| 1. Round | 13/08/2017 | Sileks Kratovo | - | FK Skopje | 1:0 | ||||
| 3. Round | 26/08/2017 | Sileks Kratovo | - | FK Pelister | 1:4 | ||||
| 6. Round | 20/09/2017 | KF Shkëndija 79 | - | Sileks Kratovo | 5:0 | ||||
| 7. Round | 24/09/2017 | Sileks Kratovo | - | FK Pobeda Junior | 1:0 |  |
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| 10. Round | 14/10/2017 | FK Skopje | - | Sileks Kratovo | 1:1 | ||||
| 12. Round | 25/10/2017 | FK Pelister | - | Sileks Kratovo | 1:2 | ||||
| 16. Round | 19/11/2017 | FK Pobeda Junior | - | Sileks Kratovo | 0:2 | ||||
| 18. Round | 03/12/2017 | FK AP Brera Strumica | - | Sileks Kratovo | 0:1 | ||||
| 32. Round | 02/05/2018 | KF Shkupi | - | Sileks Kratovo | 1:1 |
North Macedonia