| # | 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 |
| 215 | Wed | Jun 3 | BB Mens | Bracebridge Mens | 5 | 2 | AU | Alliston United |
| 226 | Wed | Jun 3 | HSMO | Huronia Saints | 3 | 2 | HS Mens 1 | Huntsville Strikers 1 Mens |
| 232 | Fri | Jun 5 | ORIM | Orillia Inter | 0 | 2 | BarSC Mens | Barrie Blazers |
| 233 | Sun | Jun 7 | HS Mens 2 | Huntsville Strikers 2 Mens | 0 | 14 | BB Mens | Bracebridge Mens |
| 236 | Thu | Jun 11 | BarSC Mens | Barrie Blazers | 3 | 1 | BB Mens | Bracebridge Mens |
| 238 | Sun | Jun 14 | HS Mens 2 | Huntsville Strikers 2 Mens | 0 | 3 | HSMO | Huronia Saints |
| 237 | Sun | Jun 14 | HS Mens 1 | Huntsville Strikers 1 Mens | 1 | 3 | AFC | Alliston FC |
| 245 | Thu | Jun 25 | BarSC Mens | Barrie Blazers | 10 | 0 | HSMO | Huronia Saints |
| 246 | Fri | Jun 26 | ORIM | Orillia Inter | 4 | 2 | BB Mens | Bracebridge Mens |
| 254 | Fri | Jul 3 | ORIM | Orillia Inter | 4 | 3 | HS Mens 1 | Huntsville Strikers 1 Mens |
| 255 | Sun | Jul 5 | HS Mens 2 | Huntsville Strikers 2 Mens | 0 | 10 | AU | Alliston United |
| 256 | Wed | Jul 8 | HSMO | Huronia Saints | 0 | 5 | ORIM | Orillia Inter |
| 261 | Sat | Jul 11 | BB Mens | Bracebridge Mens | 2 | 2 | AFC | Alliston FC |
| 260 | Sun | Jul 12 | AU | Alliston United | 1 | 5 | BarSC Mens | Barrie Blazers |
| 263 | Sun | Jul 12 | HS Mens 1 | Huntsville Strikers 1 Mens | 10 | 0 | HS Mens 2 | Huntsville Strikers 2 Mens |
| 253 | Wed | Jul 22 | BB Mens | Bracebridge Mens | 6 | 3 | HSMO | Huronia Saints |
| 276 | Tue | Jul 28 | AFC | Alliston FC | 3 | 0 | ORIM | Orillia Inter |
| 315 | Thu | Jul 30 | AU | Alliston United | 4 | 0 | HSMO | Huronia Saints |
| 274 | Thu | Jul 30 | BarSC Mens | Barrie Blazers | 8 | 0 | HS Mens 2 | Huntsville Strikers 2 Mens |
| 275 | Fri | Jul 31 | BB Mens | Bracebridge Mens | 0 | 3 | HS Mens 1 | Huntsville Strikers 1 Mens |
| 283 | Wed | Aug 5 | AU | Alliston United | 2 | 4 | AFC | Alliston FC |
| 318 | Sun | Aug 9 | AFC | Alliston FC | 2 | 4 | BarSC Mens | Barrie Blazers |
| 284 | Sun | Aug 9 | HS Mens 1 | Huntsville Strikers 1 Mens | 5 | 0 | HSMO | Huronia Saints |
| 314 | Wed | Aug 12 | AU | Alliston United | 0 | 1 | BB Mens | Bracebridge Mens |
| 278 | Wed | Aug 12 | BarSC Mens | Barrie Blazers | 3 | 2 | ORIM | Orillia Inter |
| 291 | Sat | Aug 15 | BB Mens | Bracebridge Mens | 0 | 5 | BarSC Mens | Barrie Blazers |
| 290 | Sun | Aug 16 | AU | Alliston United | 4 | 2 | ORIM | Orillia Inter |
| 316 | Sun | Aug 16 | AFC | Alliston FC | 2 | 1 | HS Mens 1 | Huntsville Strikers 1 Mens |
| 249 | Wed | Aug 19 | HS Mens 1 | Huntsville Strikers 1 Mens | 2 | 2 | AU | Alliston United |
| 293 | Wed | Aug 19 | HSMO | Huronia Saints | 1 | 7 | BarSC Mens | Barrie Blazers |
| 301 | Wed | Aug 26 | HSMO | Huronia Saints | 0 | 2 | BB Mens | Bracebridge Mens |
| 268 | Wed | Aug 26 | BarSC Mens | Barrie Blazers | 0 | 1 | HS Mens 1 | Huntsville Strikers 1 Mens |
| 313 | Thu | Sep 3 | AFC | Alliston FC | 2 | 3 | AU | Alliston United |
