307 Best Comedy Movies On Itunes Canada (Page 12)

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.

There are comfort food movies, and then there are films like Big Night: comfort food movies about comfort food. Stanley Tucci and Tony Shaloub are brothers running a failing Italian restaurant. Their last chance to save it from foreclosure is to throw a colossal dinner bolstered by a dubious promise of a visit from singer Louis Prima.

The comedy is mellow and pleasant, and Tucci and Shaloub have wonderful chemistry as bickering brothers. Meanwhile, a great supporting cast featuring Isabella Rosellini, Ian Holm, and Allison Janney more than make up for the somewhat predictable script.

 

Genre: Comedy, Drama, Romance

Actor: Allison Janney, Andre Belgrader, Campbell Scott, Caroline Aaron, Christine Tucci, David Wenzel, Dina Spybey-Waters, Gene Canfield, Hélène Cardona, Ian Holm, Isabella Rossellini, Jack O'Connell, Karen Shallo, Ken Cheeseman, Larry Block, Liev Schreiber, Marc Anthony, Minnie Driver, Pasquale Cajano, Peter Appel, Peter McRobbie, Robert W. Castle, Seth Jones, Stanley Tucci, Susan Floyd, Tony Shalhoub

Director: Campbell Scott, Stanley Tucci

Rating: R

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You don’t have to have seen a single game of tennis to enjoy this mockumentary about the longest match that (n)ever took place in the sport’s history. Andy Samberg plays Aaron Williams, the mullet-sporting adopted brother of Serena and Venus (whose family “reverse Blind-Sided” him) made immortal by his record-smashing, week-long battle with posh, dim-witted English prodigy Charles Poole (Kit Harington) at Wimbledon. Things only get more riotously ridiculous from the premise: the team behind sports spoof Tour de Pharmacy chronicle the winding journeys the rivals took to that climactic seven-day showdown, from forays into the world of innovative underwear design to stints in Swedish jails, by way of a surreal tangent into the storied faux-history of courtroom sketch art. Suffice it to say: the tennis isn’t really the point here.

Real-life figures from the sport (including Serena Williams and John McEnroe) ground the spoof in enough reality to make the zany humor pop, with the comedy coming from a very game Fred Armisen, Michael Sheen, Lena Dunham, Will Forte, and Howie Mandel. With eccentric humor in spades — from the puerile to the surreal — and a lean runtime, 7 Days in Hell packs in as many dizzying jokes as Aaron and Charles do volleys in their absurd history-making rally.

Genre: Comedy, TV Movie

Actor: Andy Samberg, Chris Evert, Chris Romano, David Copperfield, Destiny Soria, Dolph Lundgren, Filip Hammar, Fred Armisen, Henrik Rutgersson, Howie Mandel, Jerry Gregorio, Jim Lampley, John McEnroe, Jon Hamm, June Squibb, Karen Gillan, Kit Harington, Lena Dunham, Lori Morkunas Jones, Ludwig Manukian, Lyssa Roberts, Mary Steenburgen, Michael Sheen, Serena Williams, Soledad O'Brien, Will Forte

Director: Jake Szymanski

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Before he was Jim Morrison, Iceman, or Batman, Val Kilmer made his big screen debut as Nick Rivers, the doltish American rock 'n' roll idol who is unwittingly embroiled in an East German underground resistance plot in Top Secret!. Skewering everything from WWII romances and Cold War spy thrillers to ‘60s popstar musicals, this delightfully silly spoof from the team behind Airplane! is jampacked with sight gags, double entendres, and multi-layered setpieces delivered at such a manic pace that you’ll need several rewatches to exhaust all of its comedy. Its lowbrow style means that some jokes are undoubtedly dated, but there’s a lot of timeless wit on display here, including zinging one-liners, tongue-in-cheek lampooning of cinematic clichés, and slapstick gags in the vein of masters of the form like Jacques Tati and Buster Keaton. Top Secret! is blessedly under no illusions as to what we want from a movie like this, so the fact that there’s no comprehensible plot in sight only adds to the enjoyment here.

