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| 1st(1st leg) | Jedinstvo Bijelo Polje | - | FK Budućnost Podgorica | 0:1 | ||
| 2nd (2nd leg) | FK Budućnost Podgorica | - | Jedinstvo Bijelo Polje | 7:0 | ||
| 1st(1st leg): 06/11/2019 12:30 | 2nd (2nd leg): 27/11/2019 16:00 | Winner: FK Budućnost Podgorica | ||||
| 1st(1st leg) | FK Zeta | - | FK Sutjeska | 0:0 | ||
| 2nd (2nd leg) | FK Sutjeska | - | FK Zeta | 1:0 | ||
| 1st(1st leg): 27/11/2019 12:00 | 2nd (2nd leg): 15/12/2019 12:00 | Winner: FK Sutjeska | ||||
| 1st(1st leg) | OFK Titograd | - | OFK Petrovac | 0:0 | ||
| 2nd (2nd leg) | OFK Petrovac | - | OFK Titograd | 2:0 | ||
| 1st(1st leg): 27/11/2019 12:00 | 2nd (2nd leg): 15/12/2019 12:00 | Winner: OFK Petrovac | ||||
| 1st(1st leg) | FK Podgorica | - | FK Iskra Danilovgrad | 0:0 | ||
| 2nd (2nd leg) | FK Iskra Danilovgrad | - | FK Podgorica | 1:1 | ||
| 1st(1st leg): 27/11/2019 15:00 | 2nd (2nd leg): 15/12/2019 12:00 | Winner: FK Podgorica | ||||
