| 1. Jornada | 08.08.2021 | FK Rabotnički | - | FK Borec | 1:0 | ||||
| 2. Jornada | 15.08.2021 | FK AP Brera Strumica | - | FK Rabotnički | 2:0 | ||||
| 3. Jornada | 18.08.2021 | FK Rabotnički | - | FC Struga | 0:0 | ||||
| 4. Jornada | 22.08.2021 | FK Rabotnički | - | GFK Tikvesh | 2:1 | ||||
| 7. Jornada | 19.09.2021 | Makedonija GP | - | FK Rabotnički | 0:2 | ||||
| 8. Jornada | 26.09.2021 | FK Rabotnički | - | FK Pelister | 1:1 |  |
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| 13. Jornada | 06.11.2021 | FK Rabotnički | - | FK AP Brera Strumica | 0:3 | ||||
| 14. Jornada | 21.11.2021 | FC Struga | - | FK Rabotnički | 1:0 | ||||
| 15. Jornada | 28.11.2021 | GFK Tikvesh | - | FK Rabotnički | 2:0 | ||||
| 17. Jornada | 08.12.2021 | FK Bregalnica Štip | - | FK Rabotnički | 1:2 | ||||
| 18. Jornada | 12.12.2021 | FK Rabotnički | - | Makedonija GP | 1:2 |
Macedonia del Norte