2025/26 2024/25 2023/24 2022/23 2021/22 2020/21 2019/20 2018/19 2017/18 2016/17 2015/16 2014/15 2013/14 2012/13 2011/12 2010/11 2009/10
1/16-finals
1/8-finals
Quarter-finals
Semi-finals
Final
2025/26
1/16-finals
| 1 | Vardar | Bye | |
| 2 | Pcinja | Novaci | 0 : 3 |
| 3 | Ohrid | Brera Strumica | 2 : 1 |
| 4 | Kozuf Gevgelija | Shkupi | 0 : 2 |
| 5 | Belasica | Arsimi | 3 : 2 |
| 6 | Bashkimi 2008 | Detonit Plackovica | 1 : 4 |
| 7 | Pobeda | Bashkimi | 0 : 4 |
| 8 | Evrotip Online | Sileks | 1 : 7 |
| 9 | Ljuboten | Makedonija GP | 0 : 14 |
| 10 | Bye | Struga | |
| 11 | Jeni Maale | Shkendija | 0 : 9 |
| 12 | FK Skopje | Tikves | 0 : 1 |
| 13 | Shkendija Haracine | Sasa | 2 : 1 |
| 14 | Teteks | Pelister | 1 : 2 |
| 15 | Karbinci | Rabotnicki | 0 : 16 |
| 16 | Pobeda Valandovo | Bregalnica Stip | 0 : 6 |
1/8-finals
| 1 | Vardar | Novaci | 3 : 1 |
| 2 | Ohrid | Shkupi | 3 : 0 |
| 3 | Belasica | Detonit Plackovica | 0 : 1 |
| 4 | Bashkimi | Sileks | 1 : 2 |
| 5 | Makedonija GP | Struga | 0 : 5 |
| 6 | Shkendija | Tikves | 2 : 0 |
| 7 | Shkendija Haracine | Pelister | 1 : 0 |
| 8 | Rabotnicki | Bregalnica Stip | 2 : 1 |
Quarter-finals
| 1 | Vardar | Ohrid | 1 : 2 |
| 2 | Detonit Plackovica | Sileks | 0 : 3 |
| 3 | Struga | Shkendija | 2 : 3 |
| 4 | Shkendija Haracine | Rabotnicki | 3 : 1 |
Semi-finals
| 1 | Ohrid | Sileks | |
| 2 | Shkendija | Shkendija Haracine |
Final
| 1 | TBD #1 | TBD #2 |
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