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1/16-finals
1/8-finals
Quarter-finals
Semi-finals
Final
2020/21
1/16-finals
| 1 | Bregalnica Stip | Bye | |
| 2 | Rosoman 83 | Belasica | 1 : 5 |
| 3 | Pobeda | Makedonija GP | 0 : 1 |
| 4 | Sasa | Borec | 3 : 2 |
| 5 | Brera Strumica | Bye | |
| 6 | Vardari Forino | Vardar | 2 : 3 |
| 7 | Sloga Vinica | Shkupi | 1 : 2 |
| 8 | FK Pehchevo | FK Skopje | 2 : 1 |
| 9 | Struga | Bye | |
| 10 | Vellazerimi | Rabotnicki | 0 : 1 |
| 11 | Ohrid | Renova | 0 : 4 |
| 12 | Ljuboten | Pelister | 0 : 4 |
| 13 | Veleshta | Kozuf Gevgelija | 1 : 2 |
| 14 | Teteks | Sileks | 0 : 3 |
| 15 | Shkendija | Bye | |
| 16 | KF Gostivar | Tikves | 5 : 0 |
1/8-finals
| 1 | Bregalnica Stip | Belasica | 0 : 1 |
| 2 | Makedonija GP | Sasa | 6 : 0 |
| 3 | Brera Strumica | Vardar | 1 : 0 |
| 4 | Shkupi | FK Pehchevo | 5 : 0 |
| 5 | Struga | Rabotnicki | 1 : 0 |
| 6 | Renova | Pelister | 3 : 2 |
| 7 | Kozuf Gevgelija | Sileks | 1 : 3 |
| 8 | Shkendija | KF Gostivar | 1 : 0 |
Quarter-finals
| 1 | Belasica | Makedonija GP | 1 : 4 |
| 2 | Brera Strumica | Shkupi | 2 : 1 |
| 3 | Struga | Renova | 1 : 0 |
| 4 | Sileks | Shkendija | 1 : 0 |
Semi-finals
| 1 | Makedonija GP | Brera Strumica | 1 : 3 |
| 2 | Struga | Sileks | 0 : 1 |
Final
| 1 | Brera Strumica | Sileks | 0 : 1 |
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