Dynamic Watchlist Hub: Apr 15, 2026

10 Best Movies Like Courting Trouble

If you loved Courting Trouble, 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 Courting Trouble.

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#1
Easy Money

Easy Money

1983★ 6.0

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

To inherit his mother-in-law's colossal fortune, a hard living gambling addict must change his unhealthy ways before it gets the best of him....

#2
Watching the Detectives

Watching the Detectives

2007★ 6.3

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

Neil, a self-proclaimed film geek and owner of Gumshoe video, has always been content to live vicariously through his favorite films noir. But when he meets Violet, a real-life fem...

#3
The Infidel

The Infidel

2010★ 6.1

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

Based in a London suburb Mahmud Nasir lives with his wife, Saamiya, and two children, Rashid and Nabi. His son plans to marry Uzma, the step-daughter of Egyptian-born Arshad Al-Mas...

#4
About Alex

About Alex

2014★ 6.1

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

When a group of old college friends reunite over a long weekend after one of them attempts suicide, old crushes and resentments shine light on their life decisions, and ultimately ...

#5
Hooking Up

Hooking Up

2020★ 6.3

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

Bailey and Darla embark upon a misguided and mutually deceitful form of therapy, one in which they must drive across the country, re-enacting Darla's colorful history as a sex addi...

#6
Bar Fight

Bar Fight

2022★ 6.3

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

Nina and Allen split everything in their lives 50/50 after their break-up to avoid any drama—everything, that is, except for their favorite local bar. Nina and Allen must compete i...

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