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| 22/08/2018 | 16:00 | KF Korabi | - | FK Borec | 1:0 | |
| 16:00 | FK Vlazrimi 77 | - | FK Belasica | 0:4 | ||
| 16:00 | Vardar Negotino | - | FK Skopje | 1:3 | ||
| 16:00 | FK Fortuna | - | FK Rabotnički | 0:6 | ||
| 16:00 | FK Labuništa | - | Akademija Pandev | 1:3 | ||
| 16:00 | FK Kit-Go Pehčevo | - | KF Shkupi | 2:0 | ||
| 16:00 | Poeševo | - | FK Bregalnica Štip | 0:4 | ||
| 16:00 | Vardar Forino | - | Vardar Skopje | 0:4 | ||
| 16:00 | FK Osogovo | - | FK Pelister | 0:1 | ||
| 16:00 | FK Teteks | - | KF Gostivari | 0:1 | ||
| 16:00 | Bratstvo-Vlaznimi | - | Sileks Kratovo | 0:7 | ||
| 16:00 | GFK Tikvesh | - | FK Renova | 2:1 | ||
| 16:00 | Prevalec | - | Makedonija GP | 0:2 | ||
| 29/08/2018 | 16:00 | FC Struga | - | FK Pobeda | 1:2 | |
| 12/09/2018 | 14:30 | FK Kožuf | - | KF Shkëndija 79 | 0:2 |
