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MOVIE

In Old Chicago

TMDb6.7IMDbView on IMDb ↗1938-04-15· 111 min
DramaHistory

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

Top cast

Below are the streaming services currently carrying the movie “In Old Chicago” in Canada, along with how each offers it (subscription, buy, or rent) and a direct link. Licensing differs by market, so availability in Canada can differ from other countries.

Where to watch In Old Chicago in Canada

Netflix
Netflix
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OSN+
OSN+
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Amazon Prime Video
Amazon Prime Video
Available
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Shahid
Shahid
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Watch It
Watch It
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TOD
TOD
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Disney+
Disney+
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Apple TV+
Apple TV+
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Availability can change as licenses rotate — confirm on the provider’s page before subscribing. Last checked: 13 Sept 2026.

Where to watch In Old Chicago by country