Genre: Comedy, Drama

Actor: Andrew Hawkins, Billy J. Mitchell, Billy Mitchell, Burton Zucker, Charlotte Zucker, Chas Bryer, Christopher Villiers, Dimitri Andreas, Eddie Powell, Eddie Tagoe, Gertan Klauber, Harry Ditson, Ian McNeice, Janos Kurucz, Jeremy Kemp, Jim Carter, John J. Carney, John Sharp, Lee Sheward, Louise Yaffe, Lucy Gutteridge, Mac McDonald, Marcus Powell, Michael Gough, Nancy Abrahams, Nicola Wright, Omar Sharif, Orla Pederson, Peter Cushing, Richard Bonehill, Richard Mayes, Steve Ubels, Susan Breslau, Sydney Arnold, Tristram Jellinek, Val Kilmer, Warren Clarke

Director: David Zucker, Jerry Zucker, Jim Abrahams

Rating: PG

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Surprisingly heartwarming and enjoyable, The Unbearable Weight of Massive Talent turns its over-the-top premise into a tribute to the one and only Nicolas Cage. Playing an unfulfilled and broke version of himself, Cage’s next gig is an appearance at eccentric billionaire Javi Gutierrez’s (Pedro Pascal) birthday party. They strike up an instant bond over their love of film. However, the CIA suspects Gutierrez’s involvement in a political kidnapping, forcing Cage to investigate his friend. The film brilliantly employs those 90s-esque action tropes that Cage’s movies are known for - the car chases, the sunglasses, and the eccentric characters. Cage himself fully commits to the premise, but Pedro Pascal adeptly matches his energy with his easy-going charm. Their moments together and their shared love for cinema makes this a great watch.

Genre: Action, Comedy, Crime, Drama

Actor: Alessandra Mastronardi, Björn Freiberg, Caroline Boulton, Cesare Taurasi, David Gordon Green, Demi Moore, Eli Jane, Enrique Martínez, Ike Barinholtz, Jacob Scipio, Jaime Ordóñez, Joanna Bobin, Katrin Vankova, Kristian Flores, Kristian Ventura, Lily Mo Sheen, Manuel Tallafé, Mario Perez, Neil Patrick Harris, Nicholas Wittman, Nicolas Cage, Paco León, Pedro Pascal, Rebecca Finch, Ricard Balada, Sharon Horgan, Tiffany Haddish

Director: Tom Gormican

Rating: R

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It’s always tricky translating literature to screen. In Shortcomings’ case, it struggles to make its Berkeley and New York settings appear more lived-in than just a few postcard-like frames. You could also tell that the conversations it stirs up about things like representation and mixed-race relationships began in the early aughts, when the novel it was adapted from was first released. But those lapses are small and forgivable in the face of a lovely ensemble cast and a whipsmart script. It also takes a special kind of skill to make a character as fiercely unlikeable as Ben (Min) watchable, to hold up a mirror to the audience and make them stay. Thankfully, it's a skill that Tomine and first-time director Randall Park display with such grace. Ben, Alice (Sherry Cola), and Miko (Ally Maki) are flawed and often pathetic, but they’re also honest reflections of who we become when the demands of self-preservation and romantic openness clash. It’s a little unnerving to hear them verbalize what we've always feared about ourselves, but it’s also exhilarating, not to mention comforting, knowing that we're not alone in feeling this way. Shortcomings works because it doesn't confine itself to genre: it's a character study first, and a romantic comedy second.

Genre: Comedy, Drama, Romance

Actor: Adam Enright, Adrian Tomine, Ally Maki, Boran Anh, Debby Ryan, George Deihl Jr., Jacob Batalon, Jess Nahikian, Justin H. Min, Melanie J. Newby, Mike Cabellon, Nikhaar Kishnani, Randall Park, Ronny Chieng, Scott Seiss, Sheldon Best, Sherry Cola, Sonoya Mizuno, Stephanie Hsu, Tavi Gevinson, Theo Iyer, Timothy Simons

Director: Randall Park

Rating: R

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If you like any of the following: Irish accents, Woody Harrelson, Pulp Fiction, or dark comedy;  then this is the movie for you. This mix of violence, mafia, existential talk, and painfully comical situations might not be for everyone, but it has every component to make its target audience very pleased. And given how chaotic and crazy it can get, it should be enjoyed one take at a time, focusing on each delightful scene rather than the overall plot. Directed by Martin McDonagh, Seven Psychopaths makes a perfect comeback after In Bruges, without veering very much from it (consequently if you like this movie make sure you check out In Bruges too).

