| 1. Jornada | 07.08.2022 | Sileks Kratovo | - | FK Rabotnički | 2:0 | ||||
| 2. Jornada | 14.08.2022 | KF Shkëndija 79 | - | Sileks Kratovo | 1:1 | ||||
| 3. Jornada | 21.08.2022 | Sileks Kratovo | - | FK Skopje | 3:1 |  |
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| 4. Jornada | 27.08.2022 | Sileks Kratovo | - | FK AP Brera Strumica | 1:1 | |
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| 5. Jornada | 31.08.2022 | FC Struga | - | Sileks Kratovo | 2:1 | ||||
| 6. Jornada | 04.09.2022 | Sileks Kratovo | - | GFK Tikvesh | 3:2 |  |
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| 7. Jornada | 10.09.2022 | Makedonija GP | - | Sileks Kratovo | 0:1 | ||||
| 12. Jornada | 26.10.2022 | FK Rabotnički | - | Sileks Kratovo | 0:1 | |
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| 13. Jornada | 30.10.2022 | Sileks Kratovo | - | KF Shkëndija 79 | 1:1 | |
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| 14. Jornada | 05.11.2022 | FK Skopje | - | Sileks Kratovo | 0:0 | |
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| 16. Jornada | 26.11.2022 | Sileks Kratovo | - | FC Struga | 1:2 | ||||
| 17. Jornada | 04.12.2022 | GFK Tikvesh | - | Sileks Kratovo | 0:2 | |
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| 18. Jornada | 11.12.2022 | Sileks Kratovo | - | Makedonija GP | 1:3 |
Serbia