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| 1st(1st leg) | FK Teteks | - | Akademija Pandev | 0:2 (0:1) | ||
| 2nd (2nd leg) | Akademija Pandev | - | FK Teteks | 4:1 (2:0) | ||
| 1st(1st leg): 08/11/2017 12:00 | 2nd (2nd leg): 29/11/2017 12:00 | Winner: Akademija Pandev | ||||
| 1st(1st leg) | FK Renova | - | FK Skopje | 2:0 (0:0) | ||
| 2nd (2nd leg) | FK Skopje | - | FK Renova | 1:2 (0:0) | ||
| 1st(1st leg): 08/11/2017 12:00 | 2nd (2nd leg): 29/11/2017 12:00 | Winner: FK Renova | ||||
| 1st(1st leg) | FK Pelister | - | FK Pobeda Junior | 5:2 (2:2) | ||
| 2nd (2nd leg) | FK Pobeda Junior | - | FK Pelister | 2:2 (1:1) | ||
| 1st(1st leg): 08/11/2017 12:00 | 2nd (2nd leg): 29/11/2017 12:00 | Winner: FK Pelister | ||||
| 1st(1st leg) | Vardar Skopje | - | KF Shkëndija 79 | 1:1 (0:0) | ||
| 2nd (2nd leg) | KF Shkëndija 79 | - | Vardar Skopje | 4:0 (0:0) | ||
| 1st(1st leg): 21/02/2018 13:00 | 2nd (2nd leg): 07/03/2018 13:00 | Winner: KF Shkëndija 79 | ||||
