*Bregalnica Stip 2-1 Shkupi
| 21.10.2015 | Shkupi | 1-0 | Bregalnica Stip | |
| 30.09.2015 | Bregalnica Stip | 2-0 | Shkupi | |
*FK Turnovo 5-3 FK Skopje
| 21.10.2015 | FK Skopje | 2-2 | FK Turnovo | |
| 30.09.2015 | FK Turnovo | 3-1 | FK Skopje | |
Gostivari 0-8 Rabotnicki Skopje *
| 21.10.2015 | Rabotnicki Skopje | 4-0 | Gostivari | |
| 30.09.2015 | Gostivari | 0-4 | Rabotnicki Skopje | |
*Makedonija GP 3-2 FK Ljubanci
| 21.10.2015 | FK Ljubanci | 0-0 | Makedonija GP | |
| 30.09.2015 | Makedonija GP | 3-2 | FK Ljubanci | |
*Shkendija'79 7-0 Metalurg Skopje
| 21.10.2015 | Metalurg Skopje | 0-5 | Shkendija'79 | |
| 30.09.2015 | Shkendija'79 | 2-0 | Metalurg Skopje | |
Vlazrimi Kicevo 5-7 Mladost Carev Dvor *
| 21.10.2015 | Mladost Carev Dvor | 3-3 | Vlazrimi Kicevo | |
| 30.09.2015 | Vlazrimi Kicevo | 2-4 | Mladost Carev Dvor | |
*Vardar Skopje 6-1 Pelister Bitola
| 21.10.2015 | Pelister Bitola | 0-2 | Vardar Skopje | |
| 30.09.2015 | Vardar Skopje | 4-1 | Pelister Bitola | |
Renova 2-5 Sileks Kratovo *
| 21.10.2015 | Sileks Kratovo | 3-1 | Renova | |
| 30.09.2015 | Renova | 1-2 | Sileks Kratovo | |