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| 19.08.2014 | 17:00 | 11 Oktomvri | - | KF Shkupi | 0:9 (0:4) | |
| 20.08.2014 | 17:00 | FK Fortuna | - | FK Turnovo | 0:8 (0:0) | |
| 17:00 | Rabotnik Djumajlija | - | Sileks Kratovo | 0:3 Wert. | ||
| 17:00 | FK Miravci | - | Makedonija GP | 2:1 | ||
| 17:00 | FK Goblen | - | FK Teteks | 0:3 (0:1) | ||
| 17:00 | FK Novaci 2005 | - | KF Gostivari | 0:5 (0:2) | ||
| 17:00 | Bregalnica Delcevo | - | FK Drita | 1:4 | ||
| 17:00 | FK Belasica | - | Napredok Kičevo | 2:4 (1:1, 1:1) i.E. | ||
| 17:00 | Kamenica Sasa | - | FK Renova | 0:2 | ||
| 17:00 | FK Vlaznimi | - | Vardar Skopje | 1:9 (0:2) | ||
| 17:00 | Mladost Carev Dvor | - | FK Bregalnica Štip | 0:1 | ||
| 17:00 | FK Viktorija | - | Metalurg Skopje | 3:2 | ||
| 21.08.2014 | 17:00 | FK Vulkan | - | FK Pelister | 0:2 (0:0) |
