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| 02.09.2023 | 16:00 | FK AP Brera Strumica | - | FK Rabotnički | 0:0 (0:0) | |
| 16:00 | KF Gostivari | - | Sileks Kratovo | 1:2 (0:1) | ||
| 16:00 | KF Shkëndija 79 | - | KF Shkupi | 0:0 (0:0) | ||
| 16:00 | Vardar Skopje | - | Makedonija GP | 2:1 (2:0) | ||
| 16:00 | FK Voska Sport | - | FK Bregalnica Štip | 2:0 (1:0) | ||
| 04.09.2023 | 16:00 | FC Struga | - | GFK Tikvesh | 3:1 (3:1) |
| » Classement | équipe recevante | à l'extérieur | Premier tour | Second tour |
| # | Équipe | M. | G. | N. | P. | Buts | Diff. | Pts. | |
|---|---|---|---|---|---|---|---|---|---|
| 1 |
|
KF Shkëndija 79 | 6 | 5 | 1 | 0 | 8:2 | 6 | 16 |
| 2 |
|
FK AP Brera Strumica | 6 | 4 | 1 | 1 | 7:2 | 5 | 13 |
| 3 |
|
FC Struga | 6 | 4 | 0 | 2 | 11:4 | 7 | 12 |
| 4 |
|
Sileks Kratovo | 6 | 2 | 3 | 1 | 10:8 | 2 | 9 |
| 5 |
|
KF Shkupi | 6 | 2 | 3 | 1 | 6:5 | 1 | 9 |
| 6 |
|
FK Bregalnica Štip | 6 | 3 | 0 | 3 | 5:7 | -2 | 9 |
| 7 |
|
GFK Tikvesh | 6 | 2 | 1 | 3 | 7:8 | -1 | 7 |
| 8 |
|
FK Rabotnički | 6 | 2 | 1 | 3 | 5:7 | -2 | 7 |
| 9 |
|
FK Voska Sport | 6 | 2 | 1 | 3 | 6:7 | -1 | 7 |
| 10 |
|
Makedonija GP | 6 | 1 | 2 | 3 | 4:6 | -2 | 5 |
| 11 |
|
Vardar Skopje | 6 | 1 | 1 | 4 | 6:12 | -6 | 4 |
| 12 |
|
KF Gostivari | 6 | 1 | 0 | 5 | 5:12 | -7 | 3 |
| Champions League Quali. | |
| Relégation | |
| Relégation |
