Steve Buscemi Enoch "Nucky" Thompson Actor Michael Pitt Jimmy Darmody Actor Kelly Macdonald Margaret Schroeder Actor Michael Shannon Nelson Van Alden Actor Shea Whigham Elias Thompson Actor Aleksa Palladino Angela Actor Michael Stuhlbarg Arnold Rothstein Actor Stephen Graham Al Capone Actor Vincent Piazza Lucky Luciano Actor Paz de la Huerta Lucy Actor Michael Kenneth Williams Chalky White Actor Anthony Laciura Eddie Kessler Actor Paul Sparks Mickey Doyle Actor Dabney Coleman Commodore Louis Kaestner Actor Jack Huston Richard Harrow Actor Gretchen Mol Gillian Actor Charlie Cox Owen Sleater Actor Bobby Cannavale Gyp Rosetti Actor Ron Livingston Roy Phillips Actor Jeffrey Wright Dr. Valentin Narcisse Actor Dominic Chianese Leander Whitlock Actor Arron Shiver Dean O'Banion Actor Stephen Root Gaston Means Actor Patricia Arquette Sally Wheet Actor Brian Geraghty Agent Warren Knox Actor Domenick Lombardozzi Ralph Capone Actor Morgan Spector Frank Capone Actor Jim True-Frost Eliot Ness Actor Matt Letscher Joseph Kennedy Actor Giampiero Judica Salvatore Maranzano Actor Louis Cancelmi Mike D'Angelo Actor Christopher McDonald Harry Daugherty Actor Meg Chambers Steedle Billie Kent Actor Frank Crudele "Big Jim" Colosimo Actor Terence Winter Executive Producer Martin Scorsese Executive Producer Timothy Van Patten Executive Producer Stephen Levinson Executive Producer Mark Wahlberg Executive Producer