Dynamic Watchlist Hub: Apr 11, 2026

10 Best Movies Like Billy Madison

If you loved Billy Madison, 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 Billy Madison.

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#1
The Trouble with Angels

The Trouble with Angels

1966★ 6.7

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

Mary and her friend, Rachel, are new students at St. Francis Academy, a boarding school run by the iron fist of Mother Superior. The immature teens grow bored and begin playing pra...

#2
Nativity!

Nativity!

2009★ 6.4

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

Paul, charged with directing his school's Nativity play, falsely boasts that his ex-girlfriend plans to turn the production into a film....

#3
The Boss Baby: Family Business

The Boss Baby: Family Business

2021★ 7.3

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

The Templeton brothers — Tim and his Boss Baby little bro Ted — have become adults and drifted away from each other. But a new boss baby with a cutting-edge approach and a can-do a...

#4
Thunderstruck

Thunderstruck

2012★ 6.1

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

After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an imp...

#5
YES DAY

YES DAY

2021★ 6.7

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

A mom and dad who usually say no decide to say yes to their kids' wildest requests — with a few ground rules — on a whirlwind day of fun and adventure....

#6
Uptown Girls

Uptown Girls

2003★ 6.9

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

Molly Gunn, the freewheeling daughter of a deceased rock legend, is forced to get a job when her manager steals her money. As nanny to Ray - the precocious, oft-ignored daughter of...

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