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| 14/09/2022 | 14:00 | FK Belasica | - | KF Shkupi | 1:3 | |
| 14:00 | FK Karaorman | - | KF Shkëndija 79 | 0:3 | ||
| 14:00 | KF Gostivari | - | FK Pelister | 0:1 | ||
| 14:00 | Kamenica Sasa | - | Vardar Skopje | 0:3 | ||
| 14:00 | FK Kožuf | - | GFK Tikvesh | 0:2 | ||
| 14:00 | BVK Konjare | - | FK Rabotnički | 0:5 | ||
| 14:00 | Crno Buki ZL | - | FK Skopje | 0:3 dec. | ||
| 14:00 | FK Teteks | - | FK AP Brera Strumica | 0:6 | ||
| 14:00 | Vardar Negotino | - | FC Struga | 1:2 | ||
| 14:00 | FK Karbinci | - | FK Pobeda Junior | 0:6 | ||
| 14:00 | FK Sloga 1934 | - | FK Bregalnica Štip | 0:3 | ||
| 14:00 | Zajazi Zajas | - | FK Voska Sport | 0:3 dec. | ||
| 14:00 | FK Ljuboten | - | FK Renova | 3:0 dec. | ||
| 14:00 | FK Fortuna | - | FK Borec | 5:3 |
