| Time | Status | Match | FT | H1 | Stats |
| 15/11/2008 13:00 |
(FT) | Rabotnicki Skopje Horizont Turnovo |
4 1 |
1 0 |
MF | ME |
| 16/11/2008 13:00 |
(FT) | Pelister Bitola Vardar Skopje |
0 0 |
0 0 |
MF | ME |
| 16/11/2008 13:00 |
(FT) | Pobeda Prilep Milano |
0 0 |
0 0 |
MF | ME |
| 16/11/2008 13:00 |
(FT) | Sileks Fk Napredok |
7 1 |
3 1 |
MF | ME |
| 16/11/2008 13:00 |
(FT) | Metalurg Skopje FK Makedonija |
0 1 |
0 1 |
MF | ME |