The club's major achievements were the two participations in the Royal League during the period of 1923 till 1940, and playing in the Bulgarian Championship between 1941 and 1944.

[3] In 1947, after the territory of Vardar Macedonia was freed up from the Bulgarian forces, FC Makedonia fused with FK Pobeda Skopje (FC Victory Skopje) to make an even stronger team for the newly made Yugoslav Federal 1st League.

Gragjanski was the most successful and the only club to participate in the Royal League from Vardar Banovina in the period between 1923 until the WWII.

[8] After this last title, as the Yugoslav league system was being modified drastically, Gragjanski qualified directly to the Belgrade Football Sub association.

However, the exhibition from the season earlier was hard to repeat in the Belgrade Football Sub association, and Gragjanski finished 8th out of 10 clubs.

[13][14] Most of the players of Gragjanski just as their coach Illes Spitz joined the Makedonia team, a newly formed Bulgarian merge of several previously existing clubs in Skopje: Gragjanski, SSK (Skopski sport klub), ŽSK, Pobeda and Jug.