Movies Like Billy Madison
If you loved Billy Madison's Comedy storytelling, these films deliver a similar experience — carefully selected for tone, themes, and emotional depth. Each pick includes where to watch it right now.
★ Top Picks
The Trouble with Angels
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 pranks on both the unsuspecting nuns and their unpleasant classmates, becoming a constant thorn in Mother Superior's side. However, as the years pass, Mary and Rachel slowly mature and begin to see the nuns in a different light.
The Boss Baby: Family Business
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 attitude is about to bring them together again … and inspire a new family business.
Nativity!
Paul, charged with directing his school's Nativity play, falsely boasts that his ex-girlfriend plans to turn the production into a film.
Thunderstruck
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 important lesson.
YES DAY
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.
Stargirl
An unassuming high schooler finds himself inexplicably drawn to the free-spirited new girl, whose unconventional ways change how they see themselves…and their world.
Uptown Girls
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 a music executive - she learns what it means to be an adult while teaching Ray how to be a child.
Cadet Kelly
Hyperactive teenager Kelly is enrolled into a military school when her new stepfather becomes the Commandant. At first she has problems fitting in and taking orders until she tries out for the drill team.
More Movies Like Billy Madison
The Little Rascals
When nine-year-old Alfalfa falls for Darla, his "He-Man-Woman-Hating" friends attempt to sabotage their relationship.
Moxie
Inspired by her mom's rebellious past and a confident new friend, a shy 16-year-old publishes an anonymous zine calling out sexism at her school.
Cheaper by the Dozen
This remake of the beloved classic follows the raucous exploits of a blended family of 12, the Bakers, as they navigate a hectic home life while simultaneously managing their family business.
Jerry Before Seinfeld
Jerry Seinfeld returns to the club that gave him his start in the 1970s, mixing iconic jokes with stories from his childhood and early days in comedy.
The Brady Bunch Movie
The original '70s TV family is now placed in the 1990s, where they're even more square and out of place than ever.
Diary of a Wimpy Kid: Rodrick Rules
As a new school year begins, Greg is subject to relentless teasing from his brother Rodrick. Will Greg manage to get along with him? Or will a secret ruin everything?
Heartbreakers
Max and Page are a brilliant mother/daughter con team who have their grift down to a fine science. Max targets wealthy, willing men and marries them. Page then seduces them, and Max catches her husband in the act. Then it's off to palimony city and the next easy mark.
Shark Tale
Oscar is a small fish whose big aspirations often get him into trouble. Meanwhile, Lenny is a great white shark with a surprising secret that no sea creature would guess: He's a vegetarian. When a lie turns Oscar into an improbable hero and Lenny becomes an outcast, the two form an unlikely friendship.
Kit Kittredge: An American Girl
The Great Depression hits home for nine year old Kit Kittredge when her dad loses his business and leaves to find work. Oscar nominee Abigail Breslin stars as Kit, leading a splendid cast in the first ever "American Girl" theatrical movie. In order to keep their home, Kit and her mother must take in boarders - paying house - guests who turn out to be full of fascinating stories. When mother's lockbox containing all their money is stolen, Kit's new hobo friend Will is the prime suspect. Kit refuses to believe that Will would steal, and her efforts to sniff out the real story get her and friends into big trouble. The police say the robbery was an inside job, committed by someone they know. So if it wasn't Will, then who did it.
The Life and Death of Peter Sellers
The turbulent personal and professional life of actor Peter Sellers (1925-1980), from his beginnings as a comic performer on BBC Radio to his huge success as one of the greatest film comedians of all time; an obsessive artist so dedicated to his work that neglected his loved ones and sacrificed part of his own personality to convincingly create that of his many memorable characters.
Yours, Mine & Ours
Admiral Frank Beardsley returns to New London to run the Coast Guard Academy, his last stop before a probable promotion to head the Guard. A widower with eight children, he runs a loving but tight ship, with charts and salutes. The kids long for a permanent home. Helen North is a free spirit, a designer whose ten children live in loving chaos, with occasional group hugs. Helen and Frank, high school sweethearts, reconnect at a reunion, and it's love at first re-sighting. They marry on the spot. Then the problems start as two sets of kids, the free spirits and the disciplined preppies, must live together. The warring factions agree to work together to end the marriage.
The Kissing Booth 2
With college decisions looming, Elle juggles her long-distance romance with Noah, changing relationship with bestie Lee and feelings for a new classmate.
Why These Movies Are Similar
These recommendations share core qualities with Billy Madison (1995): Comedy themes, similar narrative structure, and comparable emotional depth. NoBadPicks uses a combination of TMDB collaborative filtering, genre matching, and AI analysis to surface films most likely to resonate with fans of Billy Madison.
See full details for Billy Madison (1995)