*Pelister Bitola 7-3 Borec Veles
| 18.10.2017 | Borec Veles | 1-3 | Pelister Bitola | |
| 13.09.2017 | Pelister Bitola | 4-2 | Borec Veles | |
Bregalnica Stip 3-8 Pobeda Prilep *
| 18.10.2017 | Pobeda Prilep | 5-1 | Bregalnica Stip | |
| 13.09.2017 | Bregalnica Stip | 2-3 | Pobeda Prilep | |
*FK Skopje 6-0 FK Gorno Lisice
| 18.10.2017 | FK Gorno Lisice | 0-3 | FK Skopje | |
| 13.09.2017 | FK Skopje | 3-0 | FK Gorno Lisice | |
Rabotnicki Skopje 2-2 Shkendija'79 *
| 18.10.2017 | Shkendija'79 | 1-1/p.3-2 | Rabotnicki Skopje | |
| 13.09.2017 | Rabotnicki Skopje | 1-1 | Shkendija'79 | |
Sileks Kratovo 1-5 Akademija Pandev *
| 18.10.2017 | Akademija Pandev | 5-0 | Sileks Kratovo | |
| 13.09.2017 | Sileks Kratovo | 1-0 | Akademija Pandev | |
FK Kozuf 4-5 Teteks Tetovo *
| 17.10.2017 | Teteks Tetovo | 3-2 | FK Kozuf | |
| 13.09.2017 | FK Kozuf | 2-2 | Teteks Tetovo | |
*Vardar Skopje 3-1 Shkupi
| 17.12.2017 | Shkupi | 0-2 | Vardar Skopje | |
| 30.11.2017 | Vardar Skopje | 1-1 | Shkupi | |