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The 20 Best Comedies on Amazon Prime Video

My Old Ass.
My Old Ass. Photo: Courtesy of the Studio

This list is regularly updated as movies rotate on and off of Prime Video. *New additions are indicated with an asterisk.

Who needs a good laugh? Prime Video has a deep catalog of comedies for every mood from romantic classics to modern blockbusters to the laugh-busters you loved when you were young. However, navigating their interface to find the best comedies can be tough, so we’re here to help Amazon connect with your funny bone with this updated list of the best comedies on Prime Video.

Airplane!

Year: 1980
Runtime: 1h 24m
Director: David Zucker, Jerry Zucker, Jim Abrahams

Movies just don’t get much funnier than this classic from David Zucker, Jerry Zucker, and Jim Abrahams. Robert Hays, Julie Hagerty, and Leslie Nielsen star in a parody of the disaster flicks of the ‘70s but Airplane! has far transcended its roots to become one of the most quotable and beloved comedies of all time.

American Fiction

Year: 2023
Runtime: 1h 56m
Director: Cord Jefferson

First-time director Cord Jefferson won the Oscar for Best Adapted Screenplay for this 2023 dramedy about pop culture expectations of Black entertainment. The great Jeffrey Wright also landed his first Oscar nod for playing Monk Ellison, a writer who struggles to sell his books until he leans into exaggerated, stereotypical portrayals of Black life. Wright is the fuel to this film’s engine, but Sterling K. Brown is also strong, earning a surprise Oscar nod himself too.

American Fiction

American Movie

Year: 1999
Runtime: 1h 44m
Director: Chris Smith

The great documentarian Chris Smith broke through this story of two unforgettable Wisconsin-based filmmakers: Mark Borchardt and Mike Schank, who are trying to get their indie movies off the ground. The early ‘90s saw waves of independent filmmaking across the country and Smith’s film really taps into the love of movies that one needs to get their projects off the ground. It’s hysterical but never in a way that feels like it’s mocking the movie dreams of its memorable subjects.

American Movie

The Apartment

Year: 1960
Runtime: 2h
Director: Billy Wilder

Billy Wilder’s masterpiece is over six decades old, but it still feels as timeless as ever. The template for so many movies to come, The Apartment is a daring dissection of toxicity in the story of an insurance clerk (Jack Lemmon) who lets his coworkers use his apartment to support their infidelity. It’s a perfect movie.

The Apartment

The Big Chill

Year: 1983
Runtime: 1h 44m
Director: Lawrence Kasdan

The template for reunion movies came in 1983 with this star-studded dramedy about a group of University of Michigan grads reuniting 15 years after they graduated, and in the wake of the death of one of their own. The script here is strong, but it’s a really a study in great ensemble casting as Tom Berenger, Glenn Close, Jeff Goldblum, William Kurt, Kevin Kline, Mary Kay Place, Meg Tilly, and JoBeth Williams make us believe that they’ve known each other for years.

The Big Chill

The Big Sick

Year: 2017
Runtime: 2h
Director: Michael Showalter

The wonderful screenwriters Kumail Nanjiani and Emily V. Gordon basically told their own love story in this sweet and funny rom-com that Amazon picked up after audiences fell for it at Sundance. Nanjiani plays a loose variation on himself, a struggling stand-up who falls for a woman (Zoe Kazan) just before she becomes incredibly ill, forcing their relationship to move at an unusual pace. A smart, sweet, genuinely human film, this is one of the best romantic comedies of the 2010s.

The Big Sick

Bodied

Year: 2018
Runtime: 2h
Director: Joseph Kahn

Did you know that a legendary music video director made a rocking dramedy about the battle rap scene that was produced by Eminem himself? Probably not given the minimal release of Bodied, but this movie rocks. Calum Worthy plays a grad student who becomes obsessed with the battle rap scene, only to discover that he’s pretty damn good at it himself. This was once a YouTube Red exclusive when that was a thing so it feels like a cult hit waiting for its cult.

Bottoms

Year: 2023
Runtime: 1h 31m
Director: Emma Seligman

The writer/director of Shiva Baby avoided the sophomore slump with a film that feels completely different. Rachel Sennott and Emmy winner Ayo Edebiri star as a pair of high school girls who basically start a fight club to get closer to their crushes. Consistently funny in that surreal dark comedy way that Hollywood stopped doing about a quarter-century ago, it’s a movie that feels destined to be beloved by the generation to whom it’s most directly speaking to.

The Breakfast Club

Year: 1985
Runtime: 1h 36m
Director: John Hughes

Few films of the ‘80s are more influential to this day than John Hughes’ collection of misfits, a comedy that has basically been remade almost every year since it came out. Look at any of the modern teen movie and you can pick out the Judd Nelsons, Anthony Michael Halls, Molly Ringwalds, and Ally Sheedys. See where a subgenre basically changed forever.

