1. Runde
28.08.2019 16:30 FK Rudar Pljevlja - FK Otrant 1:0
16:30 FK Sloga Radovići - OFK Titograd 0:1
16:30 FK Zeta - FK Dečić Tuzi 6:5 i.E.
16:30 FK Grbalj Radanovići - FK Arsenal 4:0
16:30 FK Cetinje - FK Podgorica 0:7
16:30 FK Komovi - FK Ibar Rožaje 0:4
16:30 OFK Mladost DG - FK Drezga 2:4
16:30 FK Bokelj - FK Jezero 1:0
16:30 FK Gorštak - FK Petnjica 0:5
17:30 Jedinstvo Bijelo Polje - FK KOM Podgorica 1:0
25.09.2019 15:00 FK Mornar - FK Iskra Danilovgrad 0:2
Achtelfinale
02.10.2019 14:30 FK Grbalj Radanovići - FK Iskra Danilovgrad 3:1
14:30 FK Ibar Rožaje - FK Zeta 0:0
14:30 FK Sutjeska - FK Lovćen 4:0
14:30 FK Petnjica - FK Podgorica 0:3 Wert.
14:30 FK Rudar Pljevlja - FK Budućnost Podgorica 0:0
14:30 OFK Petrovac - FK Drezga 2:0
14:30 FK Bokelj - OFK Titograd 1:2
23.10.2019 FK Podgorica - FK Petnjica 3:0 Wert.
13:30 FK Iskra Danilovgrad - FK Grbalj Radanovići 4:1
13:30 FK Zeta - FK Ibar Rožaje 3:0
13:30 FK Lovćen - FK Sutjeska 0:3
13:30 FK Budućnost Podgorica - FK Rudar Pljevlja 2:1
13:30 FK Drezga - OFK Petrovac 9:10 (1:0, 2:0, 2:0) i.E.
13:30 OFK Titograd - FK Bokelj 2:1
Viertelfinale
06.11.2019 13:30 Jedinstvo Bijelo Polje - FK Budućnost Podgorica 0:1
27.11.2019 13:00 FK Zeta - FK Sutjeska 0:0
13:00 OFK Titograd - OFK Petrovac 0:0
16:00 FK Podgorica - FK Iskra Danilovgrad 0:0
17:00 FK Budućnost Podgorica - Jedinstvo Bijelo Polje 7:0
15.12.2019 13:00 FK Iskra Danilovgrad - FK Podgorica 1:1
13:00 FK Sutjeska - FK Zeta 1:0
13:00 OFK Petrovac - OFK Titograd 2:0