Dynamic Watchlist Hub: Apr 12, 2026

10 Best Movies Like Chicago

If you loved Chicago, 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 Chicago.

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#1
The Blues Brothers

The Blues Brothers

1980★ 7.7

Why watch this? A perfect follow-up to Chicago for fans of Comedy & Crime. It captures a similar light-hearted atmosphere.

Jake Blues, just released from prison, puts his old band back together to save the Catholic home where he and his brother Elwood were raised....

#2
Risky Business

Risky Business

1983★ 6.6

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

Meet Joel Goodson, an industrious, college-bound 17-year-old and a responsible, trustworthy son. However, when his parents go away and leave him home alone in the wealthy Chicago s...

#3
Capone

Capone

1975★ 5.8

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

Young Al Capone catches the eye of Johnny Torrio, a criminal visiting New York from Chicago. Torrio invites Capone to move to Illinois to help run his Prohibition-era alcohol sales...

#4
The Outfit

The Outfit

2022★ 7.1

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

Leonard is an English tailor who used to craft suits on London’s world-famous Savile Row. After a personal tragedy, he’s ended up in Chicago, operating a small tailor shop in a rou...

#5
The First Great Train Robbery

The First Great Train Robbery

1978★ 6.7

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

In Victorian England, a master criminal makes elaborate plans to steal a shipment of gold from a moving train....

#6
Dillinger

Dillinger

1973★ 6.6

Why watch this? A perfect follow-up to Chicago for fans of Crime & Drama. It captures a similar adrenaline-pumping atmosphere.

After a shoot-out kills five FBI agents in Kansas City the Bureau target John Dillinger as one of the men to hunt down. Waiting for him to break Federal law they sort out several o...

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