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| 1st(1st leg) | FK Bregalnica Štip | - | Napredok Kičevo | 0:1 (0:0) | ||
| 2nd (2nd leg) | Napredok Kičevo | - | FK Bregalnica Štip | 1:0 (0:0) | ||
| 1st(1st leg): 20/10/2010 13:00 | 2nd (2nd leg): 10/11/2010 12:00 | Winner: Napredok Kičevo | ||||
| 1st(1st leg) | Vardar Skopje | - | GFK Tikvesh | 4:1 (3:0) | ||
| 2nd (2nd leg) | GFK Tikvesh | - | Vardar Skopje | 4:0 (1:0) | ||
| 1st(1st leg): 20/10/2010 13:00 | 2nd (2nd leg): 10/11/2010 12:00 | Winner: GFK Tikvesh | ||||
| 1st(1st leg) | FK Turnovo | - | FK Teteks | 1:2 (0:0) | ||
| 2nd (2nd leg) | FK Teteks | - | FK Turnovo | 1:0 (1:0) | ||
| 1st(1st leg): 20/10/2010 13:00 | 2nd (2nd leg): 10/11/2010 12:00 | Winner: FK Teteks | ||||
| 1st(1st leg) | Lokomotiva Skopje | - | Metalurg Skopje | 0:3 (0:0) | ||
| 2nd (2nd leg) | Metalurg Skopje | - | Lokomotiva Skopje | 1:1 (0:0) | ||
| 1st(1st leg): 20/10/2010 13:00 | 2nd (2nd leg): 10/11/2010 12:00 | Winner: Metalurg Skopje | ||||
