Qualifier
12/09/2018 15:00 Mladost Bački Jarak - ČSK Pivara 3:0
15:00 FK Trayal - Radnički Pirot 0:1
15:00 FK Mokra Gora - FK Sloboda Užice 4:5 pso
15:00 FK Kolubara - Temnić 1924 2:0
1. Round
26/09/2018 14:00 FK Kolubara - Partizan 1:2 (0:1)
15:00 FK Inđija - FK Zemun 0:2 (0:2)
15:00 FK Sinđelić Beograd - FK Voždovac 1:0 (1:0)
15:00 Radnik Surdulica - Radnički Pirot 5:0 (1:0)
15:00 Mladost Bački Jarak - FK Čukarički-Stankom 0:2 (0:0)
15:00 TSC Bačka Topola - FK Rad Beograd 2:0 (1:0)
15:00 FK Javor - FK Novi Pazar 3:0 (0:0)
15:00 Proleter Novi Sad - Mladost Lučani 3:4 (0:1, 1:1) pso
15:00 LFK Mladost - Spartak Subotica 0:2 (0:1)
17:00 FK Mačva Šabac - FK Radnički 1923 1:0 (0:0)
17:00 FK Sloboda Užice - Borac Čačak 0:3 (0:0)
17:00 Bačka Bačka Palanka - Budućnost Dobanovci 3:4 (0:1, 1:1, 1:1) pso
18:00 Vojvodina - Teleoptik Zemun 2:0 (0:0)
18:00 Radnički Niš - FK Bežanija 4:1 (1:0)
17/10/2018 14:00 FK Napredak - FK Metalac 2:0 (1:0)
17:00 Dinamo Vranje - Crvena Zvezda 0:2 (0:1)
Round of 16
24/10/2018 13:00 FK Zemun - Partizan 0:2 (0:0)
13:00 Budućnost Dobanovci - Radnički Niš 1:4 (1:4)
13:00 Spartak Subotica - FK Mačva Šabac 1:0 (0:0)
15:00 Vojvodina - FK Sinđelić Beograd 4:0 (0:0)
16:00 Borac Čačak - FK Napredak 0:4 (0:0)
16:00 FK Čukarički-Stankom - Mladost Lučani 1:4 (0:2)
14/11/2018 13:00 FK Javor - Radnik Surdulica 4:5 (1:0, 1:1) pso
21/11/2018 14:00 Crvena Zvezda - TSC Bačka Topola 4:1 (1:0)
Quarter-finals
13/03/2019 13:00 Spartak Subotica - Mladost Lučani 1:2 (1:0)
14:30 FK Napredak - Partizan 0:4 (0:2)
16:00 Radnički Niš - Vojvodina 2:1 (1:0)
17:00 Crvena Zvezda - Radnik Surdulica 2:1 (2:0)
Semi-finals
16/04/2019 16:00 Crvena Zvezda - Mladost Lučani 4:1 (4:1)
17/04/2019 17:00 Partizan - Radnički Niš 1:0 (1:0)
15/05/2019 16:30 Mladost Lučani - Crvena Zvezda 0:0 (0:0)
19:00 Radnički Niš - Partizan 1:1 (1:1)
Final
23/05/2019 18:00 Crvena Zvezda - Partizan 0:1 (0:1)