| Time | Status | Match | FT | H1 | Stats |
| 10/09/2016 16:00 |
(FT) | Rabotnicki Skopje Sileks |
3 1 |
1 0 |
MF | ME |
| 11/09/2016 16:00 |
(FT) | Pobeda Prilep Korzo Prilep |
2 1 |
2 0 |
MF | ME |
| 11/09/2016 16:00 |
(FT) | FK Makedonija Vardar Skopje |
0 4 |
0 1 |
MF | ME |
| 11/09/2016 16:00 |
(FT) | Bregalnica Stip[9] FK Shkendija 79[5] |
1 1 |
0 1 |
MF | ME |
| 11/09/2016 16:00 |
(FT) | Renova Cepciste[6] Pelister Bitola[2] |
2 0 |
0 0 |
MF | ME |