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| I | KF Shkëndija 79 | - | FK Pobeda | 0:1 (0:1) | ||
| V | FK Pobeda | - | KF Shkëndija 79 | 2:0 (1:0) | ||
| I: 07.11.2018 13:00 | V: 05.12.2018 13:00 | Campeones: FK Pobeda | ||||
| I | Sileks Kratovo | - | FK Belasica | 0:2 (0:0) | ||
| V | FK Belasica | - | Sileks Kratovo | 2:0 (0:0) | ||
| I: 07.11.2018 13:00 | V: 05.12.2018 13:00 | Campeones: FK Belasica | ||||
| I | Akademija Pandev | - | KF Korabi | 3:1 (2:1) | ||
| V | KF Korabi | - | Akademija Pandev | 1:6 (1:2) | ||
| I: 07.11.2018 13:00 | V: 05.12.2018 13:00 | Campeones: Akademija Pandev | ||||
| I | Makedonija GP | - | FK Rabotnički | 1:0 (0:0) | ||
| V | FK Rabotnički | - | Makedonija GP | 0:1 (0:0) | ||
| I: 07.11.2018 13:00 | V: 05.12.2018 13:00 | Campeones: Makedonija GP | ||||
