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| 13.08.2023 | 17:00 | FK AP Brera Strumica | - | FK Voska Sport | 2:0 (1:0) | |
| 17:00 | KF Gostivari | - | GFK Tikvesh | 0:3 (0:1) | ||
| 17:00 | Makedonija GP | - | FK Bregalnica Štip | 1:0 (0:0) | ||
| 17:00 | Sileks Kratovo | - | FK Rabotnički | 2:0 (2:0) | ||
| 17:00 | Vardar Skopje | - | KF Shkupi | 0:1 (0:0) | ||
| 04.10.2023 | 14:00 | KF Shkëndija 79 | - | FC Struga | 1:0 (0:0) |
| » Classement | équipe recevante | à l'extérieur | Premier tour | Second tour |
| # | Équipe | M. | G. | N. | P. | Buts | Diff. | Pts. | |
|---|---|---|---|---|---|---|---|---|---|
| 1 |
|
GFK Tikvesh | 2 | 2 | 0 | 0 | 4:0 | 4 | 6 |
| 2 |
|
KF Shkëndija 79 | 2 | 2 | 0 | 0 | 2:0 | 2 | 6 |
| 3 |
|
FK AP Brera Strumica | 2 | 2 | 0 | 0 | 3:0 | 3 | 6 |
| 4 |
|
Sileks Kratovo | 2 | 1 | 0 | 1 | 3:2 | 1 | 3 |
| 5 |
|
FK Bregalnica Štip | 2 | 1 | 0 | 1 | 2:2 | 0 | 3 |
| 6 |
|
Makedonija GP | 2 | 1 | 0 | 1 | 1:1 | 0 | 3 |
| 7 |
|
KF Shkupi | 2 | 1 | 0 | 1 | 2:3 | -1 | 3 |
| 8 |
|
FC Struga | 2 | 1 | 0 | 1 | 2:1 | 1 | 3 |
| 9 |
|
FK Rabotnički | 2 | 1 | 0 | 1 | 3:3 | 0 | 3 |
| 10 |
|
Vardar Skopje | 2 | 0 | 0 | 2 | 0:2 | -2 | 0 |
| 11 |
|
KF Gostivari | 2 | 0 | 0 | 2 | 0:5 | -5 | 0 |
| 12 |
|
FK Voska Sport | 2 | 0 | 0 | 2 | 0:3 | -3 | 0 |
| Champions League Quali. | |
| Relégation | |
| Relégation |
