Dynamic Watchlist Hub: Apr 11, 2026

10 Best Movies Like Head Over Heels

If you loved Head Over Heels, 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 Head Over Heels.

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#1
My Sassy Girl

My Sassy Girl

2008★ 6.7

Why watch this? A perfect follow-up to Head Over Heels for fans of Romance & Comedy. 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....

#2
Someone Great

Someone Great

2019★ 6.4

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

An aspiring music journalist lands her dream job and is about to move to San Francisco when her boyfriend of nine years decides to call it quits. To nurse her broken heart, she and...

#3
Someone Like You...

Someone Like You...

2001★ 6.0

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

Jane Goodale has everything going for her. She's a producer on a popular daytime talk show, and is in a hot romance with the show's dashing executive producer Ray. But when the rel...

#4
How to Be Single

How to Be Single

2016★ 6.3

Why watch this? A perfect follow-up to Head Over Heels for fans of Romance & Comedy. 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 ...

#5
Alfie

Alfie

2004★ 5.8

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

A tale of a philosophical womanizer who is forced to question his seemingly carefree existence....

#6
She's Funny That Way

She's Funny That Way

2015★ 5.9

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

On the set of a playwright's new project, a love triangle forms between his wife, her ex-lover, and the call girl-turned-actress cast in the production....

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