Dynamic Watchlist Hub: May 09, 2026

10 Best Movies Like Windy City

If you loved Windy City, 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 Windy City.

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#1
On the Edge

On the Edge

2001★ 6.6

Why watch this? A perfect follow-up to Windy City for fans of Drama & Romance. It captures a similar emotionally gripping atmosphere.

A suicidal young man is committed to a Dublin psychiatric hospital where he meets new friends who greatly influence his life....

#2
Winter Spring Summer or Fall

Winter Spring Summer or Fall

2024★ 7.2

Why watch this? A perfect follow-up to Windy City for fans of Drama & Romance. It captures a similar emotionally gripping atmosphere.

Remi and Barnes, two very different teenagers, meet by chance in the winter of their senior year, then spend four days together over the course of a year that will change their li...

#3
Newness

Newness

2017★ 6.0

Why watch this? A perfect follow-up to Windy City for fans of Drama & Romance. It captures a similar emotionally gripping atmosphere.

In contemporary Los Angeles, two millennials navigating a social media–driven hookup culture begin a relationship that pushes both emotional and physical boundaries....

#4
Ashes in the Snow

Ashes in the Snow

2018★ 6.4

Why watch this? A perfect follow-up to Windy City for fans of Drama & Romance. It captures a similar emotionally gripping atmosphere.

The coming-of-age tale of 16-year-old Lina Vilkas who is deported to Siberia amid Stalin's reign of terror in the Baltic region during WWII. An aspiring artist, she secretly docume...

#5
Fire with Fire

Fire with Fire

1986★ 6.2

Why watch this? A perfect follow-up to Windy City for fans of Drama & Romance. It captures a similar emotionally gripping atmosphere.

A tough, street-smart kid serving a sentence in a state youth reformatory meets a beautiful, innocent girl studying at a nearby convent. When forbidden love blossoms between them, ...

#6
All of You

All of You

2025★ 6.3

Why watch this? A perfect follow-up to Windy City for fans of Drama & Romance. It captures a similar emotionally gripping atmosphere.

Laura and Simon have been best friends since college. Over the years, they've realized their bond is more than platonic. Can they—and should they—risk everything to explore a love ...

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