306 Best Comedy Movies On Itunes Canada (Page 9)

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.

Bill Forsyth, an acclaimed Scottish director best known for his films Local Hero and Gregory’s Girl, directs an underrated masterpiece with the 1987 drama Housekeeping. Adapted from Marilynne Robinson’s outstanding novel, Housekeeping is the story of two sisters, Ruthie and Lucille, who are orphaned and raised by their peculiar Aunt Sylvie. 

As the young sisters grow apart, Ruthie gravitates toward her transient aunt. This is a movie about not quite fitting in—about feeling like your life exists just outside of modern time, somewhere off to the side of railroad tracks running over frozen water. Sylvie shows Ruthie that there is more to life than their small, cold town of Fingerbone. In fact, there is a whole world out there, calling to misfits like them.

Housekeeping is deftly directed, balancing both humor and tragedy. Christine Lahti’s performance is also, with no exaggeration, one of the greatest of all times, as she conveys so much of Sylvie’s yearning to go, go, go with as little as a glance toward the beckoning horizon.

Genre: Comedy, Drama

Actor: Andrea Burchill, Anne Pitoniak, Betty Phillips, Bill Smillie, Bob Hughes, Brian Linds, Christine Lahti, Dolores Drake, Georgie Collins, Karen Elizabeth Austin, Leah Penny, Margot Pinvidic, Sara Walker, Sheila Paterson, Wayne Robson

Director: Bill Forsyth

Rating: PG

You live in a strange world. Or at least, that's what the generation before you thinks. Eight Grade is a movie that follows a girl going through her generation's strange world. Social media, selfies, Youtube; you name it. But also, the weight of her expectations (as shaped by the internet) versus her reality. Written and directed by famous comedian Bo Burnham, it's a gentle and often funny look at our anxieties and how they shape our growth. Prepare for a lot of cringes.

Genre: Comedy, Drama

Actor: Andrew Geher, Brenna Parker, Catherine Oliviere, Daniel Zolghadri, Deborah Unger, Dylan Vonderhorst, Elsie Fisher, Emily Robinson, Frank Deal, Fred Hechinger, Gerald Jones, Greg Crowe, Imani Lewis, J. Tucker Smith, Jake Ryan, Jalesia Martinez, Josh Hamilton, Kendall Seaman, Kevin R. Free, Kylie Seaman, Luke Mulligan, Luke Prael, Marguerite Stimpson, Missy Yager, Natalie Carter, Nora Mullins, Phoebe Amirault, Shacha Temirov, William Koo

Director: Bo Burnham

Rating: R

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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

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, 2015

At the same time a fun, crazy, and meaningful movie about Malcom and his friends, high school teenagers and proud geeks who suddenly find themselves immersed in the underground LA drug scene. It's a 2015 Superbad meets Boyz in the Hood. But in its essence it mostly resembles another beautiful film, Juno, in the way it evolves around a character played perfectly who you get to know, agree and disagree with, and ultimately learn from and relate to. Above all it's an outright enjoyable film, a smart one too, with a great soundtrack to boot.

Genre: Comedy, Crime, Drama

Actor: A$AP Rocky, Alex Urbom, Allen Maldonado, Amin Joseph, Ashton Moio, Benjamin Levy Aguilar, Blake Anderson, Bruce Beatty, Chanel Iman, Christopher Glenn, De'Aundre Bonds, Emmanuel Manzanares, Forest Whitaker, Jeremy Marinas, Josh Meyer, Julian Brand, Keith Stanfield, Kiersey Clemons, Kimberly Elise, Lakeith Stanfield, Larnell Stovall, Lidia Porto, Michael Flores, Milton T.J. Taylor, Mimi Michaels, Quincy Brown, Rakim Mayers, Rick Famuyiwa, Rick Fox, Ricky Harris, Roger Guenveur Smith, Shameik Moore, Tony Revolori, Tyga, Vince Staples, Zoe Kravitz

Director: Rick Famuyiwa

Rating: R

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"California Dreamin'" by the Mamas and the Papas. You will fall in love with that song (if you haven't already) after watching this movie. Two stories, entangling into one; both about Hong Kong policemen falling in love with mysterious women. It was recommended by my friend after I said I loved Frances Ha. I don't know whether you can call this as offbeat romance.. but to me it was, and it's well worth the watch.

