54 Best Dark Comedies Movies to Watch On Itunes (Page 2)

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This is a hilarious political comedy starring the ever-great Steve Buscemi. Set in the last days before Stalin's death and the chaos that followed, it portrays the lack of trust and the random assassinations that characterized the Stalinist Soviet Union. Think of it as Veep meets Sacha Baron Cohen's The Dictator. Although to be fair, its dark comedy props are very different from the comedy that comes out today: where there are jokes they're really smart, but what's actually funny is the atmosphere and absurd situations that end up developing.

Genre: Comedy, Drama, History

Actor: Adam Ewan, Adam Shaw, Adrian McLoughlin, Alla Binieieva, Andrea Riseborough, Andrey Korzhenevskiy, Andy Gathergood, Cara Horgan, Dan Mersh, Daniel Booroff, Daniel Chapple, Daniel Fearn, Daniel Smith, Daniel Tatarsky, Daniel Tuite, Dave Wong, David Crow, Dermot Crowley, Diana Quick, Elaine Caxton, Ellen Evans, Emilio Iannucci, Eva Sayer, Ewan Bailey, George Potts, Gerald Lepkowski, Henry Helm, James Barriscale, Jason Isaacs, Jeffrey Tambor, Jeremy Limb, Jonathan Aris, Jonny Phillips, June Watson, Justin Edwards, Karl Johnson, Leeroy Murray, Luke D'Silva, Michael Ballard, Michael Palin, Nicholas Sidi, Nicholas Woodeson, Oleg Drach, Olga Kurylenko, Paddy Considine, Paul Chahidi, Paul Ready, Paul Whitehouse, Phil Deguara, Richard Brake, Ricky Gabriellini, Roger Ashton-Griffiths, Rupert Friend, Sebastian Anton, Sheng-Chien Tsai, Simon Russell Beale, Steve Buscemi, Sylvestra Le Touzel, Tim Steed, Tom Brooke, Yulya Muhrygina

Director: Armando Iannucci

Rating: R

Remarkably for a movie about women being shunned and exploited by those more powerful than them, I Am Not A Witch is often wryly funny. That’s because this satire about Zambia’s labor camps for "witches" is told with a matter-of-fact-ness that brings out both the heartbreak and absurdity of the film’s events. The bitter gravity of the predicament nine-year-old Shula (Maggie Mulubwa) finds herself in — she’s been accused of witchcraft on the back of some very flimsy evidence — is never glossed over, but neither is its farcicality. Appropriately for its subject, there are also touches of magical realism here, notes that elevate the film into something even more complex than a wry commentary on this morbidly fascinating form of misogyny. This hybrid tonal approach is executed with the kind of fluidity filmmakers might hope to one day master late on in their career — which makes the fact that this is director Rungano Nyoni’s debut all the more extraordinary.

Genre: Drama

Actor: Dyna Mufuni, Gloria Huwiler, Henry B.J. Phiri, Maggie Mulubwa, Nancy Murilo, Nellie Munamonga, Ritah Mubanga, Travers Merrill

Director: Rungano Nyoni

A film written by screenwriter Charlie Kaufman, about screenwriter Charlie Kaufman as he struggles to adapt a book about poaching a rare plant into a successful movie. Through Kaufman's clever writing and Spike Jones' unique style of directing, the film unfolds using "mise en abîme" as the viewer sees the lessons the writer in film comes across to improve his script more or less subtly influence the events he encounters as the narrative advances. Nicolas Cage's performance is also particularly good as a highly intelligent and self-obsessed screen writer with low self-esteem.

