Provided are a digital radio broadcast transmitting/receiving system for providing a download service of data files related to broadcast contents, the method thereof, and a computer-readable recording medium for recording a program that implements the method. The system and method provide broadcast contents by, on the transmitting part, making the data files of the broadcast contents have the same title as the broadcast content, segmenting the data files, allocating the segments dynamically, and transmitting them to data broadcast stream; and, on the receiving part, extracting only the segments for the data files having the same title as a content selected by a user, restoring and storing the data files. The broadcast transmitting system includes a broadcast program data and content file collecting unit, a content stream generating unit, a broadcast program data encoding unit, a carousel broadcast scheduling unit, a data encoding unit, a multiplexing unit, and a digital radio transmitting unit.