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| I | Metalurg Skopje | - | Vardar Skopje | 1:0 | ||
| V | Vardar Skopje | - | Metalurg Skopje | 2:1 (2:1) | ||
| I: 18.09.2013 16:00 | V: 25.09.2013 15:30 | Campeones: Metalurg Skopje | ||||
| I | FK Turnovo | - | FK Bregalnica Štip | 1:0 | ||
| V | FK Bregalnica Štip | - | FK Turnovo | 3:0 pn. | ||
| I: 18.09.2013 16:00 | V: 25.09.2013 16:00 | Campeones: FK Bregalnica Štip | ||||
| I | FK Teteks | - | FK Renova | 2:2 | ||
| V | FK Renova | - | FK Teteks | 4:5 pn. | ||
| I: 18.09.2013 16:00 | V: 25.09.2013 16:00 | Campeones: FK Teteks | ||||
| I | FK Pelister | - | FK Miravci | 2:0 | ||
| V | FK Miravci | - | FK Pelister | 2:3 pn. | ||
| I: 18.09.2013 16:00 | V: 25.09.2013 16:00 | Campeones: FK Pelister | ||||
| I | FK Rabotnički | - | FK Novaci 2005 | 4:0 | ||
| V | FK Novaci 2005 | - | FK Rabotnički | 1:2 (1:1) | ||
| I: 18.09.2013 16:00 | V: 25.09.2013 15:30 | Campeones: FK Rabotnički | ||||
| I | Sileks Kratovo | - | FK Drita | 1:0 | ||
| V | FK Drita | - | Sileks Kratovo | 8:7 (1:0, 1:0) pn. | ||
| I: 18.09.2013 16:00 | V: 25.09.2013 15:30 | Campeones: FK Drita | ||||
| I | KF Gostivari | - | Napredok Kičevo | 0:3 | ||
| V | Napredok Kičevo | - | KF Gostivari | 1:2 (1:0) | ||
| I: 18.09.2013 16:00 | V: 25.09.2013 15:30 | Campeones: Napredok Kičevo | ||||
| I | KF Shkëndija 79 | - | Makedonija GP | 2:0 | ||
| V | Makedonija GP | - | KF Shkëndija 79 | 0:2 | ||
| I: 18.09.2013 16:00 | V: 25.09.2013 16:00 | Campeones: KF Shkëndija 79 | ||||