Genre: Comedy, Crime, Drama

Actor: Bob Stephenson, Bob Yerkes, Brian Cox, Cara Seymour, Caron Colvett, Catherine Keener, Chris Cooper, Curt Clendenin, Curtis Hanson, David O. Russell, Donald Dowd, Doug Jones, Gary Farmer, Gregory Itzin, Jay Tavare, Jim Beaver, John Cusack, John Malkovich, Judy Greer, Larry Krask, Lisa Love, Litefoot, Maggie Gyllenhaal, Meryl Streep, Nancy Lenehan, Nicolas Cage, Peter Jason, Roger E. Fanter, Roger Willie, Ron Livingston, Sandra Lee Gimpel, Stephen Tobolowsky, Tilda Swinton

Director: Spike Jonze

Rating: R

Break-ups aren’t the easiest thing to overcome, but how we deal with them usually doesn’t get as ludicrous as the events Pepa goes through in Women on the Verge of a Nervous Breakdown. The film makes said nervous breakdown chaotic– it includes spiked gazpacho, a frantic call to the police, and being held at gunpoint– but as Pepa and the women around her try to put off each fire, at least one of them literally, writer-director Pedro Almodóvar ensures sympathy for them, with Pepa's snappy dialogue cutting through the lies of a smooth-talking womanizer refusing to face them. And it’s all paired with a suitably dramatic score, meticulous staging, and exaggerated, colorful frames mostly occurring in the wreck of a fabulously styled penthouse.

Genre: Comedy, Drama

Actor: Agustín Almodóvar, Ana Leza, Ángel de Andrés López, Antonio Banderas, Carmen Maura, Chus Lampreave, Eduardo Calvo, Fernando Guillen, Francisca Caballero, Gabriel Latorre, Guillermo Montesinos, Imanol Uribe, Joaquín Climent, José Antonio Navarro, José Marco, Juan Lombardero, Julieta Serrano, Kiti Manver, Loles León, Lupe Barrado, María Barranco, Rossy de Palma, Yayo Calvo

Director: Pedro Almodóvar

Rating: R

A unique movie about a near-future society obsessed with couples; viewing couples as the norm, as opposed to single people who are viewed as unproductive and undesirable. In that way, the film shows David (Colin Farrell), a newly single person who is transferred to the Hotel, a place where single people have just 45 days to find a suitable mate, and if they fail, they would be transformed into animals of their choice. While the film’s original premise may not be everyone’s cup of tea, The Lobster will prove a goldmine for people who are into a Kafkaesque, absurdist mentality, or anyone looking for an idea-driven experience.

Genre: Comedy, Drama, Romance

Actor: Aggeliki Papoulia, Angeliki Papoulia, Anthony Dougall, Ariane Labed, Ashley Jensen, Ben Whishaw, Colin Farrell, Degnan Geraghty, Emma O'Shea, Ewen MacIntosh, Garry Mountaine, Jacqueline Abrahams, Jessica Barden, John C. Reilly, Laoise Murphy, Léa Seydoux, Michael Smiley, Nancy Onu, Olivia Colman, Rachel Weisz, Roger Ashton-Griffiths, Rosanna Hoult, Sean Duggan

Director: Giorgos Lanthimos, Yorgos Lanthimos

Rating: R

It wouldn't be too far of a reach to evoke Kids (1995) while diving into Mid90s. But instead of taking on the HIV crisis, Mid90s is a much more tender, poignant reflection on coming of age in 90's skate culture. Jonah Hill, writer and director, examines the complexities of trying to fit in and the difficult choices one has to embrace individualism. From an opening of physical abuse to scenes of drug usage and traumatic experiences, Mid90s is a meditation not only on culture, but also a subtle examination of what it means to be human, to reach emotional and physical limitations, and to seek acceptance. Filmed in a 4:3 aspect ratio, Mid90s doesn't concern itself with grandiose filmography, but instead the aspect ratio almost reflects the tonal and metaphorical aspects played out on screen. With a smaller dynamic range of color and the familiar dust/scratches, the 16mm film compliments gritty and emotional moments of Mid90s. The emotional range of the film will take the audience from the depths of empathy to laughing out loud, but there is no compromise to the weight of each moment. Jonah Hill's directorial debut is beautiful in every sense of the word.

