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| 1st(1st leg) | FK Renova | - | KF Gostivari | 0:1 (0:0) | ||
| 2nd (2nd leg) | KF Gostivari | - | FK Renova | 1:5 (0:3) | ||
| 1st(1st leg): 13/09/2011 14:30 | 2nd (2nd leg): 28/09/2011 13:30 | Winner: FK Renova | ||||
| 1st(1st leg) | Sileks Kratovo | - | FK Teteks | 2:2 (1:1) | ||
| 2nd (2nd leg) | FK Teteks | - | Sileks Kratovo | 0:0 (0:0) | ||
| 1st(1st leg): 14/09/2011 14:30 | 2nd (2nd leg): 28/09/2011 13:30 | Winner: FK Teteks | ||||
| 1st(1st leg) | 11 Oktomvri | - | FK Skopje | 4:0 (3:0) | ||
| 2nd (2nd leg) | FK Skopje | - | 11 Oktomvri | 2:0 (0:0) | ||
| 1st(1st leg): 14/09/2011 14:30 | 2nd (2nd leg): 29/09/2011 13:30 | Winner: 11 Oktomvri | ||||
| 1st(1st leg) | KF Shkëndija 79 | - | FK Bregalnica Štip | 2:0 (0:0) | ||
| 2nd (2nd leg) | FK Bregalnica Štip | - | KF Shkëndija 79 | 3:0 (1:0, 2:0) pso | ||
| 1st(1st leg): 14/09/2011 14:30 | 2nd (2nd leg): 28/09/2011 13:30 | Winner: FK Bregalnica Štip | ||||
| 1st(1st leg) | FK Turnovo | - | FK Pelister | 1:0 | ||
| 2nd (2nd leg) | FK Pelister | - | FK Turnovo | 1:1 (0:0) | ||
| 1st(1st leg): 14/09/2011 14:30 | 2nd (2nd leg): 28/09/2011 13:30 | Winner: FK Turnovo | ||||
| 1st(1st leg) | Napredok Kičevo | - | FK Miravci | 3:1 (2:0) | ||
| 2nd (2nd leg) | FK Miravci | - | Napredok Kičevo | 2:3 | ||
| 1st(1st leg): 14/09/2011 14:30 | 2nd (2nd leg): 28/09/2011 13:30 | Winner: Napredok Kičevo | ||||
| 1st(1st leg) | FK Rabotnički | - | Metalurg Skopje | 0:0 | ||
| 2nd (2nd leg) | Metalurg Skopje | - | FK Rabotnički | 3:5 (0:0, 0:0) pso | ||
| 1st(1st leg): 14/09/2011 14:30 | 2nd (2nd leg): 28/09/2011 13:30 | Winner: FK Rabotnički | ||||
| 1st(1st leg) | Vardar Skopje | - | GFK Tikvesh | 6:1 (4:1) | ||
| 2nd (2nd leg) | GFK Tikvesh | - | Vardar Skopje | 0:1 (0:0) | ||
| 1st(1st leg): 15/09/2011 17:30 | 2nd (2nd leg): 28/09/2011 13:30 | Winner: Vardar Skopje | ||||
