Sean Penn character Emmet Ray
Samantha Morton character Hattie
Anthony LaPaglia character Al Torrio
Uma Thurman character Blanche Williams
James Urbaniak character Harry
John Waters character Mr. Haynes
Gretchen Mol character Ellie
Denis O'Hare character Jake
Molly Price character Ann
Brian Markinson character Bill Shields
Tony Darrow character Ben
Daniel Okrent character A.J. Pickman
Brad Garrett character Joe Bedloe
Kaili Vernoff character Gracie
Woody Allen character Himself
Ben Duncan (DJ) character Himself
Nat Hentoff character Himself
Douglas McGrath character Himself
Dan Moran character Boss
Chris Bauer character Ace
Darryl Alan Reed character Don
Constance Shulman character Hazel
Kellie Overbey character Iris
Katie Hamill character Mary
Lola Pashalinski character Blanche's Friend
Steve Bargonetti character Musician Friend
Benjamin Franklin Brown character Musician Friend
Marc Damon Johnson character Omer
Ron Cephas Jones character Alvin
Vince Giordano character Bass Player #1
Emme Kemp character Jam Session Musician
Clark Gayton character Jam Session Musician
Marcus McLaurine character Jam Session Musician
Carolyn Saxon character Phyliss
Drummond Erskine character First Hobo
Joe Ambrose character Second Hobo
Joseph Rigano character Stagehand
Dennis Stein character Dick Ruth
Carole Bayeux character Rita
Paula Parrish character Party Guest
Cory Solar character Party Guest
Lexi Egz character Party Guest
Yvette Mercedes character Party Guest
Peter Leung character Party Guest
William Addy character Master of Ceremonies
Dick Monday character Chester Weems
Mary Stout character Felicity Thomson
Dick Mingalone character Birdman
Mr. Spoons character Spoon Player
Carol Woods character Helen Minton
Josh Mowery character Movie Director
Fred Goehner character William Weston
Eddy Davis character Bass Player #2
Vincent Guastaferro character Sid Bishop
Ralph Pope character Panhandler
Jerome Richardson character Club Musician
Earl P. McIntyre character Club Musician
James Williams character Club Musician
Frank Wess character Club Musician
Al Bryant character Club Musician
Ray Garvey character Club Manager
Sally Placksin character Sally Jillian
Simon Wettenhall character Jam Session Musician
Orange Kellin character Jam Session Musician
Brooks Giles III character Jam Session Musician
Alfred Sauchelli Jr. character Ned
Michael Peter Bolus character Lynch
Mick O'Rourke character Holdup Man
John Patrick McLaughlin character Holdup Man
Chuck Lewkowicz character Police Officer
Rick Mowat character Flat Tire Man
Ted Wilkins character Gas Station Proprietor
Michael Sprague character Django Reinhardt
