Dynamic Watchlist Hub: May 10, 2026

10 Best Movies Like The Underdog

If you loved The Underdog, 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 The Underdog.

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#1
Held Up

Held Up

1999★ 5.8

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

What should have been a romantic getaway turns into one hilarious debacle after another when Michael's woman dumps him in the desert where he gets carjacked by a teenager and he is...

#2
Mr. Roosevelt

Mr. Roosevelt

2017★ 6.2

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

A young woman returns home and must confront her ex-boyfriend when an unexpected tragedy occurs....

#3
Class Rank

Class Rank

2017★ 6.9

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

Two high school misfits join forces in an attempt to overtake the local school board. Guided by their families, they enter the perilous word of politics and, in the process, learn ...

#4
American Dreamer

American Dreamer

2022★ 5.8

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

In this winsome comedy, an entitled Economics professor pursues a tactic to buy an ailing widow’s mansion for nothing, but he quickly realizes that his seemingly foolproof strategy...

#5
Taking Care of Business

Taking Care of Business

1990★ 6.3

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

An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him....

#6
The Wedding Year

The Wedding Year

2019★ 6.0

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

A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year....

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