The Breakfast Club

Clueless

Year: 1995
Runtime: 1h 34m
Director: Amy Heckerling

You can keep all those stuffy Jane Austen adaptations — one of the best remains Amy Heckerling’s updating of the 1815 classic Emma to mid-‘90s L.A. Perhaps even the most ‘90s movie ever? From its fashion to its references to its beloved characters, Clueless is certainly one of the most iconic, and it grows even more popular with each generation that discovers it.

The General

Year: 1926
Runtime: 1h 15m
Directors: Clyde Bruckman and Buster Keaton

Truly classic comedies can be hard to find on streaming services, so take this chance to watch an all-timer, one of the best silent movies ever made. The phenomenally talented Buster Keaton stars and co-directs this action-adventure-comedy that has a little bit of something for everyone, and is really a great introduction to people who may not be familiar with Keaton’s remarkable skills.

The General

Heathers

Year: 1989
Runtime: 1h 43m
Director: Michael Lehmann

Talk about a movie ahead of its time. Coming-of-age teen comedies were never quite as wonderfully cynical before this movie about four teenage girls whose lives are upended by the arrival of a new kid, played by Christian Slater. More than just seeking to destroy the damaging cliques at his new school, Slater’s character has plans for something a little more permanent in this comedy that really shaped the teen genre for years to come.

The Holdovers

Year: 2023
Runtime: 2h 13m
Director: Alexander Payne

Paul Giamatti and Da’Vine Joy Randolph were Oscar-nominated for this phenomenal comedy (and Randolph won!), which was exclusive to Peacock but has now escaped out to Prime Video. The ‘70s-set story of a boarding school over holiday break already feels like a comedy classic, a movie that people will be watching, especially around the end of the year, for generations to come.

The Holdovers

*Hundreds of Beavers

Year: 2024
Runtime: 1h 48m
Director: Mike Cheslik

One of the biggest indie films of the year is also one of the most inspired, a slapstick comedy with almost no dialogue, an ode to the silent classics of the 1920s and 1930s. Self-financed and self-distributed, this labor of love is an unforgettably original piece of filmmaking, unlike anything else you could watch on Prime Video, that’s for sure.

Hundreds of Beavers

I Love You Phillip Morris

Year: 2011
Runtime: 1h 38m
Director: Glenn Ficarra, John Requa

Comedies don’t get much darker than this 2009 film about a con artist named Steven Jay Russell, played expertly by Jim Carrey in his last truly interesting performance. While behind bars for one of his many cons, Steven falls in love with Phillip Morris, played by Ewan McGregor. This truly oddball film was nominated for Best Adapted Screenplay by the Writers Guild of America.

I Love You Phillip Morris

Lost in Translation

Year: 2003
Runtime: 1h 41m
Director: Sofia Coppola

Sofia Coppola exploded onto the filmmaking scene with her second film, this 2003 dramedy about a fading movie star who meets an American girl in Tokyo and both of their lives change. Bill Murray does career-best work in the film (and should have won an Oscar), and he’s matched by Scarlett Johnansson, but this really is Coppola’s film — a tender, brilliant character study with personal resonance.

Lost in Translation

*My Old Ass

Year: 2024
Runtime: 1h 28m
Director: Megan Park

If there’s any justice, this Sundance darling will make Maisy Stella a star. The delightfully charming actress plays Elliott, a woman at a turning point in her life, about to leave her family home and start out on her own. This naturally chaotic chapter is interrupted by a drug-induced visit from Elliott’s older self, played marvelously by Aubrey Plaza. This one will sneak up on you.

The Perks of Being a Wallflower

Year: 2012
Runtime: 1h 38m
Director: Stephen Chbosky

Stephen Chbosky adapted his own book into this tender and moving coming-of-age comedy starring Logan Lerman, Emma Watson, and Ezra Miller. It’s a remarkably smart film when it comes to teen issues that are rarely reflected accurately like depression and anxiety. And Chbosky directs his ensemble to beautiful, nuanced performances.

The Perks of Being a Wallflower

Silver Linings Playbook

Year: 2012
Runtime: 2h 2m
Director: David O. Russell

Sometimes a director finds a cast at just the right time and that’s exactly what happened when David O. Russell tapped Bradley Cooper, Jennifer Lawrence, Robert De Niro, and Jacki Weaver in this romantic dramedy. They’re all perfect, making Silver Linings Playbook one of the more likable and easy-to-watch movies you could possibly bring up on Amazon.

Silver Linings Playbook

Zoolander

Year: 2001
Runtime: 1h 25m
Director: Ben Stiller

It’s a little crazy that it’s been over two decades since Ben Stiller stepped into the expensive shoes of Derek Zoolander and came back with one of the more memorable comedies of the 2000s. Directed by Russell Bates, Zoolander really spins the manic energy that Stiller had on his show into something fresh and original. And it also features a great supporting turn from Will Ferrell as the ridiculous Jacobin Mugatu.

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The 20 Best Comedies on Amazon Prime Video