| 1. Jornada | 06.08.2023 | FK AP Brera Strumica | - | Vardar Skopje | 1:0 | ||||
| 2. Jornada | 13.08.2023 | FK AP Brera Strumica | - | FK Voska Sport | 2:0 | ||||
| 4. Jornada | 24.08.2023 | FK AP Brera Strumica | - | GFK Tikvesh | 2:0 |  |
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| 5. Jornada | 27.08.2023 | FK Bregalnica Štip | - | FK AP Brera Strumica | 1:0 | |
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| 6. Jornada | 02.09.2023 | FK AP Brera Strumica | - | FK Rabotnički | 0:0 | ||||
| 8. Jornada | 24.09.2023 | FK AP Brera Strumica | - | Sileks Kratovo | 1:1 | |
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| 10. Jornada | 07.10.2023 | FK AP Brera Strumica | - | KF Gostivari | 0:1 | ||||
| 11. Jornada | 22.10.2023 | KF Shkëndija 79 | - | FK AP Brera Strumica | 1:1 | |
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| 12. Jornada | 29.10.2023 | Vardar Skopje | - | FK AP Brera Strumica | 1:0 | ||||
| 13. Jornada | 04.11.2023 | FK Voska Sport | - | FK AP Brera Strumica | 1:1 | ||||
| 15. Jornada | 26.11.2023 | GFK Tikvesh | - | FK AP Brera Strumica | 1:0 | ||||
| 16. Jornada | 29.11.2023 | FK AP Brera Strumica | - | FK Bregalnica Štip | 1:1 | ||||
| 18. Jornada | 10.12.2023 | FK AP Brera Strumica | - | KF Shkupi | 0:1 | |
Macedonia del Norte