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
2013/14
1/16-finals
| 1 | Rabotnicki | Karbinci | 9 : 1 |
| 2 | Gorno Lisice | Novaci | 1 : 2 |
| 3 | Miravci | FK Rufeja | 3 : 0 |
| 4 | Karaorman | Pelister | 0 : 5 |
| 5 | Shkendija | Rabotnik Djumajlija | 7 : 0 |
| 6 | Ljuboten | Makedonija GP | 0 : 3 |
| 7 | Turnovo | Belasica | 4 : 0 |
| 8 | Sateska Volino | Bregalnica Stip | 0 : 3 |
| 9 | Teteks | Shkupi (WO.) | |
| 10 | Oktomvri | Renova | 0 : 4 |
| 11 | KF Gostivar | Babi Stip (WO.) | |
| 12 | Lok. Skopje | Napredok | 1 : 5 |
| 13 | Drita | Borec | 2 : 1 |
| 14 | Mogila | Sileks | 2 : 3 |
| 15 | Vardar | Zajazi | 4 : 2 |
| 16 | Korzo Prilep | Met. Skopje | 0 : 1 |
1/8-finals
| 1 | Rabotnicki | Novaci | 2 : 1, 4 : 0 |
| 2 | Miravci | Pelister | 2 : 1, 0 : 2 |
| 3 | Shkendija | Makedonija GP | 2 : 0, 2 : 0 |
| 4 | Turnovo | Bregalnica Stip | 0 : 2, 1 : 0 |
| 5 | Teteks | Renova | 3 : 2, 2 : 2 |
| 6 | KF Gostivar | Napredok | 2 : 1, 0 : 3 |
| 7 | Drita | Sileks | 2 : 0, 0 : 1 |
| 8 | Vardar | Met. Skopje | 2 : 1, 0 : 1 |
Quarter-finals
| 1 | Rabotnicki | Pelister | 2 : 0, 0 : 1 |
| 2 | Shkendija | Bregalnica Stip | 1 : 1, 1 : 2 |
| 3 | Teteks | Napredok | 2 : 1, 0 : 0 |
| 4 | Drita | Met. Skopje | 1 : 7, 0 : 3 |
Semi-finals
| 1 | Rabotnicki | Bregalnica Stip | 1 : 2, 2 : 0 |
| 2 | Teteks | Met. Skopje | 0 : 1, 0 : 0 |
Final
| 1 | Rabotnicki | Met. Skopje | 2 : 0 |
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