Tuesday 7 July
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 18h00 |   Vardar Skopje vs KuPS | 0 - 2 | UEFA Champions League Stage : Round 1st Qualifying | Toše Proeski Arena |
Tuesday 14 July
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 16h00 | KuPS vs Vardar Skopje | 2 - 3 | UEFA Champions League Stage : Round 1st Qualifying | Savon Sanomat Areena |
Wednesday 22 July
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 19h00 |  Vardar Skopje vs Riga | 2 - 3 | UEFA Europa Conference League Stage : Round 2nd Qualifying | Gradski Park |
Tuesday 28 July
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 18h00 | Riga vs Vardar Skopje | 5 - 2 | UEFA Europa Conference League Stage : Round 2nd Qualifying | Skonto stadions |