| Time | Status | Match | FT | H1 | Stats |
| 20/09/2008 15:30 |
(FT) | Vardar Skopje Fk Napredok |
4 2 |
0 1 |
MF | ME |
| 21/09/2008 15:30 |
(FT) | Pelister Bitola Metalurg Skopje |
2 0 |
0 0 |
MF | ME |
| 21/09/2008 15:30 |
(FT) | Sileks Rabotnicki Skopje |
0 0 |
0 0 |
MF | ME |
| 21/09/2008 15:30 |
(FT) | Pobeda Prilep Horizont Turnovo |
2 1 |
1 1 |
MF | ME |
| 21/09/2008 15:30 |
(FT) | Renova Cepciste Milano |
1 0 |
0 0 |
MF | ME |