| 1. Round | 11/08/2018 | KF Shkëndija 79 | - | Vardar Skopje | 2:2 |  |
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| 2. Round | 19/08/2018 | FK Renova | - | Vardar Skopje | 0:1 | ||||
| 3. Round | 26/08/2018 | Vardar Skopje | - | Makedonija GP | 1:0 | ||||
| 4. Round | 01/09/2018 | FK Belasica | - | Vardar Skopje | 1:1 | ||||
| 7. Round | 26/09/2018 | Vardar Skopje | - | Sileks Kratovo | 1:0 | ||||
| 9. Round | 06/10/2018 | Vardar Skopje | - | FK AP Brera Strumica | 3:0 | ||||
| 10. Round | 21/10/2018 | Vardar Skopje | - | KF Shkëndija 79 | 0:2 | ||||
| 13. Round | 04/11/2018 | Vardar Skopje | - | FK Belasica | 1:1 |
North Macedonia