Genre: Comedy, Crime

Actor: Abbie Cornish, Amanda Warren, Brendan Sexton III, Christian Barillas, Christine Marzano, Christopher Gehrman, Christopher Walken, Colin Farrell, Crispin Glover, Frank Alvarez, Gabourey Sidibe, Harry Dean Stanton, Helena Mattsson, James Landry Hébert, John Bishop, Johnny Bolton, Joseph Lyle Taylor, Kevin Corrigan, Kiran Deol, Linda Bright Clay, Long Nguyen, Martin McDonagh, Michael Pitt, Michael Stuhlbarg, Olga Kurylenko, Patrick O'Connor, Richard Wharton, Ronnie Gene Blevins, Sam Rockwell, Samantha Cutaran, Tai Chan Ngo, Tom Waits, Woody Harrelson, Zeljko Ivanek

Director: Martin McDonagh

Rating: R

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This fun comedy-drama is about Bridget, a 34-year-old who hasn't quite got it all figured out, but at least she’s trying: after terminating an accidental pregnancy, she gets herself a summer gig as a nanny for a fearless six-year-old by the name of Frances. 

Tackling a myriad of "taboo" topics including abortion, menstruation, and depression, the movie visually normalizes human experiences that remain underrepresented in mainstream cinema. And writer Kelly O’Sullivan, who also plays Bridget, has a screenplay that manages to do it all without feeling didactic.

Genre: Comedy, Drama

Actor: Bradley Grant Smith, Charin Alvarez, Chris Coats, Courtney Rioux, Danny Catlow, Francis Guinan, H.B. Ward, Hanna Dworkin, Jackson Evans, Jim True-Frost, Kelly O'Sullivan, Lily Mojekwu, Mary Beth Fisher, Max Lipchitz, Meighan Gerachis, Noah Williams, Ramona Edith Williams, Rebecca Buller, Rebecca Spence, Rebekah Ward, Roger Welp, Sophia Rubin

Director: Alex Thompson

Rating: N/A

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When falling in love with another, or when another person falls in love with you, the relationship is formed by the ideas in your and their heads, specifically about your dynamic, your respective personalities, and the potential outcome of this love. Law of Desire is centered on this idea, unfolding through a chaotic gay love triangle that demonstrates the ways the ideas and fantasies can differ. And as the characters inevitably go through fairly melodramatic reactions when they realize the desires of another person, in the most colorful fashion (literally and figuratively), Pedro Almodóvar creates an amusing and daring examination of the genre it’s inspired by.

Genre: Comedy, Drama, Romance, Thriller

Actor: Agustín Almodóvar, Alfonso Vallejo, Antonio Banderas, Bibiana Fernandez, Carmen Maura, Eusebio Poncela, Fernando Guillén, Fernando Guillen, Fernando Guillén Cuervo, Germán Cobos, Germán Cobos, Helga Line, Lupe Barrado, Manuela Velasco, Marta Fernandez Muro, Miguel Molina, Nacho Martinez, Pedro Almodóvar, Rossy de Palma, Victoria Abril

Director: Pedro Almodóvar

Rating: NC-17

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This lovely comedy-romance from Ireland is about a closeted gay teen and his lesbian schoolmate who pretend to be in a relationship to avoid being bullied at their school.

This premise makes Dating Amber an original story in a genre in which that's increasingly rare. This is added to the setting, in 1995 rural Ireland, which is executed to gorgeous perfection in everything from the clothes to the music. 

Dating Amber ends up being more coming-of-age than a comedy-romance. It's a tale of friendship and self-acceptance.

