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| 16/08/2017 | 16:00 | SSK Nova Dračevo | - | Akademija Pandev | 0:6 (0:3) | |
| 16:00 | FK Borec | - | FK Vlazrimi 77 | 4:0 (2:0) | ||
| 16:00 | FK Kožuf | - | FK Novaci 2005 | 6:5 (0:0, 1:1) pso | ||
| 16:00 | Vardar Negotino | - | FK Gorno Lisiče | 3:5 (0:2) | ||
| 16:00 | FK Belasica | - | FK Pelister | 1:3 (0:2) | ||
| 16:00 | FK Plačkovica | - | FK Pobeda Junior | 0:4 (0:2) | ||
| 16:00 | FK Osogovo | - | FK Bregalnica Štip | 1:2 (1:2) | ||
| 16:00 | FK Mogila | - | Sileks Kratovo | 0:6 (0:2) | ||
| 16:00 | FC Struga | - | Makedonija GP | 1:0 (1:0) | ||
| 16:00 | FK Ohrid | - | FK Skopje | 0:3 dec. | ||
| 16:00 | Zajazi Zajas | - | KF Shkupi | 2:4 (2:1) | ||
| 16:00 | FK Teteks | - | FK Turnovo | 2:1 (1:0) | ||
| 16:00 | GFK Tikvesh | - | FK Renova | 0:1 (0:0) | ||
| 30/08/2017 | 15:30 | KF Gostivari | - | KF Shkëndija 79 | 0:2 (0:2) | |
| 31/08/2017 | 15:30 | Lokomotiva Skopje | - | Vardar Skopje | 1:4 (0:3) |
