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1/16-finals
1/8-finals
Quarter-finals
Semi-finals
Final
2023/24
1/16-finals
| 1 | Teteks | Rabotnicki | 0 : 3 |
| 2 | Shkendija | Bye | |
| 3 | BVK Konjare | Shkupi | 0 : 8 |
| 4 | Ohrid | Detonit Plackovica | 2 : 0 |
| 5 | Vellazerimi | Pelister | 0 : 4 |
| 6 | Arsimi | Tikves | 1 : 2 |
| 7 | Kozuf Gevgelija | Brera Strumica | 0 : 2 |
| 8 | Belasica | Gostivar | 0 : 1 |
| 9 | Novaci | Bregalnica Stip | 0 : 8 |
| 10 | Jang Tim Struga | Pobeda | 1 : 0 |
| 11 | Karbinci | Voska Sport | 0 : 10 |
| 12 | Struga | Bye | |
| 13 | Besa 1976 | Vardar | 1 : 2 |
| 14 | Makedonija GP | Bye | |
| 15 | Sileks | Bye | |
| 16 | Bashkimi | FK Skopje | 2 : 1 |
1/8-finals
| 1 | Rabotnicki | Shkendija | 3 : 2 |
| 2 | Shkupi | Ohrid | 4 : 0 |
| 3 | Pelister | Tikves | 0 : 1 |
| 4 | Brera Strumica | Gostivar | 1 : 0 |
| 5 | Bregalnica Stip | Jang Tim Struga | 11 : 0 |
| 6 | Voska Sport | Struga | 1 : 0 |
| 7 | Vardar | Makedonija GP | 0 : 1 |
| 8 | Sileks | Bashkimi | 3 : 2 |
Quarter-finals
| 1 | Rabotnicki | Shkupi | 0 : 1 |
| 2 | Tikves | Brera Strumica | 2 : 1 |
| 3 | Bregalnica Stip | Voska Sport | 0 : 1 |
| 4 | Makedonija GP | Sileks | 1 : 0 |
Semi-finals
| 1 | Shkupi | Tikves | 0 : 1, 0 : 0 |
| 2 | Voska Sport | Makedonija GP | 1 : 2, 2 : 0 |
Final
| 1 | Tikves | Voska Sport | 2 : 1 |
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