| 3. Ronde | 21.08.2022 | FC Struga | - | FK Rabotnički | 2:1 |  |
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| 4. Ronde | 28.08.2022 | FK Rabotnički | - | GFK Tikvesh | 2:0 | |
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| 5. Ronde | 31.08.2022 | Makedonija GP | - | FK Rabotnički | 1:1 | ||||
| 7. Ronde | 11.09.2022 | KF Shkupi | - | FK Rabotnički | 5:0 |  |
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| 9. Ronde | 01.10.2022 | FK Bregalnica Štip | - | FK Rabotnički | 1:3 | ||||
| 12. Ronde | 26.10.2022 | FK Rabotnički | - | Sileks Kratovo | 0:1 | ||||
| 13. Ronde | 30.10.2022 | FK AP Brera Strumica | - | FK Rabotnički | 0:2 | ||||
| 14. Ronde | 06.11.2022 | FK Rabotnički | - | FC Struga | 1:1 | |
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| 15. Ronde | 12.11.2022 | GFK Tikvesh | - | FK Rabotnički | 3:0 | ||||
| 16. Ronde | 27.11.2022 | FK Rabotnički | - | Makedonija GP | 2:0 | ||||
| 18. Ronde | 11.12.2022 | FK Rabotnički | - | KF Shkupi | 2:4 | ||||
| 19. Ronde | 19.02.2023 | FK Pobeda Junior | - | FK Rabotnički | 0:2 | |
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| 20. Ronde | 26.02.2023 | FK Rabotnički | - | FK Bregalnica Štip | 0:1 | ||||
| 24. Ronde | 18.03.2023 | FK Rabotnički | - | FC Struga | 0:1 | ||||
| 25. Ronde | 02.04.2023 | Makedonija GP | - | FK Rabotnički | 2:1 | |
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| 31. Ronde | 07.05.2023 | FK Rabotnički | - | FK Bregalnica Štip | 5:4 | ||||
| 33. Ronde | 14.05.2023 | FK Rabotnički | - | KF Shkëndija 79 | 1:2 |
Noord-Macedonië