| 1. Round | 05/08/2019 | FK Budućnost Podgorica | - | FK Rudar Pljevlja | 2:0 | ||||
| 2. Round | 10/08/2019 | FK Rudar Pljevlja | - | FK Grbalj Radanovići | 1:3 |  |
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| 3. Round | 14/08/2019 | OFK Titograd | - | FK Rudar Pljevlja | 0:1 | ||||
| 4. Round | 18/08/2019 | FK Rudar Pljevlja | - | FK Sutjeska | 0:4 | ||||
| 7. Round | 14/09/2019 | FK Rudar Pljevlja | - | FK Podgorica | 2:1 | ||||
| 8. Round | 18/09/2019 | FK KOM Podgorica | - | FK Rudar Pljevlja | 5:0 | ||||
| 9. Round | 22/09/2019 | FK Rudar Pljevlja | - | OFK Petrovac | 4:0 | |
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| 10. Round | 28/09/2019 | FK Rudar Pljevlja | - | FK Budućnost Podgorica | 0:3 | ||||
| 11. Round | 05/10/2019 | FK Grbalj Radanovići | - | FK Rudar Pljevlja | 2:2 | ||||
| 12. Round | 19/10/2019 | FK Rudar Pljevlja | - | OFK Titograd | 3:1 | ||||
| 13. Round | 27/10/2019 | FK Sutjeska | - | FK Rudar Pljevlja | 3:0 | ||||
| 14. Round | 02/11/2019 | FK Rudar Pljevlja | - | FK Iskra Danilovgrad | 1:1 | ||||
| 15. Round | 09/11/2019 | FK Rudar Pljevlja | - | FK Zeta | 1:1 | ||||
| 16. Round | 23/11/2019 | FK Podgorica | - | FK Rudar Pljevlja | 3:0 | ||||
| 17. Round | 01/12/2019 | FK Rudar Pljevlja | - | FK KOM Podgorica | 3:2 | |
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| 19. Round | 11/12/2019 | FK Budućnost Podgorica | - | FK Rudar Pljevlja | 2:0 |
Montenegro