Tyler Hoechlin ... Michael Sullivan Jr.
Rob Maxey ... Drugstore Owner
Liam Aiken ... Peter Sullivan
Jennifer Jason Leigh ... Annie Sullivan
Tom Hanks ... Michael Sullivan
Paul Newman ... John Rooney
Daniel Craig ... Connor Rooney
Ciarán Hinds ... Finn McGovern
Craig Spidle ... Rooney's Henchman
Ian Barford ... Rooney's Henchman
Stephen P. Dunn ... Finn McGovern's Henchman (as Stephen Dunn)
Paul Turner ... Finn McGovern's Henchman
Kathleen Keane ... Irish Musician
Brendan McKinney ... Irish Musician
Jackie Moran ... Irish Musician
Kieran O'Hare ... Irish Musician
John M. Williams ... Irish Musician
Nicolas Cade ... Boy Michael Fights
David Darlow ... Jack Kelly
Dylan Baker ... Alexander Rance
John Sierros ... Rooney's Business Associate
Jon Sattler ... Rooney's Business Associate
Michael Brockman ... Rooney's Business Associate
John Judd ... Rooney's Business Associate
Christian Stolte ... Rooney's Business Associate
Jack Callahan ... Rooney's Business Associate
Maureen Gallagher ... Michael's Teacher
Kevin Chamberlin ... Frank the Bouncer
Juanita Wilson ... Brothel Maid
Doug Spinuzza ... Calvino
Roderick Peeples ... Nitti's Henchman
Keith Kupferer ... Nitti's Henchman
Lee Roy Rogers ... Secretary
Stanley Tucci ... Frank Nitti
Jude Law ... Maguire
Kurt Naebig ... Tenement Murderer
Lance Baker ... Crime Scene Policeman
Monte ... Living Corpse
Duane Sharp ... Father Callaway
Diane Dorsey ... Aunt Sarah
Michael Sassone ... Motel Manager
John Sterchi ... Cop at Diner
Robert Jones ... Farmer at Diner
Lara Phillips ... Ruby the Waitress
Harry Groener ... Mr. McDougal
JoBe Cerny ... Banker (as Jobe Cerny)
Lawrence MacGowan ... Banker
Timothy Hendrickson ... Banker
Marty Higginbotham ... Banker
Mina Badie ... Betty the Waitress
Ed Kross ... Young Bank Manager
Heidi Jayne Netzley ... Prostitute
Phil Ridarelli ... Hotel Manager
Peggy Roeder ... Farmer Virginia
James Greene ... Farmer Bill
James Currie ... Factory Worker (uncredited)
Richard Dunn ... Pedestrian (uncredited)
Joe Fontana ... Business Man (uncredited)
Reese Foster ... Bank Customer (uncredited)
Kelly Hill ... Dancer (uncredited)
Gene Janson ... Chief of Police (uncredited)
Spencer Kayden ... Young Irish Lover (uncredited)
Cory Krueckeberg ... Young Irish Lover (uncredited)
Anthony LaPaglia ... Al Capone (uncredited)
George J. Manisco ... Nitti Thug #4 (uncredited)
Thomas McNulty ... Banker (uncredited)
Mark Morettini ... Nitti Thug #5 (uncredited)
Martin Murphy ... Patron at the Library (uncredited)
Kerry Rossall ... Rooney's Henchman (uncredited)