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
2026/27
1/16-finals
| 1 | Ovce Pole | Vardar | 0 : 5 |
| 2 | BVK Konjare | Bashkimi | 0 : 5 |
| 3 | Studenicani | Pelister | 1 : 6 |
| 4 | Venec Negotino | Brera Strumica | 0 : 8 |
| 5 | Vellazerimi | Makedonija GP | 0 : 14 |
| 6 | Vardar Negotino | Rabotnicki | |
| 7 | Sasa | Shkupi | 1 : 0 |
| 8 | Teteks | Bregalnica Stip | 1 : 4 |
| 9 | Kozuf Gevgelija | FK Skopje | 0 : 1 |
| 10 | Detonit Plackovica | Shkendija Haracine | 1 : 3 |
| 11 | Novaci | Ohrid | 1 : 0 |
| 12 | Osogovo | Belasica | 1 : 3 |
| 13 | Krosu Sport Bitola | Tikves | |
| 14 | Mogila | Arsimi | |
| 15 | Pobeda Valandovo | Struga | 1 : 10 |
| 16 | Sileks | Bye |
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