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| 1st(1st leg) | FK Dečić Tuzi | - | FK Sutjeska | 0:1 | ||
| 2nd (2nd leg) | FK Sutjeska | - | FK Dečić Tuzi | 2:0 | ||
| 1st(1st leg): 21/10/2009 13:00 | 2nd (2nd leg): 04/11/2009 12:00 | Winner: FK Sutjeska | ||||
| 1st(1st leg) | FK Budućnost Podgorica | - | FK Lovćen | 2:0 | ||
| 2nd (2nd leg) | FK Lovćen | - | FK Budućnost Podgorica | 0:2 | ||
| 1st(1st leg): 21/10/2009 13:00 | 2nd (2nd leg): 04/11/2009 12:00 | Winner: FK Budućnost Podgorica | ||||
| 1st(1st leg) | FK Zeta | - | OFK Bar | 0:2 | ||
| 2nd (2nd leg) | OFK Bar | - | FK Zeta | 0:1 | ||
| 1st(1st leg): 21/10/2009 13:00 | 2nd (2nd leg): 03/11/2009 12:00 | Winner: OFK Bar | ||||
| 1st(1st leg) | FK Bokelj | - | FK Grbalj Radanovići | 0:4 | ||
| 2nd (2nd leg) | FK Grbalj Radanovići | - | FK Bokelj | 4:1 | ||
| 1st(1st leg): 21/10/2009 13:00 | 2nd (2nd leg): 04/11/2009 12:00 | Winner: FK Grbalj Radanovići | ||||
| 1st(1st leg) | FK Jezero | - | Mladost Podgorica | 1:4 | ||
| 2nd (2nd leg) | Mladost Podgorica | - | FK Jezero | 6:3 | ||
| 1st(1st leg): 21/10/2009 13:00 | 2nd (2nd leg): 04/11/2009 12:00 | Winner: Mladost Podgorica | ||||
| 1st(1st leg) | Jedinstvo Bijelo Polje | - | FK Rudar Pljevlja | 0:2 | ||
| 2nd (2nd leg) | FK Rudar Pljevlja | - | Jedinstvo Bijelo Polje | 1:1 | ||
| 1st(1st leg): 21/10/2009 13:00 | 2nd (2nd leg): 04/11/2009 12:00 | Winner: FK Rudar Pljevlja | ||||
| 1st(1st leg) | FK Čelik Nikšić | - | FK Mornar | 1:3 | ||
| 2nd (2nd leg) | FK Mornar | - | FK Čelik Nikšić | 2:0 | ||
| 1st(1st leg): 21/10/2009 13:00 | 2nd (2nd leg): 04/11/2009 12:00 | Winner: FK Mornar | ||||
| 1st(1st leg) | FK Drezga | - | OFK Petrovac | 0:3 | ||
| 2nd (2nd leg) | OFK Petrovac | - | FK Drezga | 4:0 | ||
| 1st(1st leg): 21/10/2009 13:00 | 2nd (2nd leg): 04/11/2009 12:00 | Winner: OFK Petrovac | ||||
