Sean Penn

Emmet Ray

Samantha Morton

Hattie

Anthony LaPaglia

Al Torrio

Uma Thurman

Blanche Williams

James Urbaniak

Harry

John Waters

Mr. Haynes

Gretchen Mol

Ellie

Denis O'Hare

Jake

Molly Price

Ann

Brian Markinson

Bill Shields

Tony Darrow

Ben

Brad Garrett

Joe Bedloe

Kaili Vernoff

Gracie

Woody Allen

Himself

Douglas McGrath

Himself

Dan Moran

Boss

Chris Bauer

Ace

Darryl Alan Reed

Don

Constance Shulman

Hazel

Kellie Overbey

Iris

Lola Pashalinski

Blanche's Friend

Ron Cephas Jones

Alvin

Joseph Rigano

Stagehand

Mary Stout

Felicity Thomson

Vincent Guastaferro

Sid Bishop

Ray Garvey

Club Manager

Alfred Sauchelli, Jr.

Ned

Michael Peter Bolus

Lynch

Mick O'Rourke

Holdup Man