Genre: Comedy, Drama, Romance

Actor: Brigitte Lin, Chen Jinquan, Faye Wong, Jimmy Wong Chi-ming, Kwan Lee-Na, Lee-na Kwan, Liang Zen, Lynne Langdon, Piggy Chan Kam-Chuen, Rico Chu, Rico Chu Tak-On, Songshen Zuo, Takeshi Kaneshiro, Tony Chiu-Wai Leung, Tony Leung Chiu-Wai, Valerie Chow, Vickie Eng, Wong Chi-Ming, Zhiming Huang

Director: Kar-Wai Wong, Wong Kar-wai

Rating: PG-13

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TV’s Alan Partridge — Steve Coogan’s brilliant skewering of small-time celebrity vanity — gets the big-screen treatment in this suitably parochial action thriller. The premise feels like the kind of ridiculous scenario the radio DJ would fantasize about in between songs: Pat (Colm Meaney), an ex-employee of North Norfolk Digital, returns to the station armed and takes his former colleagues hostage, refusing to negotiate with anyone but Alan. Those familiar with Coogan’s painfully self-absorbed character will foresee that going straight to his already delusions-of-grandeur-filled head, and it does; as one character puts it, he’s like a puffed-up robin.

Much of the hilarity comes from the way Alan’s obvious glee at the heroic position he’s found himself in distracts him from actually saving the day, but there is equally sharply drawn satire in the supporting characters, too. Favorites from the TV series, like Alan’s put-upon assistant Lynn (Felicity Montagu) — herself a brilliant feat of perceptive comedy — make welcome returns here, but, like Alan, their eccentricities are made accessible enough that Partridge virgins won’t feel their ignorance. With all the original writers back onboard (including Armando Iannucci, the comedy genius behind The Death of Stalin and Veep), Alpha Papa is another reliably hilarious entry in the Partridge canon. Back of the net.

Genre: Comedy

Actor: Alan Rothwell, Anna Maxwell Martin, Anna Stockton, Colm Meaney, Dan Mersh, Darren Boyd, Diane Morgan, Dustin Demri-Burns, Eleanor Matsuura, Elizabeth Berrington, Felicity Montagu, Jayne Secker, Jessica Knappett, John Boyd, Karl Theobald, Kieran Hodgson, Lucy Briers, Martin Glyn Murray, Monica Dolan, Nigel Lindsay, Peter Singh, Phil Cornwell, Rita Davies, Robert Whitelock, Sean Pertwee, Simon Delaney, Simon Greenall, Simon Kunz, Steve Coogan, Tim Key

Director: Declan Lowney

Rating: PG-13

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Filmed as a “found footage” of a Norwegian college film crew investigating local poachers, this movie really surprised me. To be fair, I didn’t really know what to expect. But I definitely didn’t expect to like this movie as much as I did. The pacing is on point. The suspense hits you at just the right times. There are a few drops of humour trickled throughout to keep a smile on your face. And that’s how my face stayed when the credits rolled.

Genre: Action, Comedy, Drama, Fantasy, Horror

Actor: André Øvredal, Anton Yelchin, Eirik Bech, Glenn Erland Tosterud, Hans Morten Hansen, Inge Erik Henjesand, Johanna Mørck, Johanna Mørck, Kelsey Grammer, Knut Nærum, Knut Nærum, Lexi Medrano, Otto Jespersen, Robert Stoltenberg, Tomas Alf Larsen, TomTom Jorgensen, Torunn Lødemel Stokkeland, Urmila Berg-Domaas

Director: André Øvredal, André Øvredal

Rating: PG-13

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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, Mia Benson, 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

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That one of 1990’s scariest movies is a kids’ movie makes sense when you know it’s an adaptation of a Roald Dahl story (and directed by horror legend Nicolas Roeg, no less). The Witches dispenses with most of the trappings of kids’ films, swapping bright bubbliness and cute animal CGI for macabre thrills and uncanny valley puppetry courtesy of Jim Henson. It’s astonishingly scary, given its PG certification — not just for its intended audience but for adults, too. Death, grief, and evildoers who prey on children all make an early appearance and never leave the film’s frame, stalking young Luke (Jasen Fisher) and his grandmother (Mai Zetterling) across countries as they try to make a new start in England following a family tragedy in Norway. In typical Dahl style though, The Witches — with its creepy premise and high camp touches — finds a clever balance between being nightmare-inducing and deliciously fun, a tonal blend that harks back to the twisted appeal of traditional fairy tales.

