All countries
| 14. Round | Bregalnica Stip | Struga | details | 22.11.2026 12:00 | |||
| 13. Round | Struga | Shkendija | 1:0 (0:0, 1:0) | details | 07.11.2026 | |||
| 12. Round | Vardar | Struga | 0:1 (0:1, 0:0) | details | 02.11.2026 | |||
| 1/8-finals | Struga | Belasica | 2:0 (2:0, 0:0) | details | 28.10.2026 | |||
| 11. Round | Struga | FK Skopje | 4:0 (3:0, 1:0) | details | 24.10.2026 | |||
| 10. Round | Shkendija Haracine | Struga | 0:2 (0:2, 0:0) | details | 17.10.2026 | |||
| 14. Round | Bregalnica Stip | Struga | details | 22.11.2026 12:00 | |||
| 15. Round | Sileks | Struga | details | 28.11.2026 17:00 | |||
| 16. Round | Struga | Tikves | details | 01.12.2026 17:00 | |||
| 17. Round | Arsimi | Struga | details | 05.12.2026 17:00 | |||