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| 1st(1st leg) | KF Shkëndija 79 | - | Metalurg Skopje | 2:0 (2:0) | ||
| 2nd (2nd leg) | Metalurg Skopje | - | KF Shkëndija 79 | 0:5 (0:2) | ||
| 1st(1st leg): 30/09/2015 14:30 | 2nd (2nd leg): 21/10/2015 13:30 | Winner: KF Shkëndija 79 | ||||
| 1st(1st leg) | KF Gostivari | - | FK Rabotnički | 0:4 (0:1) | ||
| 2nd (2nd leg) | FK Rabotnički | - | KF Gostivari | 4:0 (2:0) | ||
| 1st(1st leg): 30/09/2015 14:30 | 2nd (2nd leg): 21/10/2015 13:30 | Winner: FK Rabotnički | ||||
| 1st(1st leg) | FK Renova | - | Sileks Kratovo | 1:2 (1:2) | ||
| 2nd (2nd leg) | Sileks Kratovo | - | FK Renova | 3:1 (0:1) | ||
| 1st(1st leg): 30/09/2015 14:30 | 2nd (2nd leg): 21/10/2015 13:30 | Winner: Sileks Kratovo | ||||
| 1st(1st leg) | FK Bregalnica Štip | - | KF Shkupi | 2:0 (1:0) | ||
| 2nd (2nd leg) | KF Shkupi | - | FK Bregalnica Štip | 1:0 | ||
| 1st(1st leg): 30/09/2015 14:30 | 2nd (2nd leg): 21/10/2015 13:30 | Winner: FK Bregalnica Štip | ||||
| 1st(1st leg) | FK Turnovo | - | FK Skopje | 3:1 | ||
| 2nd (2nd leg) | FK Skopje | - | FK Turnovo | 2:2 (0:0) | ||
| 1st(1st leg): 30/09/2015 14:30 | 2nd (2nd leg): 21/10/2015 13:30 | Winner: FK Turnovo | ||||
| 1st(1st leg) | FK Vlazrimi 77 | - | Mladost Carev Dvor | 2:4 (1:1) | ||
| 2nd (2nd leg) | Mladost Carev Dvor | - | FK Vlazrimi 77 | 3:3 (0:2) | ||
| 1st(1st leg): 30/09/2015 14:30 | 2nd (2nd leg): 21/10/2015 13:30 | Winner: Mladost Carev Dvor | ||||
| 1st(1st leg) | Makedonija GP | - | FK Ljubanci 1974 | 3:2 (2:0) | ||
| 2nd (2nd leg) | FK Ljubanci 1974 | - | Makedonija GP | 0:0 (0:0) | ||
| 1st(1st leg): 30/09/2015 14:30 | 2nd (2nd leg): 21/10/2015 13:30 | Winner: Makedonija GP | ||||
| 1st(1st leg) | Vardar Skopje | - | FK Pelister | 4:1 (3:0) | ||
| 2nd (2nd leg) | FK Pelister | - | Vardar Skopje | 0:2 | ||
| 1st(1st leg): 30/09/2015 16:00 | 2nd (2nd leg): 21/10/2015 13:30 | Winner: Vardar Skopje | ||||
