In the musical, gambler Sky Masterson (first performed by Robert Alda) sings it and hopes that he will win a bet which will decide whether or not he is able to save his relationship with the girl of his dreams. The lyrics personifies his luck, called "Lady Luck", to be his date who by etiquette is expected to not abandon the gambler that night.
Later, it became a signature song for Frank Sinatra (who also starred in Guys and Dolls 1955 film adaptation), first released on the compilation Reprise Musical Repertory Theatre (1963) and re-released on the album Sinatra '65: The Singer Today (1965). In June 2026, CBS News included Sinatra's version of the song in its list of the 250 essential American songs of the past 250 years.
In December 2011, Cîroc began airing an advertising campaign featuring Sean "Puff Daddy" Combs and others in scenes reminiscent of the original Rat Pack, with a recording of Frank Sinatra singing "Luck Be a Lady" playing throughout the commercial as mood music.
Films
Frank Sinatra's version features prominently in the film Mrs. Doubtfire (1993), when Robin Williams' character, Daniel Hillard, is given a makeover to "become" a woman.
The song was used in the original sound track from The Cooler (2003), a movie which deals with casino life (and death) in Las Vegas.
The song is performed by Adam Arkin in the episode "Brain Salad Surgery" of Chicago Hope.
The original version, sung by Robert Alda, is featured in the Fallout (American TV series) in season 2 episode 5, when the snake oil salesman (Jon Daly) is on his way to have intercourse with the robot prostitute F.I.S.T.O.