909 Best Comedy Movies to Watch (Page 19)

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.

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271. The Outlaws, 2022

The Outlaws is an enjoyable BBC miniseries that centers on the lives and misadventures of seven lawbreakers sentenced to 120 hours of community service. The felons can’t be more different from each other, but as they gather every day to serve, they slowly bond in the process. It’s a bit like The Breakfast Club and The Good Place in that sense, although subplots of crime and heist make it a dash more thrilling.

The characters may appear as caricatures at first ("Everyone's a type," as one of them puts it), but don't be fooled: they're all nicely fleshed out with every episode, and each back story adds a new depth to the series. Stephen Merchant (co-creator of The Office UK) stars in, writes, and directs the series.

Genre: Comedy, Crime, Drama

Actor: Charles Babalola, Christopher Walken, Clare Perkins, Darren Boyd, Eleanor Tomlinson, Gamba Cole, Jessica Gunning, Rhianne Barreto, Stephen Merchant

Rating: TV-MA

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272. The Guard, 2011

The Guard played by Brendan Gleeson is a new character in cinema that appeals to the funny bone inside all of us. A character like this can make any movie lovable. It also features Don Cheadle playing an FBI agent who is in town to solve a crime under Gleeson's jurisdiction. An overall great movie with great writing. Please note, for those who have a hard time understanding different accents, subtitles are advised.

Genre: Action, Comedy, Crime, Mystery, Thriller

Actor: Brendan Gleeson, Conor Moloney, Darren Healy, David Pearse, David Wilmot, Dominique McElligott, Don Cheadle, Fionnula Flanagan, Gary Lydon, John Patrick Beirne, Katarina Čas, Laura Hitchings, Laurence Kinlan, Liam Cunningham, Liam O'Conghaile, Mark O'Halloran, Mark Strong, Mícheál Óg Lane, Owen Sharpe, Paraic Nialand, Pat Shortt, Ronan Collins, Rory Keenan, Sarah Greene, Wale Ojo

Director: John Michael McDonagh

Rating: R

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273. The Great Buster: A Celebration, 2018

In his last film, American Serb film historian Peter Bogdanovich celebrates silver screen legend Buster Keaton. The subject alone is compelling to watch. It would be easy to pull clips from Keaton’s works, dig through the headlines, pull in some celebrity interviews, and call it a day. However, in Bogdanovich’s hands, this documentary handles Keaton with respect. Instead of focusing on the scandals, Bogdanovich focuses on Keaton’s brilliant work. Instead of reciting facts, Bogdanovich highlights how his bits influenced film today. Excellent editing - cuts, structure, and scoring - helps us glide through Keaton’s work. The film truly understands Keaton’s life and exactly why he’s brilliant. Comprehensive yet very focused, this documentary honestly feels better than film school.

Genre: Comedy, Documentary, Drama

Actor: Ben Mankiewicz, Bill Hader, Bill Irwin, Buster Keaton, Carl Reiner, Cybill Shepherd, Dick Van Dyke, Eleanor Keaton, French Stewart, James Karen, Johnny Knoxville, Jon Watts, Leonard Maltin, Mel Brooks, Nick Kroll, Norman Lloyd, Orson Welles, Paul Dooley, Peter Bogdanovich, Quentin Tarantino, Richard Lewis, Tom Holland, Werner Herzog

Director: Peter Bogdanovich

Rating: Not Rated

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274. The Grand Seduction, 2013

The Grand Seduction, a remake of 2003 French-Canadian film La Grande Séduction (2003), is a lighthearted comedy about the residents of the small fishing village of Tickle Head, Newfoudland attempting to convince a young doctor to become its long-term caregiver in order to secure a contract for a new petrochemical facility. Desperate to guide the town out of its impoverished conditions and lack of employment opportunities, the citizens band together to pull ever bit out of deceit and chicanery out of their hats (in often laugh-out-loud fashion) in order to sway the young doctor Paul (Taylor Kitsch) into believing that Tickle Head is where he belongs. It’s a lighthearted and funny story, despite undeniably familiar shades of The Shipping News, Doc Hollywood and Funny Farm. Brendan Gleeson is particularly good as the new mayor of town and Paul’s head “seducer”. He gives the film that extra bit of humanity and wry humor that lifts it above the familiar plot points and into “notable recommendation” territory.Genre: Comedy
Actor: Brendan Gleeson, Cathy Jones, Gordon Pinsent, Janelle Hickey, Kevin Lewis, Lawrence Barry, Liane Balaban, Margaret Killingbeck, Mark Critch, Mary Walsh, Matt Watts, Michael Therriault, Natalia Hennelly, Percy Hynes White, Pete Soucy, Peter Keleghan, Sean Panting, Steve O'Connell, Taylor Kitsch
Director: Don McKellar
Rating: PG-13

