| 6. Jornada | 18.09.2019 | FC Struga | - | FK AP Brera Strumica | 0:0 |  |
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| 8. Jornada | 29.09.2019 | FC Struga | - | Makedonija GP | 0:2 | ||||
| 9. Jornada | 05.10.2019 | FK Borec | - | FC Struga | 3:2 | ||||
| 12. Jornada | 27.10.2019 | Sileks Kratovo | - | FC Struga | 1:0 | ||||
| 14. Jornada | 09.11.2019 | FC Struga | - | Vardar Skopje | 2:1 |
Macedonia del Norte