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| H | FK Bregalnica Štip | - | Napredok Kičevo | 0:1 (0:0) | ||
| R | Napredok Kičevo | - | FK Bregalnica Štip | 1:0 (0:0) | ||
| H: 20.10.2010 14:00 | R: 10.11.2010 13:00 | Sieger: Napredok Kičevo | ||||
| H | Vardar Skopje | - | GFK Tikvesh | 4:1 (3:0) | ||
| R | GFK Tikvesh | - | Vardar Skopje | 4:0 (1:0) | ||
| H: 20.10.2010 14:00 | R: 10.11.2010 13:00 | Sieger: GFK Tikvesh | ||||
| H | FK Turnovo | - | FK Teteks | 1:2 (0:0) | ||
| R | FK Teteks | - | FK Turnovo | 1:0 (1:0) | ||
| H: 20.10.2010 14:00 | R: 10.11.2010 13:00 | Sieger: FK Teteks | ||||
| H | Lokomotiva Skopje | - | Metalurg Skopje | 0:3 (0:0) | ||
| R | Metalurg Skopje | - | Lokomotiva Skopje | 1:1 (0:0) | ||
| H: 20.10.2010 14:00 | R: 10.11.2010 13:00 | Sieger: Metalurg Skopje | ||||