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275. The Change, 2023

Initially, The Change’s premise might seem as eccentric as its kooky characters, but this comedy series set in ancient woods makes a compelling case for itself over six short episodes. When Linda (writer Bridget Christie) is diagnosed as menopausal, it triggers a flash of clarity: she’s tired of being reduced to “wife” and “mother.” Depressed by all her ledgers recording every second she’s spent doing unappreciated housework, Linda decides to reclaim a few thousand minutes, and takes off on her motorbike to the Forest of Dean to look for the time capsule of cherished belongings she hid there as a child following her mother’s death.

Because this motivation is only explained later, the show has a somewhat perplexing beginning, but a couple of episodes in, it finds its footing. The Change makes sharp punchlines out of boorish man-children — and, although it has varying success getting laughs out of its more bigoted characters, it does decenter them and dole out acceptance to the overlooked, making it refreshingly divergent from “topical” comedies’ usual flippancy. The spiritual link it draws between its apparently unrelated focuses — menopause and the natural environment — adds to its originality and empathy, making this a comedy of untypical thoughtfulness.

Genre: Comedy, Drama

Actor: Bridget Christie, Monica Dolan

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276. Teenage Bounty Hunters, 2020

With the deluge of hyper-stylized teen shows everywhere (but especially on Netflix), Teenage Bounty Hunters comes as a refreshing and welcome surprise. Sisters Blair and Sterling, played by Anjelica Bette Fellini and Maddie Phillips respectively, strike the perfect balance between spiky and endearing, creating a chemistry that’s rare to see among TV siblings. There’s friction but also love all around.

Their interactions alone make the series thoroughly enjoyable, but their coming-of-age hijinks and comedic timing, especially around their reluctant mentor Bowser (Kadeem Hardison), make it an absolute must-watch. If you enjoyed Booksmart but wished it was more action-packed, you'll surely love this show.

Genre: Action & Adventure, Comedy, Drama

Actor: Anjelica Bette Fellini, Charity Cervantes, Devon Hales, Eric Graise, Kadeem Hardison, Mackenzie Astin, Maddie Phillips, Method Man, Myles Evans, Shirley Rumierk, Spencer House, Virginia Williams, Wynn Everett

Rating: TV-MA

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277. Swarm, 2023

Created by Janine Nabers and Donald Glover (Atlanta), Swarm is a dark and bloody deep dive into fan culture. It follows Dre (Dominique Fishback), a young woman whose obsession with a Beyoncé stand-in takes a dark turn after the unexpected death of a loved one.

Artful, daring, and legitimately scary, Swarm is one of the bolder shows to come to streaming in a while. It doesn’t hold back, not with the commentary nor with the blood, which can be too much for some viewers, but if you were thrilled by films like Misery and The King of Comedy, then this mind-blowing take on celebrity mania will certainly have you hooked.

Genre: Comedy, Crime, Drama, Horror

Actor: Dominique Fishback

Rating: TV-MA

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278. Slacker, 1991

The walk-and-talk roots of the Before Trilogy are traceable to this low-budget cult movie from writer-director Richard Linklater, which came five years before our first introduction to Celine and Jesse. Rather than follow a single, winding conversation, though, Slacker hops from character to character every few minutes, and we never meet them again. In fact, we rarely even learn their names, which makes the credits a particular pleasure to watch as it identifies cast members with wry monikers like “Dostoyevsky wannabe,” “Ultimate loser,” and “Scooby Doo philosopher.”

