Tony Curtis

Joe (Josephine)

Jack Lemmon

Jerry (Daphne)

Marilyn Monroe

Sugar Kane Kowalczyk

George Raft

Spats Colombo

Pat O'Brien

Detective Mulligan

Joe E. Brown

Osgood Fielding III

Nehemiah Persoff

Little Bonaparte

Joan Shawlee

Sweet Sue

George E. Stone

Toothpick Charlie

Dave Barry

Beinstock

Mike Mazurki

Spats' Henchman

Harry Wilson

Spats' Henchman

Beverly Wills

Dolores

Edward G. Robinson Jr.

Johnny Paradise

Tom Kennedy

Bouncer (uncredited)

Sandra Warner

Emily (uncredited)

Paul Frees

Funeral Director / Waiter / Josephine (voice) (uncredited)

Jack Perry

Gangster at Convention (uncredited)

Ralph Volkie

Gangster at Massacre (uncredited)

Jimmy Dime

Gangster Convention Greeter (uncredited)

Steve Carruthers

Hotel Guest (uncredited)

William H. O'Brien

Hotel Guest (uncredited)

Laurie Mitchell

Mary Lou (uncredited)

Tito Vuolo

Mozzarella (uncredited)

Scott Seaton

Old Man (uncredited)

Marian Collier

Olga (uncredited)

Noble 'Kid' Chissell

Police Officer (uncredited)

Franklyn Farnum

Party Guest (uncredited)

Carl M. Leviness

Retirement Home Resident (uncredited)

Grace Lee Whitney

Rosella (uncredited)

Shep Houghton

Speakeasy Patron (uncredited)

Hank Mann

Speakeasy Patron (uncredited)

Frank McLure

Speakeasy Patron (uncredited)

Arthur Tovey

Speakeasy Patron (uncredited)

Cosmo Sardo

Waiter (uncredited)

Jack Mather

(uncredited)

Carl Sklover

(uncredited)

Billy Wayne

(uncredited)