All That Jazz (1979)
Starring: Roy Scheider, Jessica Lange
Director: Bob Fosse
Darker show-biz musical more successfully integrates fantasy sequences.

Cabaret (1972)
Starring: Liza Minnelli, Joel Grey
Director: Bob Fosse
More fun, decadent musical about pre-WWII Berlin also features Kander-Ebb songs.

The Cotton Club (1984)
Starring: Richard Gere, Gregory Hines
Director: Francis Ford Coppola
Stylish, but more disjointed musical about '20s era Harlem also co-stars Richard Gere.

Sweet Charity (1969)
Starring: Shirley MacLaine, Sammy Davis Jr.
Director: Bob Fosse
Livelier musical about starcrossed dime-a-dance girl better showcases dances.

Creative Movie Matches

Fosse (2001)
Director: Matthew Diamond
Homage to Chicago's original director, Bob Fosse, features excerpts from the show.

Robin and the Seven Hoods (1964)
Starring: Frank Sinatra, Bing Crosby
Director: Gordon Douglas
Rat Pack musical similarly about Prohibition-era Chicago is short on story, long on charm.