Frank Sinatra

Robbo

Dean Martin

Little John

Sammy Davis Jr.

Will Scarlet

Bing Crosby

Allen A. Dale

Peter Falk

Guy Gisborne

Barbara Rush

Marian Stevens

Victor Buono

Deputy Sheriff Alvin Potts

Edward G. Robinson

Big Jim Stevens (uncredited)

Robert Foulk

Sheriff Octavius Glick

Allen Jenkins

Vermin Witowski

Jack La Rue

Tomatoes

Robert Carricart

Blue Jaw

Joseph Ruskin

Twitch

Phil Arnold

Hatrack

Richard Bakalyan

Robbo's Hood

Al Silvani

Robbo's Hood

Harry Wilson

Gisborne's Hood

Mickey Finn

Bartender

Dick Simmons

Prosecutor

Toni Basil

Flapper (uncredited)

Hans Conried

Mr. Ricks (uncredited)

Tony Randall

Hood (uncredited)

Sig Ruman

Hammacher (uncredited)

Jerry Davis

Orphan Boy (uncredited)

Sayre Dearing

Courtroom Reporter / Nightclub Patron (uncredited)

Paul Frees

Radio Announcer (voice) (uncredited)

Kenner G. Kemp

Nightclub Patron (uncredited)

Jeffrey Sayre

Courtroom Spectator (uncredited)

Bert Stevens

Nightclub Patron / Sidewalk Passerby (uncredited)

Arthur Tovey

Juror (uncredited)

Barry Kelley

Police Chief Oscar C. Brockton

Maurice Manson

Dignitary

Bill Zuckert

Jury Foreman (uncredited)

Al Bain

Hood

Linda Brent

Derelict

Billy Curtis

Newsboy

James Dime

Hood

Chuck Hicks

Factory Worker (uncredited)

Eugene Jackson

Congregation Member

Michael Jeffers

Nightclub Patron

Dick Johnstone

Club Patron

Mike Lally

Attorney (uncredited)

Larry D. Mann

Workman (uncredited)

Francis McDonald

Old Man at Robbo's Club

Boyd 'Red' Morgan

Jakes

George Nardelli

Spectator at Dedication

Manuel Padilla Jr.

Orphan Boy

Frank J. Scannell

Robbo's Lawyer (uncredited)

Charles Sherlock

Pool Game Spectator (uncredited)

Richard Sinatra

Gisborne's Hood

Larri Thomas

Dancer

Al Wyatt Sr.

Hood