1. Round | 11/08/2018 | KF Shkëndija 79 | - | Vardar Skopje | 2:2 | ||||
7. Round | 26/09/2018 | Vardar Skopje | - | Sileks Kratovo | 1:0 | ||||
9. Round | 06/10/2018 | Vardar Skopje | - | Akademija Pandev | 3:0 | ||||
13. Round | 04/11/2018 | Vardar Skopje | - | FK Belasica | 1:1 | ||||
17. Round | 28/11/2018 | Vardar Skopje | - | FK Pobeda | 3:0 | ||||
18. Round | 02/12/2018 | Akademija Pandev | - | Vardar Skopje | 0:0 |