In Old Chicago

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

• 
  Henry King
• 
  Robert D. Webb

• 
  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