After a brief flash-forward to Frank Sinatra as an old man, saying "I miss my guys," the movie's main narrative begins during high points in the solo careers of the Rat Pack: Dean Martin has become a big success despite the breakup of his partnership with Jerry Lewis; Sinatra's career is at its peak; Sammy Davis, Jr., is making a comeback after a near fatal car crash, and standup comic Joey Bishop is gaining exposure as an opening act for the other three. The Pack becomes complete when Sinatra reconciles with actor Peter Lawford, who has been ostracized since being seen out publicly with Sinatra's ex-wife, Ava Gardner.
Ray Liotta
Frank Sinatra
Joe Mantegna
Dean Martin
Don Cheadle
Sammy Davis Jr.
Angus Macfadyen
Peter Lawford
William L. Petersen
John F. Kennedy
Željko Ivanek
Bobby Kennedy
Bobby Slayton
Joey Bishop
Megan Dodds
May Britt
Deborah Kara Unger
Ava Gardner
Veronica Cartwright
Rocky Cooper
Dan O'Herlihy
Joe Kennedy
Robert Miranda
Momo Giancana
Barbara Niven
Marilyn Monroe
Tyrees Allen
George Jacobs
John Diehl
Joe DiMaggio
David Andrews
G-Man #3
Todd Susman
Hank
Greg Lipari
Jimmy
Peter Iacangelo
Johnny
Dey Young
Jeanne Martin
Tom Dreesen
Tom Dreesen
Brad Blaisdell
Reporter in Bar Fight
Alan Woolf
Mickey Cohen
Phyllis Lyons
Pat Lawford
Craig Richard Nelson
Lewis Milestone
Joel McKinnon Miller
G-Man #1
Wayne Thomas Yorke
G-Man #2
Michael Townsend Wright
Walter Winchell
Joe D'Angerio
Pit Boss
Amber Smith
Broad at Casino
Patricia Ann Christ
Frank's Secretary
Charles Walker
Jefferson
Lew Saunders
Big John
Jody Wood
Contractor
Jeffrey Marx
Rabbi
Elyse Mirto
Frank's Assistant
Bill Evans
Butler
Mary Cadorette
Betty
Ron Ostrow
Studio Head
Scott MacDonald
Tourist
Community
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