1101 Best Comedy Movies to Watch (Page 25)

Staff & contributors

Need a chuckle? We know comedy gold can be hard to come by, so we’ve scoured the depths of the streaming landscape to dig it out. From dark humor to laugh-out-loud misadventures, these are the best comedies to stream now.

In 1961, Francisco de Goya’s portrait of the Duke of Wellington was stolen from London’s National Gallery, but the theft was no slick heist pulled off by international art thieves. No, the improbable culprit was (the improbably named) Kempton Bunton, a retired bus driver and aspiring playwright who pinched the painting — which the gallery had recently acquired for £140,000 of UK taxpayers’ money — as a Robin Hood-esque “attempt to pick the pockets of those who love art more than charity.” The principled Bunton (played here by Jim Broadbent) was, at the time, waging a one-man campaign to convince the government to grant pensioners and veterans free TV licenses, and the Goya theft was his way of publicizing those efforts. It was an eccentric plan, but Broadbent leans fully into his status as a UK national treasure here, making oddball Bunton a deeply sympathetic and warm figure because of (not despite) those quirks. Thanks to his performance — and the note-perfect direction of the late, great Roger Michell — a quirky footnote of history becomes a sweet, unexpectedly moving story about solidarity and the power of the underdog.

Genre: Comedy, Drama, History

Actor: Aimee Kelly, Andrew Havill, Anna Maxwell Martin, Charlotte Spencer, Cliff Burnett, Craig Conway, Darren Charman, Dorian Lough, Fionn Whitehead, Heather Craney, Helen Mirren, Jack Bandeira, James Wilby, Jim Broadbent, John Heffernan, Joshua McGuire, Matthew Goode, Michael Hodgson, Richard McCabe, Sam Swainsbury, Sarah Beck Mather, Sian Clifford, Stephen Rashbrook, Val McLane, Will Graham

Director: Roger Michell

Rating: R

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Cheerfully outrageous yet heartwarmingly tender, the Adventures of Priscilla, Queen of the Desert was ahead of its time, daring to dive into drag and transexuality, when the rest of the world was still coming around to accepting homosexuality. On the bus which the title is named after, two drag queens and a trans woman have a road trip, that does have some difficult moments, when they drive through intolerant towns, but overall, becomes quite lovely, as the three forge a bond through drag, witty, sarcastic quips and sharing vulnerable moments. While all three leads are portrayed by cis men, and the role of Bob’s Filipino wife feels slightly stereotypical, overall, The Adventures of Priscilla is a grand ol’ time, a joyful film about finding family in a world where tolerance wasn’t a guarantee.

Genre: Comedy, Drama

Actor: Bill Hunter, Guy Pearce, Hugo Weaving, Kenneth Radley, Rebel Penfold-Russell, Sarah Chadwick, Terence Stamp

Director: Stephan Elliott

Rating: R

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Prepare to be captivated by the bittersweet tale of Strawberry and Chocolate, a 1994 Cuban film that immerses you in the complexities of friendship, love, and societal taboos. Set against the backdrop of Havana, the movie beautifully explores the relationship between an earnest university student and a sophisticated gay artist. With its poignant storytelling engrossing itself in the socio-political climate of Cuba, the film delves into themes of identity, acceptance, and the clash between tradition and individuality. Powerful and emotionally resonant, the vibrant Cuban culture is expertly woven into the narrative, transporting you to the heart of Havana's vibrant streets. 

Genre: Comedy, Drama

Actor: Francisco Gattorno, Jorge Perugorría, Mirta Ibarra, Vladimir Cruz

Director: Juan Carlos Tabío, Tomás Gutiérrez Alea

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Trying, that other Apple TV+ show that masterfully balances seriousness and silliness. Like them, Shrinking is warm and affecting, but it has one undeniable advantage: Harrison Ford. Ford plays Segel's boss, and if you aren't onboard yet, Shrinking is definitive proof that Harrison is actually, objectively hilarious.