Shot in Linklater’s adopted hometown of Austin, Texas, the movie captures the city’s uniquely alternative vibe — or, as one character succinctly puts it, “This town has always had its share of crazies.” Conversations range from the spaced-out to the flat-out paranoid, a fair amount of the movie’s ragtag band being partial to conspiracy theories, from the well-worn (JFK's death) or the more bizarre (the real meaning behind The Smurfs). With its freewheeling approach to narrative, Slacker shares the lovable weirdness of its characters, as attested to by its enduring status as a cult classic.

Genre: Comedy, Drama

Actor: Athina Rachel Tsangari, Bob Boyd, Charles Gunning, Clark Walker, D. Montgomery, Deborah Pastor, Kim Krizan, Mark James, Richard Linklater, Robert Jacks, Tommy Pallotta

Director: Richard Linklater

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279. Sherman’s Showcase, 2020

Reminding us that there's so much more to American sketch comedy than Saturday Night Live, Sherman's Showcase transports us into a bizarre variety show run by an egomaniacal host, where all the laws of space and time seem to be broken. It's all ultimately very silly, but the jokes that this mock-variety series pulls out of nowhere are so funny because of how unexpected they are—lampooning every niche of the entertainment industry with pure confidence in every line. But even if you don't get the humor here, Sherman's Showcase remains a delight to watch just because of the imagination poured into the performances. There are dancers aplenty and novelty songs done in countless styles that stand strong on their own as great music.

Genre: Comedy, Music

Actor: Bashir Salahuddin

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280. Rushmore, 1998

If it weren’t for his knack for writing, Max Fischer (Jason Schwartzman) would never have gotten into a prep school like Rushmore. But his art secures him a scholarship, and what he lacks in smarts and money, he makes up for in school pride. As he flunks more and more of his academics, however, he is eventually kicked out, and it’s outside the halls of his beloved Rushmore, stripped of all titles and insignia, where he learns to be his true self.

As the film’s comedic and emotional core, Schwartzman is a revelation as the ambitious and sharp-tongued Max. Equally captivating is Bill Murray’s deadpan but lovable turn as Max’s millionaire friend, Herman Blume. It’s a role so fitting, in fact, that the poor-rich-man character will follow Murray well into his career, long after the curtains close on Mr. Blume. Meanwhile, Wes Anderson will go on to do more colorful and stylized pictures than Rushmore, but thanks to its unbeatable wit and down-to-earth charm, the film remains to be one of the auteur’s most delightful and hilarious works to date.

Genre: Comedy, Drama

Actor: Alexis Bledel, Andrew Wilson, Antoni Scarano, Bill Murray, Brandon Trost, Brian Cox, Brian Tenenbaum, Connie Nielsen, Dipak Pallana, Ed Geldart, Eric Chase Anderson, George Farish, Jason Schwartzman, Jason Trost, Kim Terry, Kumar Pallana, Lucille Sadikin, Luke Wilson, Marietta Marich, Mason Gamble, Morgan Redmond, Olivia Williams, Paul Schiff, Sara Tanaka, Seymour Cassel, Stephen Dignan, Stephen McCole, Wallace Wolodarsky

Director: Wes Anderson

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281. Porco Rosso, 1992

As impressive as Studio Ghibli’s collection of films are, I am still stubborn to believe that Porco Rosso is its most underrated film. Porco Rosso, directed by Hayao Miyazaki, is the story of a World War military aviator-turned-bounty hunter who has mysteriously been transformed into a pig.

Bright with humor, heart, and flight (Miyazaki is largely influenced and inspired by the art of aviation), Porco Rosso manages to also acknowledge and reckon with the horrors of war. It also boasts one of, if not the greatest, line in any Ghibli film: I’d rather be a pig than a fascist.

Genre: Adventure, Animation, Comedy, Drama, Family

Actor: Akemi Okamura, Akio Otsuka, Bunshi Katsura, Bunshi Katsura Vi, Hiroko Seki, Mahito Tsujimura, Minoru Yada, Osamu Saka, Reizō Nomoto, Sanshi Katsura, Shûichirô Moriyama, Tokiko Kato, Tsunehiko Kamijo, Yoko Soumi, Yu Shimaka

Director: Hayao Miyazaki

Rating: PG

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282. People, Places, Things, 2015

