| 6. Jornada | 18.09.2019 | Sileks Kratovo | - | FK Borec | 3:0 | ||||
| 7. Jornada | 21.09.2019 | FK Borec | - | FK Rabotnički | 1:1 | ||||
| 8. Jornada | 29.09.2019 | FK Renova | - | FK Borec | 2:1 | ||||
| 9. Jornada | 05.10.2019 | FK Borec | - | FC Struga | 3:2 | ||||
| 18. Jornada | 08.12.2019 | FC Struga | - | FK Borec | 1:1 |  |
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| 23. Jornada | 11.03.2020 | Makedonija GP | - | FK Borec | 0:2 |
Macedonia del Norte