Genre: Comedy, Family, Fantasy, Horror

Actor: Angelique Rockas, Anjelica Huston, Annabel Brooks, Anne Lambton, Anne Tirard, Arvid Ones, Bill Paterson, Brenda Blethyn, Brian Hawksley, Charlie Potter, Darcy Flynn, Debra Gillett, Emma Relph, Grete Nordrå, Jane Horrocks, Jasen Fisher, Jenny Runacre, Jim Carter, Leila Hoffman, Mai Zetterling, Michael Palin, Nicolas Roeg, Nora Connolly, Ola Otnes, Roberta Taylor, Rosamund Greenwood, Rose English, Rowan Atkinson, Serena Harragin, Sukie Smith, Sverre Røssummoen, Vincent Marzello

Director: Nicolas Roeg

Rating: PG

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A truly bizarre comedy that shoots far beyond the boundaries of what should probably be considered good taste, The Twentieth Century stands as one of the strangest movies ever made based on a historical figure. Adapted from the real Mackenzie King's (Canada's longest-serving prime minister) diaries, the film replaces any traces of reality with psychological projection and almost nonsensical stoner humor. It functions as a satire of the way Canadian society is often depicted as polite (when, according to writer/director Matthew Rankin, it's anything but) and as a portrait of how even the most powerful politicians are just little boys seeking approval and indulging in fetishes to compensate for the love they can never receive.

Genre: Comedy, Drama, Fantasy

Actor: Annie St-Pierre, Brent Skagford, Catherine St-Laurent, Charlotte Legault, Dan Beirne, Emmanuel Schwartz, Ève Duranceau, Gordon Masten, Guillaume Lambert, Jadyn Malone, Kee Chan, Louis Negin, Marie Brassard, Martin Dubreuil, Mikhaïl Ahooja, Richard Jutras, Sarianne Cormier, Satine Scarlett Montaz, Seán Cullen, Simon Lacroix

Director: Matthew Rankin

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If you’ve seen his stand-up, you’ll know that Pete Davidson likes to make fun of himself. But it’s also true that Davidson is honest. He speaks openly about his childhood traumas and mental health struggles, and this film about his life is no different than his live performances. It's darkly funny and deeply personal, this time plumbing new depths of his life with the help of director (and patron saint of comedians) Judd Apatow. 

Here, Apatow allows Davidson to hell his story in his own irreverent flavor, all while boosting him with directorial flair and his trademark balance of humor and humanity. A triumphant collaboration between Apatow and Davidson, King of Staten Island is rich with nuanced performances and relatable insights into the life of someone slowly but surely healing from pain and coming into his own. 

Genre: Comedy, Drama

Actor: Action Bronson, Adam Keane, Alexis Rae Forlenza, Angus Costello, Anthony Lee Medina, Bel Powley, Bill Burr, Bonnie McFarlane, Carly Aquilino, David S. Lomax, Derek Gaines, Domenick Lombardozzi, Gina Jun, Hank Strong, Jack Hamblin, Jessica Kirson, Jimmy Tatro, Keith Robinson, Ken Holmes, Kevin Corrigan, Laurence Blum, Lilly Brown, Liza Treyger, Lou Wilson, Luke David Blumm, Lynne Koplitz, Machine Gun Kelly, Marilyn Torres, Mario Polit, Marisa Tomei, Maude Apatow, Melania Zalipsky, Meredith Handerhan, Michelle Sohn, Mike Vecchione, Moises Arias, Nana Mensah, Nils Johnson, Nina Hellman, Nyla Durdin, Pamela Adlon, Pauline Chalamet, Pete Davidson, Rafael Poueriet, Rich Vos, Ricky Velez, Robert Smigel, Steve Buscemi, Teodorina Bello

Director: Judd Apatow

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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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 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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