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| H (Match allé) | Toronto Croatia | - | York Region Shooters | 2:0 (0:0) | ||
| R (match retour) | York Region Shooters | - | Toronto Croatia | 1:1 (1:0) | ||
| H (Match allé): 13.10.2010 02:00 | R (match retour): 18.10.2010 00:00 | vainqueur: Toronto Croatia | ||||
| H (Match allé) | Brantford Galaxy | - | Serbian White Eagles | 0:0 (0:0) | ||
| R (match retour) | Serbian White Eagles | - | Brantford Galaxy | 0:1 (0:0, 0:0) ap | ||
| H (Match allé): 13.10.2010 02:00 | R (match retour): 18.10.2010 02:00 | vainqueur: Brantford Galaxy | ||||
| H (Match allé) | Milltown FC | - | Portugal FC | 0:1 (0:1) | ||
| R (match retour) | Portugal FC | - | Milltown FC | 2:2 (0:1) | ||
| H (Match allé): 13.10.2010 02:00 | R (match retour): 17.10.2010 00:00 | vainqueur: Portugal FC | ||||
| H (Match allé) | Toronto FC Academy | - | Hamilton Croatia | 1:2 (0:1) | ||
| R (match retour) | Hamilton Croatia | - | Toronto FC Academy | 1:0 (0:0) | ||
| H (Match allé): 14.10.2010 03:00 | R (match retour): 18.10.2010 01:00 | vainqueur: Hamilton Croatia | ||||
