Dynamic Watchlist Hub: May 11, 2026

10 Best Movies Like A Pain in the Pullman

If you loved A Pain in the Pullman, 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 A Pain in the Pullman.

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#1
Men in Black

Men in Black

1934★ 7.3

Why watch this? A perfect follow-up to A Pain in the Pullman for fans of Comedy. It captures a similar light-hearted atmosphere.

The stooges are three doctors who graduated medical school by being in it for too many years. They come across such problems as an overly chirpy nurse, a mental patient, and a comb...

#2
Donald Glover: Weirdo

Donald Glover: Weirdo

2012★ 6.8

Why watch this? A perfect follow-up to A Pain in the Pullman for fans of Comedy. It captures a similar light-hearted atmosphere.

Fearlessly funny stand-up comic and sitcom star Donald Glover puts on a live show in New York, confessing his love for Cocoa Puffs and Toys "R" Us....

#3
Jim Jefferies: Freedumb

Jim Jefferies: Freedumb

2016★ 7.3

Why watch this? A perfect follow-up to A Pain in the Pullman for fans of Comedy. It captures a similar light-hearted atmosphere.

Returning for a second Netflix comedy special, Jim Jefferies unleashes his famously ferocious black humor to a packed house in Nashville, Tennessee....

#4
Taking Care of Business

Taking Care of Business

1990★ 6.3

Why watch this? A perfect follow-up to A Pain in the Pullman 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....

#5
Berth Marks

Berth Marks

1929★ 6.8

Why watch this? A perfect follow-up to A Pain in the Pullman for fans of Comedy. It captures a similar light-hearted atmosphere.

Stan and Ollie are musicians attempting to travel by train to Pottsville....

#6
A Flintstones Christmas Carol

A Flintstones Christmas Carol

1994★ 6.7

Why watch this? A perfect follow-up to A Pain in the Pullman for fans of Comedy. It captures a similar light-hearted atmosphere.

Fred is cast as Ebenezer Scrooge in a stage adaption of the classic Christmas story, but is acting a bit stingy in real life....

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