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Playing Cupid poster
MOVIE

Playing Cupid

TMDb7.1IMDbView on IMDb ↗2021-02-13· 84 min
RomanceTV MovieComedyDrama

Set in the halls of Austen Middle School, a newly single middle-school teacher is covertly set up with a divorced dad after his daughter – one of her students – begins a matchmaking business for a school project she assigned her class.

Top cast

Below are the streaming services currently carrying the movie “Playing Cupid” 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 Playing Cupid in Canada

Netflix
Netflix
Not available on this platform
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OSN+
OSN+
Not available on this platform
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Amazon Prime Video
Amazon Prime Video
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Shahid
Shahid
Not available on this platform
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Not available
Watch It
Watch It
Not available on this platform
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TOD
TOD
Not available on this platform
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Disney+
Disney+
Not available on this platform
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Not available
Apple TV+
Apple TV+
Available
Watch
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Rent
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Not available
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Not available

Availability can change as licenses rotate — confirm on the provider’s page before subscribing. Last checked: 14 Sept 2026.

Where to watch Playing Cupid by country