«When comedians get a bit older they do a movie with “emotions” in it. Here’s mine.» Flight of the Conchords’ Jemaine Clement on Twitter. People Places Things is exactly that, a funny yet heartfelt comedy. Will Henry, A New York City graphic novelist walks in on his girlfriend cheating on him at their kids’ birthday party. A year later, Will is struggling to define his new life as a single parent while still getting over his breakup. Smart, honest, and led by Jemaine Clement, this film will strike you in its simplicity but will hold you with its charm. Genre: Comedy, Drama, Romance
Actor: Aundrea Gadsby, Celia Au, Derrick Arthur, Dionne Audain, Gavin Haag, Gia Gadsby, Jemaine Clement, Jessica Williams, Matthew Maher, Michael Chernus, Nancy Eng, Paul Castro Jr., Regina Hall, Samantha Posey, Stephanie Allynne
Director: Jim Strouse
Rating: R

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283. Palm Springs, 2020

Andy Samberg, Cristin Milioti (Modern Love, Black Mirror), and J.K. Simmons star in this easy but original rom-com that takes place in a wedding time loop. Nyles (Samberg) finds himself living the same day over and over again, so he gives in to the monotony and the fact that there is no way to escape it.

When he is about to hook up with one of the guests, Sarah (Milioti), he is attacked by a mysterious character. The routine of his time-loop is broken.

Palm Springs is often surreal and philosophical, which are not adjectives usually used to describe rom-coms. It offers just enough twists to be original without jeopardizing the things that make it a good rom-com.

Genre: Comedy, Fantasy, Mystery, Romance, Science Fiction

Actor: Andy Samberg, Brian Duffy, Camila Mendes, Chris Pang, Conner O'Malley, Cristin Milioti, Dale Dickey, David Hutchison, Erin Flannery, J.K. Simmons, Jacqueline Obradors, Jena Friedman, June Squibb, Lilli Birdsell, Mark Kubr, Martin Kildare, Meredith Hagner, Michelle Johnston, Peter Gallagher, Rocky Bonifield, Tongayi Chirisa, Tyler Hoechlin

Director: Max Barbakow

Rating: R

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284. One Day at a Time, 2020

A Cuban-American revival of the Norman Lear series from the '70s and '80s, this relatively short-lived version of One Day at a Time was once the sweetest show on TV, especially in a landscape populated by prestige dramas and gritty genre fare. In its empathetic approach towards a wide range of subject matter—racism, mental illness, gender identity, unconventional family structures—the series places a premium on communication and acceptance. Which isn't to say that the show doesn't have its fair share of amusing misunderstandings and conflicts, mostly between independent single mom Penélope (Justina Machado) and the flamboyant abuela Lydia (Rita Moreno). But perhaps most impressive about One Day at a Time is how it breathes new life into the three-wall sitcom format with a live studio audience—enhancing the show's most emotional moments either through the live viewers' bated breath or their eruption of applause.

Genre: Comedy, Drama, Family

Actor: Isabella Gomez, Justina Machado, Marcel Ruiz, Rita Moreno, Stephen Tobolowsky, Todd Grinnell

Rating: TV-PG

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285. Night on Earth, 1991

An absolute delight of a gem starring a young Winona Ryder as well as an amazing cast. Arguably Jim Jarmusch's best film, it tells the story of 5 different places at night from the perspective of cab drivers and their passengers: Los Angeles, New York, Paris, Rome, and Helsinki. It's really hard to pick a favorite among the stories, from a messy tomboy having to deal with a busy businesswoman, to a blind woman in Paris making a frustrated driver from Ivory Coast go insane. But look out for Helmut and Yo-Yo, from the New York story. I've rarely seen anything in film as fun as their story.

Genre: Comedy, Drama

Actor: Armin Mueller-Stahl, Béatrice Dalle, Eija Vilpas, Emile Abossolo M'bo, Gena Rowlands, Giancarlo Esposito, Gianni Schettini, Isaach De Bankolé, Jaakko Talaskivi, Kari Väänänen, Klaus Heydemann, Lisanne Falk, Matti Pellonpää, Paolo Bonacelli, Pascal N'Zonzi, Richard Boes, Roberto Benigni, Romolo Di Biasi, Rosie Perez, Sakari Kuosmanen, Stéphane Boucher, Tomi Salmela, Winona Ryder

Director: Jim Jarmusch

Rating: R

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