don't be cruel/hound dog-on the charts for 23 weeks in 1956
runner up was all shook up at 22 weeks in 1957
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Stairway to Heaven
Theme song from "A Summer Place" Percy Faith and His Orchestra recorded the most popular version of the tune, which spent an at-the-time record of nine consecutive weeks at number one on the still-young Billboard Hot 100 singles chart in early 1960. It remains the longest-running number-one instrumental in the history of the chart.
Ron Burgundy's Jazz Flute song.
According to the World Records Academy the longest pop song is 'Apparente Libertà' by Giancarlo Ferrari. http://www.worldrecordsacademy.org/arts/longest_Pop_Song-Apparente_Liberta_by_Giancarlo_Ferrari_sets_world_record_90235.htm
The song that is playing when the guys are playing football in the mud in The Longest Yard remake from 2005 is Have You Ever Seen The Rain. The song was written by John Fogerty and recorded by Creedence Clearwater Revival in 1971.