In Old Chicago

In Old Chicago (1938)

The Great American Motion Picture!

Drama History

The O'Leary brothers -- honest Jack and roguish Dion -- become powerful figures, and eventually rivals, in Chicago on the eve of its Great Fire.

star 6.4
  • Release Date: 1938-04-15
  • Runtime: 1h 51min
  • Director: Henry King

Where to Watch In Old Chicago Online

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Trailer

Cast

  • Tyrone Power

    Dion O'Leary

  • Alice Faye

    Belle Fawcett

  • Don Ameche

    Jack O'Leary

  • Alice Brady

    Molly O'Leary

  • Andy Devine

    Pickle Bixby

  • Brian Donlevy

    Gil Warren

  • Phyllis Brooks

    Ann Colby

  • Tom Brown

    Bob O'Leary

  • Sidney Blackmer

    General Phil Sheridan

  • Berton Churchill

    Senator Colby

  • June Storey

    Gretchen

  • Paul Hurst

    Mitch

  • Tyler Brooke

    Specialty Singer

  • J. Anthony Hughes

    Pat O'Leary

  • Gene Reynolds

    Dion O'Leary (as a boy)

  • Bobs Watson

    Bob O'Leary (as a boy)

  • Billy Watson

    Jack O'Leary (as a boy)

  • Madame Sul-Te-Wan

    Hattie

  • Spencer Charters

    Commissioner W.J. Beavers

  • Rondo Hatton

    Rondo - Body Guard

  • Thelma Manning

    Carrie Donahue

  • Ruth Gillette

    Miss Lou

  • Eddie Collins

    Drunk

  • Scotty Mattraw

    Beef King

  • Joe Twerp

    Stuttering Clerk

  • Clarence Wilson

    Lawyer

  • Frank Dae

    Judge

  • Harry Stubbs

    Fire Commissioner

  • Joe King

    Ship's Captain

  • Francis Ford

    Driver

  • Bob Murphy

    Police Officer

  • Wade Boteler

    Police Officer

  • Gustav von Seyffertitz

    Dutch - Politician in Jack's Office

  • Russell Hicks

    Politician in Jack's Office

  • Brooks Benedict

    Courtroom Spectator (uncredited)

  • George Chandler

    Onlooker (uncredited)

  • Bess Flowers

    Woman with Colby (uncredited)

  • Vera Lewis

    Wedding Witness (uncredited)

  • Bert Moorhouse

    Opening Night Guest (uncredited)

  • William H. O'Brien

    Senate Waiter (uncredited)

  • Martin Turner

    Refugee

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