| Time | Status | Match | FT | H1 | Stats |
| 23/08/2009 16:00 |
(FT) | Pobeda Prilep FK Makedonija |
0 0 |
0 0 |
MF | ME |
| 23/08/2009 16:00 |
(FT) | Metalurg Skopje Sileks |
2 2 |
1 1 |
MF | ME |
| 23/08/2009 16:00 |
(FT) | Milano Horizont Turnovo |
0 2 |
0 1 |
MF | ME |
| 23/08/2009 16:00 |
(FT) | Rabotnicki Skopje Pelister Bitola |
3 0 |
1 0 |
MF | ME |
| 30/08/2009 16:00 |
(FT) | Renova Cepciste Vardar Skopje |
3 2 |
2 1 |
MF | ME |
| 30/08/2009 16:00 |
(FT) | Sloga Jugomagnat FK Teteks Tetovo |
1 0 |
1 0 |
MF | ME |