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| H | FK Teteks | - | Akademija Pandev | 0:2 (0:1) | ||
| R | Akademija Pandev | - | FK Teteks | 4:1 (2:0) | ||
| H: 08.11.2017 13:00 | R: 29.11.2017 13:00 | Sieger: Akademija Pandev | ||||
| H | FK Renova | - | FK Skopje | 2:0 (0:0) | ||
| R | FK Skopje | - | FK Renova | 1:2 (0:0) | ||
| H: 08.11.2017 13:00 | R: 29.11.2017 13:00 | Sieger: FK Renova | ||||
| H | FK Pelister | - | FK Pobeda Junior | 5:2 (2:2) | ||
| R | FK Pobeda Junior | - | FK Pelister | 2:2 (1:1) | ||
| H: 08.11.2017 13:00 | R: 29.11.2017 13:00 | Sieger: FK Pelister | ||||
| H | Vardar Skopje | - | KF Shkëndija 79 | 1:1 (0:0) | ||
| R | KF Shkëndija 79 | - | Vardar Skopje | 4:0 (0:0) | ||
| H: 21.02.2018 14:00 | R: 07.03.2018 14:00 | Sieger: KF Shkëndija 79 | ||||
