The Superkup na Makedonija was officially played only in 2011, 2013 and 2015 between the league champions and cup winners. The 1996 edition initiated by a regional association was unofficial and is not counted as a national title. The competition has not been held since 2016.
| Season | Macedonian Super Cup | Runner-up | Trophy |
|---|---|---|---|
| 2015 | Vardar Skopje | FK Rabotnički Decider: 1–1 a.e.t.; 4–3 pens | — |
| 2014 | Not held The competition was not held. | ||
| 2013 | Vardar Skopje | Teteks Tetovo Decider: 1–0 | — |
| 2012 | Not held The competition was not held. | ||
| 2011 | KF Shkëndija | Metalurg Skopje Decider: 2–1 | — |
