Dynamic Watchlist Hub: May 10, 2026

10 Best Movies Like The Heartbreak Kid

If you loved The Heartbreak Kid, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

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Expert Review & Ratings

See our full critical analysis and audience score for The Heartbreak Kid.

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#1
What's Your Number?

What's Your Number?

2011★ 6.5

Why watch this? A perfect follow-up to The Heartbreak Kid for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

Ally Darling is realizing she's a little lost in life. Her latest romance has just fizzled out, and she's just been fired from her marketing job. Then she reads an eye-opening maga...

#2
About Fate

About Fate

2022★ 7.5

Why watch this? A perfect follow-up to The Heartbreak Kid for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

Two strangers believe in love but never seem to be able to find its true meaning. In a wild twist of events, fate puts each in the other's path on one stormy New Year's Eve....

#3
Play It Again, Sam

Play It Again, Sam

1972★ 7.5

Why watch this? A perfect follow-up to The Heartbreak Kid for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

A neurotic film critic obsessed with the movie Casablanca attempts to get over his wife leaving him by dating again with the help of a married couple and his illusory idol, Humphre...

#4
My Sassy Girl

My Sassy Girl

2008★ 6.7

Why watch this? A perfect follow-up to The Heartbreak Kid for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman....

#5
How to Be Single

How to Be Single

2016★ 6.3

Why watch this? A perfect follow-up to The Heartbreak Kid for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

New York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world ...

#6
Boot Camp

Boot Camp

2024★ 6.3

Why watch this? A perfect follow-up to The Heartbreak Kid for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

Unathletic Whitney Carmichael signs up for an intense summer boot camp to reinvent herself and falls for her personal trainer. She then finds the strength to embrace her true self ...

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