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| 30.08.2008 | 16:00 | Vardar Skopje | - | FK Renova | 3:1 | |
| 31.08.2008 | 16:00 | FK Pobeda | - | Napredok Kičevo | 1:0 | |
| 16:00 | Sileks Kratovo | - | Makedonija GP | 1:1 | ||
| 16:00 | Metalurg Skopje | - | FK Turnovo | 1:1 | ||
| 16:00 | FK Pelister | - | FK Rabotnički | 1:1 |
| # | Mannschaft | Sp. | S. | U. | N. | Tore | Dif. | Pk. | |
|---|---|---|---|---|---|---|---|---|---|
| 1 |
|
Vardar Skopje | 3 | 3 | 0 | 0 | 9:1 | 8 | 9 |
| 2 |
|
Makedonija GP | 4 | 2 | 2 | 0 | 10:4 | 6 | 8 |
| 3 |
|
Milano Kumanovo | 3 | 2 | 1 | 0 | 7:3 | 4 | 7 |
| 4 |
|
FK Rabotnički | 4 | 0 | 4 | 0 | 5:5 | 0 | 4 |
| 5 |
|
Sileks Kratovo | 4 | 0 | 4 | 0 | 2:2 | 0 | 4 |
| 6 |
|
FK Pelister | 3 | 1 | 1 | 1 | 4:5 | -1 | 4 |
| 7 |
|
FK Renova | 3 | 1 | 1 | 1 | 2:3 | -1 | 4 |
| 8 |
|
Napredok Kičevo | 4 | 0 | 3 | 1 | 2:3 | -1 | 3 |
| 9 |
|
FK Pobeda | 4 | 1 | 0 | 3 | 3:9 | -6 | 3 |
| 10 |
|
Metalurg Skopje | 4 | 0 | 2 | 2 | 2:5 | -3 | 2 |
| 11 |
|
FK Turnovo | 4 | 0 | 2 | 2 | 2:8 | -6 | 2 |
| Champions League Quali. | |
| Europa League | |
| Relegation | |
| Abstieg |
|
# Cup-Sieger: FK Rabotni?ki |