Genre: Comedy, Drama

Actor: Alexa Demie, Ama Elsesser, Aramis Hudson, Chad Muska, Chico Brenes, Donny Barley, Fig Camila Abner, Gio Galicia, Harmony Korine, Jahmin Assa, Jax Malcolm, Jerrod Carmichael, Jonah Hill, Judah Estrella Borunda, Kasey Elise, Katherine Waterston, Kevin White, Liana Perlich, Lucas Hedge, Lucas Hedges, Na-kel Smith, Olan Prenatt, Ryder McLaughlin, Sunny Suljic, Teren Delvon Jones

Director: Jonah Hill

Rating: R

From the brilliant minds of Jean-Pierre Jeunet and Marc Jano comes a utopian vision for the ages. After having worked together before on the short sci-fi film The Bunker of the Last Gunshots, the duo-turned-longtime-collaborators pick it up a notch in one of the best dark comedies to come out in the 90s. 

In Delicatessen, Jeunet and Jano disguise the wretchedness of modern society in a post-apocalyptic world where food is the global currency, given how scarce it’s become. We follow Louison (Dominique Pinon), an everyday man who falls in love despite all the hubbub and squalor surrounding him. But nothing comes in the way of love, and instead of discovering a salve, he encounters a snag, one that pulls him deeper into society’s most complex ethical dilemmas. 

Many films have already been made about inequality and hierarchies, but none have been quite as darkly funny and unapologetic as Delicatessen.

Genre: Comedy, Drama, Fantasy, Science Fiction

Actor: Anne-Marie Pisani, Anthony Backman, Chick Ortega, Dominique Pinon, Dominique Zardi, Edith Ker, Eric Averlant, Howard Vernon, Jacques Mathou, Jean-Claude Dreyfus, Jean-François Perrier, Jean-Luc Caron, Karin Viard, Marc Caro, Marie-Laure Dougnac, Maurice Lamy, Nikky Smedley, Pascal Benezech, Patrick Paroux, Rufus, Silvie Laguna, Ticky Holgado

Director: Jean-Pierre Jeunet, Marc Caro

Rating: R

A razor-sharp script and beautiful scenery make this one of the best road movies in recent memory. When their cynical best friend dies, Seph and Alex embark on a journey to scatter his ashes over four spots he wants to go back to. Tupperware of ashes in the glove-box, they start their big adventure. Burn Burn Burn, an expression their friend quotes from Kerouac, is a chance for the two friends to escape their hectic city life and to discover themselves. It’s a beautiful movie.

Genre: Comedy, Drama

Actor: Alice Lowe, Alison Steadman, Chloe Pirrie, Eleanor Matsuura, Hannah Arterton, Jack Farthing, Jane Asher, Joe Dempsie, Julian Rhind-Tutt, Kyle Lima, Laura Carmichael, Matthew Kelly, Melanie Walters, Nigel Planer, Owen Findlay, Sally Phillips, Susan Wokoma

Director: Chanya Button

Rating: N/A

Director Thomas Vinterberg (The Hunt) reunites with Mads Mikkelsen to tell the story of four teachers going through a mid-life crisis. They’re not sad, exactly—they have homes and jobs and are good friends with each other—but they’re not happy either. Unlike the ebullient youth they teach, they seem to have lost their lust for life, and it’s silently eating away at them, rendering them glassy-eyed and mechanic in their everyday lives. 

Enter an experiment: what if, as one scholar suggests, humans were meant to fulfill a certain alcohol concentration in order to live as fully and present as possible? The teachers use themselves as the subjects and the tide slowly starts to turn to mixed effects. Are they actually getting better or worse?

With an always-satisfying performance by Mikkelsen and an instant classic of an ender, it’s no surprise Another Round took home the award for Best Foreign Film in the 2020 Academy Awards.

Genre: Comedy, Drama

Actor: Albert Rudbeck Lindhardt, Christiane Gjellerup Koch, Diêm Camille G., Dorte Højsted, Frederik Winther Rasmussen, Helene Reingaard Neumann, Lars Ranthe, Mads Mikkelsen, Magnus Millang, Magnus Sjørup, Maria Bonnevie, Martin Greis-Rosenthal, Mercedes Claro Schelin, Michael Asmussen, Morten Thunbo, Niels Jørgensen, Per Otto Bersang Rasmussen, Silas Cornelius Van, Susse Wold, Thomas Bo Larsen

