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GMT 02:00
| 23.04.2025 | ||||
| 16:00 | Cup Semifinal | AP Brera Strumica | 1-1 | Vardar Skopje |
| 16:00 | Cup Semifinal | FC Struga | 1-1 | Shkendija'79 |
| 09.04.2025 | ||||
| 16:00 | Cup Semifinal | Shkendija'79 | 1-2 | FC Struga |
| 16:00 | Cup Semifinal | Vardar Skopje | 3-0 | AP Brera Strumica |
| 26.02.2025 | ||||
| 14:00 | Cup Quarterfinal | AP Brera Strumica | 1-1/p.4-3 | Arsimi |
| 14:00 | Cup Quarterfinal | Detonit Plačkovica | 0-1 | Shkendija'79 |
| 14:00 | Cup Quarterfinal | FC Struga | 1-0 | Gostivari |
| 14:00 | Cup Quarterfinal | Vardar Skopje | 1-0 | Sileks Kratovo |
| 23.10.2024 | ||||
| 14:00 | Cup Round 2 | AP Brera Strumica | 2-0 | Besa Dobërdoll |
| 14:00 | Cup Round 2 | Arsimi | 3-1 | Voska Sport |
| 14:00 | Cup Round 2 | FC Struga | 2-0 | Makedonija GP |
| 14:00 | Cup Round 2 | Gostivari | 1-0 | Bregalnica Stip |
| 21.05.2025 | |||||
| 19:00 | Cup Final | Vardar Skopje | - | FC Struga | |
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