Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 24.04.2016 |  | Matchday 2 | Rabotnički - Sileks Kratovo | RAB - | 2:0 | 500 |
| 10.08.2016 | | Matchday 1 | Makedonija - Rabotnički | Mak - RAB | 0:4 | 500 |
| 21.08.2016 | | Matchday 3 | Makedonija - FK Pelister | Mak - PEL | 2:2 | 300 |
| 11.09.2016 | | Matchday 5 | Makedonija - Vardar | Mak - Var | 0:4 | 1.500 |
| 24.09.2016 | | Matchday 7 | Rabotnički - Shkëndija 79 | RAB - S79 | 1:3 | 1.000 |
| 25.09.2016 | | Matchday 7 | Makedonija - Pobeda | Mak - | 1:1 | 200 |
| 01.10.2016 | | Matchday 9 | Rabotnički - FK Bregalnica Štip | RAB - | 1:1 | 300 |
| 02.10.2016 | | Matchday 9 | Makedonija - KF Shkupi | Mak - KF | 0:1 | 800 |
| 23.10.2016 | | Matchday 11 | Makedonija - FK Renova | Mak - REN | 3:1 | 300 |
| 05.11.2016 | | Matchday 13 | Makedonija - Sileks Kratovo | Mak - | 1:1 | 300 |
| 20.11.2016 | | Matchday 15 | Makedonija - Shkëndija 79 | Mak - S79 | 0:4 | 500 |
| 30.11.2016 | | Matchday 17 | Makedonija - FK Bregalnica Štip | Mak - | 2:2 | 100 |