Five years later, in 1929, the club earned promotion to the First Division of Sofia for the first time in their history.
In 1937, the club won promotion to the Bulgarian State Football Championship, where it remained for three consecutive seasons.
Its highest achievement was winning the Bulgarian Cup in 1939.
Shipka was dissolved in November 1944, when it merged with AS-23 to form FC Chavdar Sofia.
Despite its relatively short existence, Shipka occupies a significant place in Bulgarian football history as it was a predecessor to CSKA Sofia, the most successful club in Bulgarian history.