Dynamic Watchlist Hub: Jan 29, 2026

10 Best Movies Like Goin' to Chicago

If you loved Goin' to 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 Goin' to Chicago.

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#1
Fletch Lives

Fletch Lives

1989★ 6.0

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

Fletch is a fish out of water in small-town Louisiana, where he's checking out a tumbledown mansion he's inherited. When a woman he flirts with turns up dead, he becomes a suspect ...

#2
Titanic

Titanic

1997★ 7.9

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

101-year-old Rose DeWitt Bukater tells the story of her life aboard the Titanic, 84 years later. A young Rose boards the ship with her mother and fiancé. Meanwhile, Jack Dawson and...

#3
Shutter Island

Shutter Island

2010★ 8.2

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

World War II soldier-turned-U.S. Marshal Teddy Daniels investigates the disappearance of a patient from a hospital for the criminally insane, but his efforts are compromised by tro...

#4
The Truman Show

The Truman Show

1998★ 8.2

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

An insurance salesman begins to suspect that his whole life is actually some sort of reality TV show....

#5
Inside Out

Inside Out

2015★ 7.9

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

When 11-year-old Riley moves to a new city, her Emotions team up to help her through the transition. Joy, Fear, Anger, Disgust and Sadness work together, but when Joy and Sadness g...

#6
WALL·E

WALL·E

2008★ 8.1

Why watch this? A perfect follow-up to Goin' to Chicago for fans of Animation. It captures a similar compelling atmosphere.

What if mankind had to leave Earth and somebody forgot to turn the last robot off? After hundreds of years doing what he was built for, WALL•E discovers a new purpose in life when ...