Bokelj Kotor 2-4 OFK Titograd *
| 23.10.2019 | OFK Titograd | 2-1 | Bokelj Kotor | |
| 02.10.2019 | Bokelj Kotor | 1-2 | OFK Titograd | |
Rudar Pljevlja 1-2 FK Buducnost *
| 23.10.2019 | FK Buducnost | 2-1 | Rudar Pljevlja | |
| 02.10.2019 | Rudar Pljevlja | 0-0 | FK Buducnost | |
Grbalj 4-5 Iskra Danilovgrad *
| 23.10.2019 | Iskra Danilovgrad | 4-1 | Grbalj | |
| 02.10.2019 | Grbalj | 3-1 | Iskra Danilovgrad | |
*Sutjeska Niksic 7-0 Lovćen
| 23.10.2019 | Lovćen | 0-3 | Sutjeska Niksic | |
| 02.10.2019 | Sutjeska Niksic | 4-0 | Lovćen | |
*OFK Petrovac 2-2 FK Drezga
| 23.10.2019 | FK Drezga | 2-0/p.9-10 | OFK Petrovac | |
| 02.10.2019 | OFK Petrovac | 2-0 | FK Drezga | |
FK Petnjica 0-6 Podgorica *
| 23.10.2019 | Podgorica | 3-0 W.O. | FK Petnjica | |
| 02.10.2019 | FK Petnjica | 0-3 W.O. | Podgorica | |