Jennifer Jason Leigh as Blondie O'Hara

Miranda Richardson as Carolyn Stilton

Harry Belafonte as Seldom Seen

Michael Murphy as Henry Stilton

Dermot Mulroney as Johnny O'Hara

Steve Buscemi as Johnny Flynn

Brooke Smith as Babe Flynn

Jane Adams as Nettie Bolt

Jeff Feringa as Addie Parker

A.C. Smith as Sheepshan Red

Martin Martin as 'Blue' Green

Albert J. Burnes as Charlie Parker

Ajia Mignon Johnson as Pearl Cummings

Tim Snay as Rally Speaker

Tawanna Benbow as Rose

Cal Pritner as Governor Park

Jerry Fornelli as Tom Prendergast

Michael Ornstein as Jackie Ciro

John Durbin as Gas Station Attendant

Gina Belafonte as Hey-Hey Club Hostess

Nancy Marcy as Telegraph Operator

Marlon Hoffman as Lazia Man

Craig Handy as Hey-Hey Club Musician: Tenor Saxophone

Joshua Redman as Hey-Hey Club Musician: Tenor Saxophone

Jesse Davis as Hey-Hey Club Musician: Alto Saxophone

Don Byron as Hey-Hey Club Musician: Clarinet / Baritone Saxophone

Nicholas Payton as Hey-Hey Club Musician: Trumpet

Curtis Fowlkes as Hey-Hey Club Musician: Trombone

Clark Gayton as Hey-Hey Club Musician: Trombone

Cyrus Chestnut as Hey-Hey Club Musician: Piano

Ron Carter as Hey-Hey Club Musician: Bass

Christian McBride as Hey-Hey Club Musician: Bass

Russell Malone as Hey-Hey Club Musician: Guitar

Kevin Mahogany as Hey-Hey Club Musician: Big Joe Turner

Paul Anselmo as Gangster (uncredited)

Cameron DeVictor as Gangster (uncredited)

Ron Licari as Bar drunk (uncredited)

John Pritchett as Phone Clerk (uncredited)

Andrew Patrick Ralston as Flynn's Man (uncredited)

Tim Wrobel as Pendergast Voter (uncredited)

Jason Ray as Businessman (uncredited)