Frank Sinatra

Ray Liotta

Dean Martin

Joe Mantegna

Sammy Davis Jr.

Don Cheadle

Peter Lawford

Angus Macfadyen

John F. Kennedy

William Petersen

Joe Kennedy

Dan O'Herlihy

Joey Bishop

Bobby Slayton

Bobby Kennedy

Željko Ivanek

Johnny

Peter Iacangelo

Mai Britt

Megan Dodds

Momo Giancana

Robert Miranda

Ava Gardner

Deborah Kara Unger

Hank

Todd Susman

Rocky Cooper

Veronica Cartwright

George Jacobs

Tyrees Allen

Marilyn Monroe

Barbara Niven

Jimmy

Greg Lipari Sr.

Judy Campbell

Michelle Grace

Joe DiMaggio

John Diehl

Himself

Tom Dreesen

G-Man #3

David Andrews

Mickey Cohen

Alan Woolf

Walter Winchell

Michael Townsend Wright

Johnny Roselli

Joe Cortese

Jimmy

Greg Lipari

Jeanne Martin

Dey Young

Reporter in Bar Fight

Brad Blaisdell

Betty

Mary Cadorette

Big John

Lewis Saunders

Pat Lawford

Phyllis Lyons

Lewis Milestone

Craig Richard Nelson

Jefferson

Charles Walker

G-Man #1

Joel McKinnon Miller

G-Man #2

Wayne Thomas Yorke

Pit Boss

Joe D'Angerio

Broad at Casino

Amber Smith

Contractor

Jody Wood

Frank's Assistant

Elyse Mirto

Studio Head

Ron Ostrow

Tourist

Scott MacDonald

Bandleader

Mark Adler