Qualifier
11/09/2019 15:00 FK Jagodina - Teleoptik Zemun 5:6 pso
15:00 FK Bratstvo 1946 - OFK Bečej 1918 3:0
1. Round
25/09/2019 14:30 FK Sinđelić Beograd - FK Zemun 4:2 pso
14:30 Budućnost Dobanovci - Radnički Niš 1:4 (1:3)
14:30 FK Napredak - TSC Bačka Topola 3:4 (0:1, 1:1, 1:1) pso
14:30 FK Zlatibor - Vojvodina 1:4 (0:2)
14:30 FK Inđija - Dinamo Vranje 2:0 (2:0)
14:30 OFK Beograd - FK Rad Beograd 3:2 (2:1)
14:30 FK Bratstvo 1946 - Mladost Lučani 1:3 (0:2)
16:00 OFK Bačka - FK Radnički 1923 1:0 (0:0)
17:00 FK Mačva Šabac - FK Metalac 1:0 (1:0)
17:00 FK Čukarički-Stankom - FK Žarkovo 3:1 (3:0)
18:00 Spartak Subotica - FK Novi Pazar 2:0 (1:0)
26/09/2019 14:30 FK Trayal - Radnik Surdulica 2:3 (1:2)
09/10/2019 14:00 FK Vodojaža - Partizan 0:6 (0:1)
14:00 Proleter Novi Sad - FK Javor 2:1 (0:1)
14:00 FK Voždovac - Teleoptik Zemun 7:8 (0:1, 2:2, 2:2) pso
10/10/2019 14:00 FK Trepča - Crvena Zvezda 0:8 (0:2)
Round of 16
23/10/2019 13:00 Radnički Niš - OFK Bačka 2:0 (0:0)
13:00 Teleoptik Zemun - FK Čukarički-Stankom 0:1 (0:1)
13:00 FK Inđija - Proleter Novi Sad 2:1 (2:0)
13:00 OFK Beograd - Radnik Surdulica 1:2 (1:1)
17:00 Mladost Lučani - TSC Bačka Topola 5:4 (1:0, 1:1, 1:1) pso
17:00 Vojvodina - FK Sinđelić Beograd 4:0 (2:0)
20/11/2019 17:00 Crvena Zvezda - FK Mačva Šabac 1:0 (0:0)
10/03/2020 17:00 Partizan - Spartak Subotica 4:0 (1:0)
Quarter-finals
02/06/2020 16:00 FK Inđija - Crvena Zvezda 1:2 (0:2)
03/06/2020 14:00 FK Čukarički-Stankom - Radnički Niš 3:2 (1:2)
16:30 Radnik Surdulica - Partizan 1:2 (1:2)
19:00 Vojvodina - Mladost Lučani 5:4 (0:0, 0:0) pso
Semi-finals
10/06/2020 16:00 FK Čukarički-Stankom - Vojvodina 0:1 (0:1)
19:00 Partizan - Crvena Zvezda 1:0 (0:0)
Final
24/06/2020 18:00 Vojvodina - Partizan 4:2 (1:0, 2:2, 2:2) pso