ORIM | AU |
| 299 | Mens | Sun | Sep 20 | 4:00pm | Nottawasaga Inn #1 | Alliston United | Huntsville Strikers 1 Mens | AU | HS Mens 1 |
| 271 | Mens | Sun | Sep 20 | 5:00pm | Conroy Park | Huntsville Strikers 2 Mens | Orillia Inter | HS Mens 2 | ORIM |
Games to be Rescheduled
| # | Div | Day | Date | KO | Field | Home | Away | Home | Away |
|---|---|---|---|---|---|---|---|---|---|
| 317 | Mens | Sun | Aug 23 | 6:00pm | Nottawasaga Inn #1 | Alliston FC | Huntsville Strikers 2 Mens | AFC | HS Mens 2 |
| 212 | Mens | Sat | Oct 31 | 9:00pm | West Orillia Sports Complex Turf | Orillia Inter | Huntsville Strikers 2 Mens | ORIM | HS Mens 2 |
| 248 | Mens | Sun | Sep 6 | 2:00pm | Conroy Park | Huntsville Strikers 2 Mens | Alliston FC | HS Mens 2 | AFC |
