On September 20, 2026
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Cast of In Old Chicago
25 credited roles
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)
BW
Billy Watson
Jack O'Leary (as a boy)
Madame Sul-Te-Wan
Hattie
Spencer Charters
Commissioner W.J. Beavers
Rondo Hatton
Rondo - Body Guard
TM
Thelma Manning
Carrie Donahue
Ruth Gillette
Miss Lou
Eddie Collins
Drunk
SM
Scotty Mattraw
Beef King
JT
Joe Twerp
Stuttering Clerk
