In Old Chicago

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