| 2. Jornada | 14.08.2016 | FK Pelister | - | FK Bregalnica Štip | 3:0 |  |
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| 3. Jornada | 21.08.2016 | Makedonija GP | - | FK Pelister | 2:2 | |
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| 4. Jornada | 27.08.2016 | FK Pelister | - | FK Rabotnički | 3:0 | ||||
| 5. Jornada | 11.09.2016 | FK Renova | - | FK Pelister | 2:0 | ||||
| 6. Jornada | 17.09.2016 | KF Shkupi | - | FK Pelister | 2:1 | ||||
| 7. Jornada | 25.09.2016 | FK Pelister | - | Sileks Kratovo | 0:0 | ||||
| 11. Jornada | 23.10.2016 | FK Bregalnica Štip | - | FK Pelister | 0:0 | ||||
| 12. Jornada | 30.10.2016 | FK Pelister | - | Makedonija GP | 1:0 |
Macedonia del Norte