Christian Slater

as Charlie "Lucky" Luciano

Costas Mandylor

as Frank Costello

Richard Grieco

as Benjamin "Bugsy" Siegel

Patrick Dempsey

as Meyer Lansky

Lara Flynn Boyle

as Mara Motes

Michael Gambon

as Don Salvatore Faranzano

Anthony Quinn

as Don Giuseppe 'Joe the Boss' Masseria

Robert Z'Dar

as Rocco

Chris Penn

as Tommy Reina

F. Murray Abraham

as Arnold Rothstein

Seymour Cassel

as Father Bonotto

Andy Romano

as Antonio Luciano

Bianca Rossini

as Rosalie Luciano

Anto Nolan

as Irish Cop

Joe Viterelli

as Joe Profaci

Rodney Eastman

as Joey

Leslie Bega

as Anna Lansky

Karen Russell

as Showgirl

Russ Fega

as Nathan Citron

Lynette Walden

as Cute Debutante

Sharmagne Leland-St. John

as Wedding Guest

Cie Allman

as Dancer

Titus Welliver

as Al Capone

Jennifer Gatti

as Secretary

Ava Fabian

as Cute Girl