Genre: Comedy

Actor: Christa Miller, Harrison Ford, Jason Segel, Jessica Williams, Luke Tennie, Lukita Maxwell, Michael Urie

Rating: TV-MA

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Raymond Carver’s short stories don’t just come to life in Robert Altman’s poignant adaptation of middle-class malaise: they intertwine seamlessly, so much so that it only takes a few minutes for the film’s setting to feel familiar, like you’ve been to this part of LA and seen these people in the peripheral your whole life. There are a total of twenty-two main characters in this movie; it shouldn’t have worked. A lesser director will make it feel clunky, forced, and uneven, with actors out-mugging each other for screen time. But leave it to Altman to make the characters’ struggles feel equally weighty and compelling. It helps, too, that the cast is comprised of a who’s who of top-notch performers (character actors then, a-list stars now) that include Robert Downey Jr., Jennifer Jason Leigh, Julianne Moore, Jack Lemmon, Andie MacDowell, Tim Robbins, and Frances McDormand. They play everyday people plopped into moral and ethical dilemmas that range from relatable to absurd to downright dark. You never know what you’re gonna get in the next scene, but you’re sure to see someone from another slice of life.

Genre: Comedy, Drama

Actor: Alex Trebek, Andi Chapman, Andie MacDowell, Anne Archer, Annie Ross, Bruce Davison, Buck Henry, Charles Rocket, Chris Penn, Danny Darst, Darnell Williams, Derek Webster, Dirk Blocker, Frances McDormand, Fred Ward, Huey Lewis, Jack Lemmon, Jarrett Lennon, Jennifer Jason Leigh, Julianne Moore, Lili Taylor, Lily Tomlin, Lori Singer, Lyle Lovett, Madeleine Stowe, Matthew Modine, Michael Beach, Peter Gallagher, Robert DoQui, Robert Downey Jr., Susie Cusack, Tim Robbins, Tom Waits, Zane Cassidy

Director: Robert Altman

Rating: R

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This forgotten gem is the perfect family movie. It stars Michael Caine and Robert Duvall as the two eccentric uncles of Walter, a shy city kid (played by Haley Joel Osment). When Walter moves in with his uncles in rural Texas, he first has a hard time adjusting to his new surroundings. However his routine is changed after he starts hearing local gossip about his uncles, and reminiscence spurs in all three an incredible eagerness for adventure. Secondhand Lions has gathered impressive cult following in the past few years, and rightfully so. Its fast-paced, entertaining yet substantial storyline shines a light on the amazing performances by the cast, and offers a surprising mix of funny, heartwarming and sad. Look out for the flashback scenes.

Genre: Comedy, Drama, Family

Actor: Adam Ozturk, Adrian Pasdar, Billy Joe Shaver, Brian Decaro, Brian Stanton, Christian Kane, Dameon Clarke, Deirdre O'Connell, Deirdre OConnell, Emmanuelle Vaugier, Eric Balfour, Eugene Osment, Haley Joel Osment, Jason Douglas, Jennifer Stone, Jo Harvey Allen, Joe Stevens, Josh Lucas, Kanin Howell, Kevin Haberer, Kyra Sedgwick, Marc Musso, Michael Caine, Michael O'Neill, Mitchel Musso, Morgana Shaw, Nick Price, Nicky Katt, Rick Dial, Robert Duvall, Rory Thost, Travis Willingham

Director: Tim McCanlies

Rating: PG

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The '80s saw an influx of coming-of-age dramas, with John Hughes’ “Brat Pack” films reigning supreme. For better or worse, their most iconic scenes are embedded in pop culture, like students dancing in detention in The Breakfast Club or Sixteen Candles’ belated birthday cake. Perhaps the most iconic '80s movie moment comes not from Hughes, but from Cameron Crowe’s Say Anything…: Lloyd Dobler (John Cusak) in a trenchcoat, blue Malibu parked behind him, boombox raised over his head in defiant loyalty.

