2. Round | 20/08/2017 | FK Pelister | - | FK Rabotnički | 1:1 | ||||
3. Round | 26/08/2017 | Sileks Kratovo | - | FK Pelister | 1:4 | ||||
4. Round | 10/09/2017 | FK Pelister | - | FK Skopje | 0:0 | ||||
5. Round | 16/09/2017 | FK Renova | - | FK Pelister | 1:0 | ||||
6. Round | 20/09/2017 | Akademija Pandev | - | FK Pelister | 2:0 | ||||
10. Round | 14/10/2017 | FK Pelister | - | FK Pobeda Junior | 2:1 | ||||
11. Round | 22/10/2017 | FK Rabotnički | - | FK Pelister | 2:0 | ||||
12. Round | 25/10/2017 | FK Pelister | - | Sileks Kratovo | 1:2 |