Luckless in Love
Winnie, a dating blogger who anonymously writes under the pen name Luckless, goes viral for a post about a disastrous date with Holden, a perpetually single sports agent who refuses to settle. When Winnie’s boss offers her very own column on the popular lifestyle site, Mush, Winnie has no choice but to keep dating Holden for content. But things get complicated when feelings develop and Winnie learns that Holden has a teenage son.
Below are the streaming services currently carrying the movie “Luckless in Love” 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 Luckless in Love in Canada
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Not currently available on the supported providers in Canada.
Availability can change as licenses rotate — confirm on the provider’s page before subscribing. Last checked: 16 Sept 2026.