1. Runde
22.09.2020 15:30 Vardar Forino - Vardar Skopje 6:7 (0:1, 2:2) i.E.
23.09.2020 15:30 Makedonija GP - FK Pobeda Junior 5:4 i.E.
15:30 FK Ljuboten - FK Pelister 0:4 (0:0)
15:30 FK Sloga 1934 - KF Shkupi 1:2
15:30 KF Veleshta - FK Kožuf 1:2 (0:0)
15:30 FK Rosoman 83 - FK Belasica 1:5
15:30 FK Ohrid - FK Renova 0:4 (0:2)
15:30 Sileks Kratovo - FK Labuništa 3:0 (1:0)
15:30 Kamenica Sasa - FK Borec 3:1 (1:2, 2:2) i.E.
15:30 KF Gostivari - GFK Tikvesh 5:0 (1:0)
15:30 FK Vlazrimi 77 - FK Rabotnički 3:4 i.E.
18:00 FK Kit-Go Pehčevo - FK Skopje 2:1 (1:0)
Achtelfinale
21.10.2020 14:30 Akademija Pandev - Vardar Skopje 1:0
14:30 Makedonija GP - Kamenica Sasa 6:0
14:30 KF Shkëndija 79 - KF Gostivari 1:0
14:30 KF Shkupi - FK Kit-Go Pehčevo 5:0
14:30 FK Kožuf - Sileks Kratovo 1:3
14:30 FC Struga - FK Rabotnički 4:3 (0:0, 0:0) i.E.
14:30 FK Bregalnica Štip - FK Belasica 0:1 (0:0)
14:30 FK Renova - FK Pelister 6:5 (0:1, 2:2) i.E.
Viertelfinale
25.11.2020 13:00 Akademija Pandev - KF Shkupi 2:1 (1:0)
13:00 FK Belasica - Makedonija GP 1:4 (1:1)
13:00 Sileks Kratovo - KF Shkëndija 79 4:2 (0:0, 0:0) i.E.
13:00 FC Struga - FK Renova 1:0 (0:0)
Halbfinale
06.04.2021 13:00 Makedonija GP - Akademija Pandev 1:3 (1:1)
07.04.2021 13:00 FC Struga - Sileks Kratovo 0:1 (0:0)
Finale
19.05.2021 19:00 Akademija Pandev - Sileks Kratovo 3:4 (0:0, 0:0, 0:0) i.E.
Kup na Makedonija
Kup na Makedonija
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