Dynamic Watchlist Hub: Apr 13, 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
St. Elmo's Fire

St. Elmo's Fire

1985★ 6.1

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

Reluctant to let go of college life, a close-knit team of seven friends--irresponsible saxophone player Billy, young Republican Alec, his girlfriend Leslie, struggling journalist K...

#2
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....

#3
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...

#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
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....

#6
Racing with the Moon

Racing with the Moon

1984★ 6.3

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

In a small coastal California town, Henry and Nicky are pals from blue collar families with only a short time before they ship off to World War II. Henry begins romancing new-to-to...

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