Director: Thomas Vinterberg

Rating: 0, Not Rated

Director Noah Baumbach’s autobiographical film is a strikingly realistic take on divorce and the turmoil it sets on an already-dysfunctional family. Bernard (Jeff Daniels) is a selfish decadent writer who’s splitting with his unfaithful wife Joan (Laura Linney). Their two sons, Walt (Jesse Eisenberg) and Frank (Owen Kline), are taking different sides that reflect their personality. This separation only reinforces their insecurities as they quickly fall into depression and grow away from their friends. The parents, however, find unconventional lovers just as quickly, Bernard with a student of his, and Jane with her son’s tennis coach. The Squid and the Whale is a funny, emotional, and gripping story that finds a perfect balance in tone despite dealing with bitter divorce and troubled adolescence.

Genre: Comedy, Drama

Actor: Adam Rose, Alexandra Daddario, Andrew Kaempfer, Anna Paquin, Bobby Shue, Britta Phillips, David Benger, Dean Wareham, Eli Gelb, Elizabeth Meriwether, Emma Straub, Greta Kline, Halley Feiffer, James Hamilton, Jeff Daniels, Jesse Eisenberg, Jo Yang, Ken Leung, Laura Linney, Maryann Plunkett, Michael Countryman, Michael Santiago, Nico Baumbach, Owen Kline, Peggy Gormley, Peter Newman, William Baldwin

Director: Noah Baumbach

Rating: R

The Square is a peculiar movie about a respected contemporary art museum curator as he goes through a few very specific events. He loses his wallet, his children fight, the art he oversees is does not make sense to an interviewer... Each one of these events would usually require a precise response but all they do is bring out his insecurities and his illusions about life. These reactions lead him to very unusual situations. A thought-provoking and incredibly intelligent film that's just a treat to watch. If you liked Force Majeure by the same director, The Square is even better!

Genre: Drama

Actor: Anna-Stina Malmborg, Annica Liljeblad, Christopher Læssø, Christopher Laesso, Claes Bang, Daniel Hallberg, Denise Wessman, Dominic West, Elijandro Edouard, Elisabeth Moss, Emelie Beckius, Geica Pruteanu, Jan Lindwall, Johan Jonason, John Nordling, Julia Sporre, Lilianne Mardon, Linda Anborg, Lise Stephenson Engström, Lise Stephenson Engström, Madeleine Barwén Trollvik, Marina Schiptjenko, Martin Sooder, Moa Enqvist Stefansdotter, Nicki Dar, Pauline Hansson, Peter Vitanen, Sarah Giercksky, Sofie Hamilton, Stefan Godicke, Terry Notary

Director: Ruben Östlund

Rating: R

There’s a lot to think about in Dream Scenario, which posits the possibility of collectively seeing the same real man in your dreams. Norwegian filmmaker Kristoffer Borgli drops the painfully ordinary Paul (Cage) in an extraordinary reality to show us how easily one can spiral into insanity, how dangerous groupthink can be, how fickle cancel culture is, and how anything can happen to anyone, even to someone as unsuspecting as Paul. But Borgli doesn’t just experiment with ideas here, he also expertly plays with sounds and transitions, sometimes even cutting a scene before someone is done talking, to capture the skittish and unreliable language of dreams. More impressively, he takes into account how this phenomenon would play in our real, profit-oriented world. The capitalistic urge to make Paul an advertising tool, for instance, or to create tech that makes it possible for others to appear in dreams too, is both uncanny and depressingly realistic. Some might feel that Borgli is biting off more than he can chew but there’s a balance and ease to Dream Scenario that makes it feel inevitable. That’s thanks to Borgli’s brilliant direction but also, in no small part, to Cage’s inspired performance as a pathetic but harmless loser.

