The 14 Best, Funniest Comedies on Amazon Prime Video Right Now

·6 min read
Sandra Bullock and Channing Tatum star in 'The Lost City.'
Sandra Bullock and Channing Tatum star in 'The Lost City.'

We all love to laugh, and there's no doubt it's some of the best medicine. Fortunately for everyone with an Amazon Prime membership, Prime Video is streaming a virtual library of hilarious comedy classics. We've rounded up the best, with a selection of funny favorites, old and new. Here are our recommendations!

This list is updated regularly, as titles come and go from Prime.

These are the best, funniest comedies on Amazon Prime Video.

Best comedies on Amazon Prime Video

1. Office Space (1999)

If you can believe it, Mike Judge‘s workplace comedy, about software company employees who hate their jobs, was a box-office disappointment when it came out. Thanks in part to a TV rediscovery on Comedy Central, Office Space has since become an oft-referenced and much-memed cult classic. Jennifer Aniston is completely hilarious here. She shows a lot of flair.

Theatrical poster for 'The Big Sick'
Theatrical poster for 'The Big Sick'

2. The Big Sick (2017)

An incredible real-life story of illness, family and cultures colliding inspired Kumail Nanjiani and Emily V. Gordon to write this acclaimed, often laugh-out-loud romantic comedy with surprising dramatic heft. The Big Sick was nominated for an Academy Award for its original screenplay. The supporting cast includes Holly HunterRay Romano and Zoe Kazan.

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3. Legally Blonde (2001)

If Freeway made her a star, Legally Blonde cemented Reese Witherspoon in the A-List. It’s quite a thing for a performer who’s only been in the game for a matter of years to headline a $144-million smash that seemingly came out of nowhere, and delights millions as a fan-favorite to this day. In Robert Luketic‘s uproariously funny and entertaining comedy—which isn’t as fluffy as it might have been, thanks to Witherspoon’s deathly serious conviction just beneath the chipper exterior—Elle Woods goes after a boy who underestimates her, and discovers herself along the way. If you can’t fall under the spell of this heartwarmer, check for a pulse.

4. The Devil Wears Prada (2006)

Meryl Streep gives one of her most iconic performances, perhaps her funniest in a pointed workplace comedy based on the book of the same name, about an ice queen fashion editor and her terrified underlings. Anne Hathaway, Emily Blunt and Stanley Tucci co-star. The "blue sweater scene" is one of the those scenes that's destined for Streep's lifetime achievement reels. She was Oscar-nominated here.

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Borat Subsequent Moviefilm<br> Courtesy of Amazon Studios
Borat Subsequent Moviefilm
Courtesy of Amazon Studios

5. Borat Subsequent Moviefilm (2020)

A shockingly worthy—and just straight-up shocking—sequel to one of the best comedies of the century, Sacha Baron Cohen‘s second mockumentary sees the famous and very nice Kazakhstani journalist grapple with 14 years of American change. The tradeoff here is that this moviefilm is more contrived than its predecessor (though major props to Cohen for making this work after becoming internationally famous) but the enterprise works better narratively; there’s an arc. A downright touching bond develops between Borat and his daughter. She’s played brilliantly by Maria Bakalova, really and truly an overnight sensation.

6. Heathers (1988) 

Winona Ryder and Christian Slater star in one of the great cult classics of the 1980s, a brilliant and merciless dark comedy about a twisted romance, and an uprising against an oppressive high school clique. One of the best teen movies ever made; there's a case to be made that it's the G.O.A.T. It's gut-bustingly funny—and it's got lots of heart.

7. The Lost City (2022)

Sandra Bullock and Channing Tatum are as delightful together as you'd expect in Aaron and Adam Nee's adventure comedy romance, about a reclusive romance novelist who's kidnapped by an outlandish billionaire. Tatum plays the handsome cover model who sets out to rescue her. Bolstered by a scene-stealing Daniel Radcliffe, The Lost City is a lighthearted but tremendously fun romp on a level that only top-tier talent can deliver.

8. Bad Grandpa (2013) 

AKA Jackass Presents: Bad Grandpa sees Johnny Knoxville take his guerilla style of comedy to another level, as an 86-year-old man on a cross-country road trip with his young grandson. They encounter strippers, fake poo, and seemingly infinite crotch gags.

Bad Grandpa became the first Jackass film to be nominated for an Academy Award, for Best Makeup and Hairstyling.

Cooper Hoffman and Alana Haim star in 'Licorice Pizza.'
Cooper Hoffman and Alana Haim star in 'Licorice Pizza.'

9. Licorice Pizza (2021)

Some debatably queasy elements aside, Paul Thomas Anderson's romantic bildungsroman is euphoric, an instant classic. Alana Haim and Cooper Hoffman give star-making turns—and Bradley Cooper nearly walks away with the whole enterprise. Licorice Pizza is nostalgic but thoroughly fresh, a movie to get lost in.

10. Breakfast at Tiffany's (1961)

Iconic and enchanting if shy of great, Breakfast at Tiffany’s hasn’t aged as well as Audrey Hepburn’s breakthrough Roman Holiday—but it’s a cultural touchstone all the same. Aside from a racially-insensitive subplot that’s aged like milk, the other major issue with the big-screen adaptation of Truman Capote‘s book is that the charms of Hepburn and Patricia Neal upstage star George Peppard throughout. Still, there’s no denying the transporting power of the opening scene, or Hepburn singing “Moon River” on a New York fire escape.

Leonardo DiCaprio as Jordan Belfort in <em>The Wolf of Wall Street</em>
Leonardo DiCaprio as Jordan Belfort in The Wolf of Wall Street

11. The Wolf of Wall Street (2013)

Leonardo DiCaprio delivers the best performance of his career in Martin Scorsese's indulgent, breathless, masterful satirical biopic about former stockbroker and convicted felon Jordan Belfort. In a scene-stealing supporting role, this was Margot Robbie's big breakthrough. Now, she's arguably the most sought-after film star on the planet.

12. Galaxy Quest (1999)

Tim Allen gives an arguably career-best, rather breathtaking performance as a narcissistic television star who unwittingly becomes involved in real intergalactic warfare. Co-starring Sigourney Weaver, Alan Rickman, Tony Shalhoub and Sam Rockwell, Galaxy Quest is a pure delight from start to finish. The special effects from ILM still look great.

13. Election (1999)

How many performers can make you guffaw, consistently—while also kind of scaring the hell out of you? Reese Witherspoon received rapturous praise for her portrayal of overachieving, cutthroat aspiring high-school student body president Tracy Flick, in Alexander Payne's delicious black comedy based on the book by Tom Perrotta. Shockingly, Election lost money at the box office. Critics loved it, and Witherspoon received her first Golden Globe nod for Best Actress.

Dylan O'Brien and 'Boy' in 'Love and Monsters'
Dylan O'Brien and 'Boy' in 'Love and Monsters'

14. Love and Monsters (2020)

Dylan O’Brien proves yet again that he can carry a studio action picture with grace and wit in Michael Matthews‘ sci-fi romance about a survivor who leaves his bunker in search of his lady love after Earth is ravaged by the Monsterpocalypse. Were there films that aimed much higher than Love and Monsters does in 2020? Absolutely. Still, there’s an indefatigable charm—and even a splash of melancholy—that linger after the credits roll. Love and Monsters deserves award recognition for its seamless visual effects, and the lovingly constructed film delivers so fully on its modest ambitions that it leaves a bigger-than-expected mark.

Next, check out the best LGBT romantic movies of all time.