On their last day of high school, Lloyd Dobler resolves to ask out the class valedictorian Diane Court (Ione Skye). Their summer-long relationship is awkward, intense, tender—and familiar to anyone who has ever opened themselves up to falling in love. Say Anything… emotionally outclasses its contemporaries, as Crowe’s writing lends itself to two authentic characters fleshed out beyond caricatures. And as Lloyd crushes hard on Diane, it’s hard not to feel like you’re falling in love with each of them, too.

Genre: Comedy, Drama, Romance

Actor: Amy Brooks, Bebe Neuwirth, Bill Stevenson, Chynna Phillips, Dan Castellaneta, Don Wilson, Eric Stoltz, Glenn Walker Harris Jr., Gloria Cromwell, Gregory Sporleder, Ione Skye, Jason Gould, Jeremy Piven, Jerry Ziesmer, Jim Ladd, Joan Cusack, Joanna Frank, John Cusack, John Hillner, John Mahoney, Johnny Green, Jonathan Chapin, Judy Prescott, Kim Walker, Lili Taylor, Lisanne Falk, Lois Chiles, Loren Dean, Montrose Hagins, Pamela Adlon, Patrick O'Neill, Philip Baker Hall, Polly Platt, Richard Portnow, Stephen Shortridge, Stone Gossard

Director: Cameron Crowe

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A quirky little movie about a reporter trying to get a story about a man who posted an ad looking for someone to travel in time with. The movie's main strength is the fantastic casting of talents that usually live in the series world (Jake M. Johnson from New Girl, Aubery Plaza from Parcs and Recreation, Mark Duplass), and although it might seem a little bit slow at the beginning, it is worth every second spent watching it.

Genre: Comedy, Drama, Romance, Science Fiction

Actor: Aubrey Plaza, Basil Harris, Colin Trevorrow, Eli Borozan, Jake Johnson, Jeff Garlin, Jenica Bergere, Karan Soni, Kristen Bell, Lauren Carlos, Lynn Shelton, Mark Duplass, Mary Lynn Rajskub, Tony Doupe, William Hall Jr.

Director: Colin Trevorrow

Rating: R

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Being an awkward comic is a very difficult trick to pull off; even self-deprecating humor and long, quiet beats in between jokes can't just be used over and over. But while Ralph Barbosa's incredibly chilled-out personality might not be for people who like their comedians loud and animated, his matter-of-fact punchlines and willingness to make himself sound like a bit of a wimp work like a charm. Cowabunga doesn't touch on any hot-button topics, but it doesn't have to. Throughout this hour-long special, Barbosa gives us a strong, frequently very funny view from the point of view of a guy who doesn't want any trouble, but feels no pressure just being himself—a relatable dude if ever there was one.

Genre: Comedy

Actor: Ralph Barbosa

Director: Eric Adams

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Light-hearted and compassionate, Raining Stones is one of Ken Loach’s lesser-known films. It’s also one of his funniest, telling the story of an unemployed chancer trying to raise enough money to buy his daughter her first Communion dress. Desperate for the cash, he falls foul of ruthless loan sharks.

As ever, Ken Loach is keenly attuned to the concerns of the working class, as he finds humour even in the most depressing of circumstances. The dialogue is natural, funny, and yes, profane. He also gets excellent performances from the non-professional actors in the cast, with club comedian Bruce Jones superb in the lead.

Genre: Comedy, Crime, Drama

Actor: Anna Jaskolka, Anne Martin, Bruce Jones, Gemma Phoenix, George Moss, Jack Marsden, Jimmy Coleman, Julie Brown, Karen Henthorn, Lee Brennan, Little Tony, Mike Fallon, Ricky Tomlinson, Ronnie Ravey, Stephen Lord, Susan Cookson, Tom Hickey, Tony Audenshaw, William Ash

Director: Ken Loach

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