| Time | Status | Match | FT | H1 | Stats |
| 27/09/2008 15:00 |
(FT) | Rabotnicki Skopje Pobeda Prilep |
2 2 |
1 0 |
MF | ME |
| 28/09/2008 15:00 |
(FT) | Milano Pelister Bitola |
3 1 |
1 0 |
MF | ME |
| 28/09/2008 15:00 |
(FT) | Fk Napredok Renova Cepciste |
1 2 |
0 2 |
MF | ME |
| 28/09/2008 15:00 |
(FT) | FK Makedonija Vardar Skopje |
1 0 |
0 0 |
MF | ME |
| 28/09/2008 15:00 |
(FT) | Metalurg Skopje Sileks |
2 0 |
2 0 |
MF | ME |