2026/27 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
2015/16
1/16-finals
| 1 | Bregalnica Stip | Plackovica | 2 : 0 |
| 2 | Ljuboten | Shkupi | 1 : 5 |
| 3 | Vellazerimi | Drita | 3 : 0 |
| 4 | Pobeda | Carev Dvor | 1 : 2 |
| 5 | Sileks | Prevalec | 4 : 0 |
| 6 | Gorno Lisice | Renova | 1 : 2 |
| 7 | KF Gostivar | Poeshevo | 1 : 0 |
| 8 | Fortuna Skopje | Rabotnicki | 0 : 11 |
| 9 | Turnovo | Liria Zagracani | 11 : 0 |
| 10 | Belasica | FK Skopje | 0 : 2 |
| 11 | Ljubanci | Teteks | 2 : 1 |
| 12 | Vulkan Kosel | Makedonija GP | 0 : 3 |
| 13 | Vardar | Miravci | 1 : 0 |
| 14 | Oktomvri | Pelister | 0 : 8 |
| 15 | Met. Skopje | Males | 9 : 1 |
| 16 | Zajazi | Shkendija | 0 : 4 |
1/8-finals
| 1 | Bregalnica Stip | Shkupi | 0 : 1, 2 : 0 |
| 2 | Vellazerimi | Carev Dvor | 3 : 3, 2 : 4 |
| 3 | Sileks | Renova | 3 : 1, 2 : 1 |
| 4 | KF Gostivar | Rabotnicki | 0 : 4, 0 : 4 |
| 5 | Turnovo | FK Skopje | 2 : 2, 3 : 1 |
| 6 | Ljubanci | Makedonija GP | 0 : 0, 2 : 3 |
| 7 | Vardar | Pelister | 2 : 0, 4 : 1 |
| 8 | Met. Skopje | Shkendija | 0 : 5, 0 : 2 |
Quarter-finals
| 1 | Bregalnica Stip | Carev Dvor | 4 : 1, 1 : 1 |
| 2 | Sileks | Rabotnicki | 1 : 2, 0 : 3 |
| 3 | Turnovo | Makedonija GP | 0 : 1, 4 : 2 |
| 4 | Vardar | Shkendija | 1 : 2, 0 : 3 |
Semi-finals
| 1 | Bregalnica Stip | Rabotnicki | 0 : 3, 1 : 1 |
| 2 | Turnovo | Shkendija | 1 : 2, 0 : 2 |
Final
| 1 | Rabotnicki | Shkendija | 0 : 2 |
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