Genre: Comedy, Fantasy, Horror, Science Fiction

Actor: Agape Mngomezulu, Al Warren, Amber Midthunder, Ben Caldwell, Conrad Coates, David Klein, Domenic Di Rosa, Dylan Baker, Dylan Gelula, James Collins, Jennifer Wigmore, Jeremy Levick, Jessica Clement, Jim Armstrong, Jordan Raf, Josh Richards, Julianne Nicholson, Kaleb Horn, Kate Berlant, Krista Bridges, Lily Bird, Lily Gao, Liz Adjei, Maev Beaty, Marc Coppola, Marnie McPhail, Michael Cera, Nicholas Braun, Nicolas Cage, Nicole Leroux, Nneka Elliott, Noah Centineo, Noah Lamanna, Philip van Martin, Ramona Gilmour-Darling, Richard Jutras, Sofia Banzhaf, Star Slade, Stephen R. Hart, Tim Meadows, Will Corno

Director: Kristoffer Borgli

Rating: R

Among the sea of class satires released in the last year, Triangle of Sadness is one of the better ones. Directed by Ruben Östlund (The Square, Force Majeure), the film follows an ultra-rich group of people who get stranded on an island after their luxury cruise ship sinks. The social pyramid that has long favored them suddenly turns upside down when a crew member (a glowing Dolly de Leon) effectively runs the group of sheltered castaways.

Triangle of Sadness may not be as sharp as Östlund’s previous work, and it may not add anything particularly new to the saturated discussions of social class, but it remains a darkly humorous and engaging watch, masterfully helmed by a strong script and ensemble.

Genre: Comedy, Drama

Actor: Alex Schulman, Alicia Eriksson, Amanda Schulman, Amanda Walker, Arvin Kananian, Beata Borelius, Camilla Läckberg, Carolina Gynning, Charlbi Dean, Christina Saliba, Dolly de Leon, Emma Warg, Fredrik Quinones, Fredrik Wikingsson, Hanna Oldenburg, Harris Dickinson, Hedda Rehnberg, Henrik Dorsin, Iris Berben, Jean-Christophe Folly, Karin Myrenberg, Linda Anborg, Malte Gårdinger, Nana Manu, Oliver Ford Davies, Ralph Schicha, Shaniaz Hama Ali, Stefan Godicke, Sunnyi Melles, Vicki Berlin, Woody Harrelson, Zlatko Burić

Director: Ruben Östlund

Rating: R

Another indie zombie movie? Far from it. One Cut of the Dead, written and directed by Shin'ichirô Ueda, became a global sensation following its small theatrical run in Japan for its creative and original screenplay. A hack director and film crew are shooting a low-budget zombie movie in an abandoned WWII Japanese facility when they are attacked by real zombies. That’s all you need to know about the plot, as the film is full of surprises that will catch you off guard. Wondering how an independent film with a budget of just $25,000 was able to gross over $30 million worldwide? The answer lies in the film itself. 

Genre: Comedy, Drama, Horror

Actor: Ayana Goda, Donguri, Harumi Shuhama, Harumi Syuhama, Hiroshi Ichihara, Kazuaki Nagaya, Manabu Hosoi, Mao, Miki Yoshida, Sakina Asamori, Shinichiro Osawa, Shiori Nukumi, Shuntaro Yamazaki, Takayuki Hamatsu, Yuzuki Akiyama

Director: Shin'ichirō Ueda, Shin'ichiro Ueda

Rating: Not Rated, Unrated

After receiving virtually unlimited funding from a wealthy businessman, Lola (played by the always excellent Penelope Cruz) sets out to mount an ambitious adaptation of a bestselling novel. To make her vision work, she employs renowned actors Ivan Torres (Oscar Martinez) and Felix Rivero (Antonio Banderas), knowing full well that their opposite philosophies in art and life will clash. What follows is a series of preps and rehearsals that play out like social experiments in their twistedness, which all in all speak to the outrageousness of film, art, and life itself.

In this Spanish dark comedy, no one is spared from satire—from the idiosyncratic auteur down to the sell-out actor, all are parodied in equal measure, each of their egos broken down in great and hilarious detail.

Genre: Comedy, Drama

Actor: Ana Belén, Antonio Banderas, Daniel Chamorro, Irene Escolar, Isabel García Lorca, José Luis Gómez, Juan Grandinetti, Ken Appledorn, Manolo Solo, María Guinea, Mary Ruiz, Melina Matthews, Mónica Bardem, Nagore Aranburu, Oscar Martinez, Penélope Cruz, Pilar Bergés, Pilar Castro, Sue Flack

Director: Gastón Duprat, Mariano Cohn

Rating: R