Steve Buscemi Enoch "Nucky" Thompson Actor Michael Pitt Jimmy Darmody Actor Kelly Macdonald Margaret Schroeder Actor Michael Shannon Nelson Van Alden Actor Dabney Coleman Commodore Louis Kaestner Actor Shea Whigham Elias Thompson Actor Anthony Laciura Eddie Kessler Actor Stephen Graham Al Capone Actor Aleksa Palladino Angela Actor Michael Stuhlbarg Arnold Rothstein Actor Vincent Piazza Lucky Luciano Actor Paz de la Huerta Lucy Actor Paul Sparks Mickey Doyle Actor Michael Kenneth Williams Chalky White Actor Dominic Chianese Leander Whitlock Guest Star Gretchen Mol Gillian Actor Charlie Cox Owen Sleater Guest Star Jack Huston Richard Harrow Actor Terence Winter Executive Producer Martin Scorsese Executive Producer Timothy Van Patten Executive Producer Stephen Levinson Executive Producer Mark Wahlberg Executive Producer