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| 09.08.2008 | 17:00 | FK Rabotnički | - | Makedonija GP | 3:3 | |
| 10.08.2008 | 17:00 | FK Pelister | - | FK Turnovo | 3:1 | |
| 17:00 | FK Pobeda | - | FK Renova | 0:1 | ||
| 17:00 | Sileks Kratovo | - | Milano Kumanovo | 0:0 | ||
| 17:00 | Metalurg Skopje | - | Napredok Kičevo | 0:0 |
| # | Mannschaft | Sp. | S. | U. | N. | Tore | Dif. | Pk. | |
|---|---|---|---|---|---|---|---|---|---|
| 1 |
|
Makedonija GP | 2 | 1 | 1 | 0 | 7:3 | 4 | 4 |
| 2 |
|
Milano Kumanovo | 2 | 1 | 1 | 0 | 2:1 | 1 | 4 |
| 3 |
|
FK Renova | 2 | 1 | 1 | 0 | 1:0 | 1 | 4 |
| 4 |
|
Vardar Skopje | 1 | 1 | 0 | 0 | 3:0 | 3 | 3 |
| 5 |
|
FK Pelister | 1 | 1 | 0 | 0 | 3:1 | 2 | 3 |
| 6 |
|
FK Rabotnički | 2 | 0 | 2 | 0 | 4:4 | 0 | 2 |
| 7 |
|
Napredok Kičevo | 2 | 0 | 2 | 0 | 1:1 | 0 | 2 |
| 8 |
|
Sileks Kratovo | 2 | 0 | 2 | 0 | 0:0 | 0 | 2 |
| 9 |
|
Metalurg Skopje | 2 | 0 | 1 | 1 | 1:2 | -1 | 1 |
| 10 |
|
FK Pobeda | 2 | 0 | 0 | 2 | 0:4 | -4 | 0 |
| 11 |
|
FK Turnovo | 2 | 0 | 0 | 2 | 1:7 | -6 | 0 |
| Champions League Quali. | |
| Europa League | |
| Relegation | |
| Abstieg |
|
# Cup-Sieger: FK Rabotni?ki |
