| 14 | Jul 17 | Burlington Bayhawks | 3 - 2 | Caledon MK |
| 16 | Jul 17 | Guelph Jr. Gryphons Red 08B | 8 - 1 | Hamilton United 2008 Regional |
| 15 | Jul 17 | Caledon JD | 5 - 0 | Waterloo United Regional |
| 13 | Jul 17 | North York Academy | 1 - 5 | Scarborough Olympic Flame Eagles |
| 12 | Jul 17 | Vaughan Azzurri | 2 - 1 | Thornhill Bolts |
| 23 | Jul 18 | Milton Magic Blue | 0 - 10 | Burlington Bayhawks |
| 17 | Jul 18 | North York FC Emery M2008 | 0 - 16 | Glen Shields FC |
| 19 | Jul 18 | North York Spartacus 2008 | 2 - 4 | Scarborough Olympic Flame Eagles |
| 20 | Jul 18 | CFC North York | 2 - 4 | Union FC 2008 York Region |
| 22 | Jul 18 | Brampton SC Navy | 3 - 8 | St. Catharines Club Roma Wolves |
| 24 | Jul 18 | FC Toronto | 2 - 1 | Caledon JD |
| 18 | Jul 18 | Dutch Connections FC Academy Toronto | 10 - 1 | Vaughan Azzurri |
| 25 | Jul 18 | Croatia Norval | 2 - 1 | Guelph Jr. Gryphons Red 08B |
| 26 | Jul 18 | Kitchener Spirit 08 | 4 - 3 | London TFC 08 |
| 191 | Jul 24 | Caledon MK | 17 - 0 | Waterloo United Regional |
| 192 | Jul 24 | Caledon JD | 2 - 5 | Hamilton United 2008 Regional |
| 190 | Jul 24 | Thornhill Bolts | 2 - 0 | North York Academy |
| 193 | Jul 25 | Vaughan Azzurri | 11 - 0 | CFC North York |
| 289 | Jul 25 | Milton Magic Blue | 3 - 0 | Brampton SC Navy |
| 281 | Jul 25 | North York FC Emery M2008 | 1 - 9 | North York Spartacus 2008 |
| 195 | Jul 25 | Guelph Jr. Gryphons Red 08B | 0 - 4 | Caledon MK |
| 196 | Jul 25 | London TFC 08 | 8 - 1 | Hamilton United 2008 Regional |
| 330 | Aug 7 | St. Catharines Club Roma Wolves | 3 - 4 | North York Spartacus 2008 |
| 331 | Aug 7 | Glen Shields FC | 1 - 2 | Caledon MK |
| 304 | Aug 7 | Scarborough Olympic Flame Eagles | 3 - 1 | Milton Magic Blue |
| 305 | Aug 7 | Burlington Bayhawks | 7 - 0 | Thornhill Bolts |
| 306 | Aug 7 | FC Toronto | 2 - 3 | Vaughan Azzurri |
| 337 | Aug 7 | Kitchener Spirit 08 | 3 - 0 | Croatia Norval |
| 336 | Aug 7 | Dutch Connections FC Academy Toronto | 8 - 2 | London TFC 08 |
| 338 | Aug 7 | Scarborough Wexford Dynamo Elite | 0 - 3 | Union FC 2008 York Region |
| 394 | Aug 14 | Caledon MK | 2 - 6 | Dutch Connections FC Academy Toronto |
| 395 | Aug 14 | North York Spartacus 2008 | 0 - 6 | Burlington Bayhawks |
| 398 | Aug 14 | Scarborough Olympic Flame Eagles | 2 - 0 | Union FC 2008 York Region |
| 391 | Aug 14 | Vaughan Azzurri | (3) 0 - 0 (1) | Kitchener Spirit 08 |