Genre: Comedy, Drama, Romance

Actor: Adam Carolan, Ally Ni Chiarain, Anastasia Blake, Andrew Bennett, Arian Nik, Art Campion, Barry Ward, Corey Millar, Emma Willis, Eva O'Connor, Evan O'Connor, Fionn O'Shea, Fionn O'Shea, Ian O'Reilly, Ian O'Reilly, Jonny Woo, Karl Rice, Lauryn Canny, Lola Petticrew, Peter Campion, Sharon Horgan, Shauna Higgins, Simone Kirby, Tara Flynn

Director: David Freyne

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Directed by Japanese filmmaker Hirokazu Koreeda, the Korean film Broker is a simple but tender story about chosen family. It follows Moon So-young (IU), a young mother who decides to drop her baby off at a church, seemingly for good. But when So-young decides to return for the child, she discovers that he’s been stolen by two brokers who’ve put the baby up for adoption on the black market. She joins them in the hopes of meeting her child’s prospective new parents (and staking a claim at the payment) but the more they spend time with each other, acting like a real family on the road as they do, the more it becomes real for her, and the more she feels conflicted about the decision she’s about to make.

As with any Hirokazu Koreeda film, Broker is an affecting, empathetic story that succeeds at humanizing its misunderstood cast of characters. Admittedly, it’s not the best Koreeda movie out there, even when the category is narrowed down to stories about found families (the best in that regard would be his 2018 film Shoplifters). And Koreeda fans will find Broker somewhat scrubbed and Disney-fied for a larger crowd, lacking the edge that his previous Japanese films had. But it is undeniably heartwarming and beautiful. The road trip setup allows the characters to build their rapport naturally, and the warm crisp tones capture the seabreeze ease of the film. Regardless of your view on Koreeda, Broker is well worth a watch.

Genre: Comedy, Crime, Drama

Actor: Bae Doona, Baek Hyun-jin, Bek Hyun-jin, Choi Hee-jin, Choi Hui-jin, Choi Hyo-sang, Choi Yoon-woo, Gang Dong-won, IU, Jeong Jong-yeol, Jong Ho, Jung Ji-woo, Kang Gil-woo, Kim Do-yeon, Kim Keum-soon, Kim Sae-byuk, Kim Soo-hyeon, Kim Sun-young, Kim Yae-eun, Lee Dong-hwi, Lee Doo-seok, Lee Ga-kyung, Lee Joo-young, Lee Moo-saeng, Lee Mu-saeng, Lim Seung-soo, Oh Hee-joon, Oh Hee-jun, Park Hae-jun, Park Kang-seop, Park Kang-sup, Ryu Ji-an, Ryu Kyung-soo, Seong Yu-bin, Song Kang-ho, Song Sae-byuk, Woo Sung-min, Yun Seul

Director: Hirokazu Kore-eda

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Produced by Eminem, Bodied is like if the rap battles of 8 Miles lasted a whole movie, and that movie was a comedy. Adam is a white poetry major who studies battle rap and believes they represent the most modern form of poetry. His fascination leads him to participate and win in a battle and subsequently enter that world. But this is anything but an underdog story - Bodied is more of a satire of what Adam represents and how his college entourage reacts to his offensive lyrics. This is a funny movie and an interesting commentary on what it means to be offensive nowadays.

Genre: Comedy

Actor: Calum Worthy, Jackie Long, Rory Uphold

Director: Joseph Kahn

Rating: R

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Elisabeth Moss is in it. Calling The One I Love a romantic-comedy, looking it up, or trusting anyone else about it -- especially my review, will ruin this film for you. Just watch it. If one's penchant is typically opposed to titles with 'love' in them, then it's for you. Just hit 'play', or 'start', or whatever. The initial wtf-ness that attracted me to it is compelled further by excellent acting. And Elisabeth Moss is in it.

Genre: Comedy, Drama, Romance

Actor: Charlie McDowell, Elisabeth Moss, Jennifer Spriggs, Kiana Cason, Mark Duplass, Marlee Matlin, Mary Steenburgen, Mel Eslyn, Sean O'Malley, Ted Danson

Director: Charlie McDowell

Rating: R

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Animated in every sense of the word, The Mitchells vs. the Machines is a fun and lively watch for anyone of any age. On the surface, it’s about a tech company’s AI going haywire as it turns against humans and takes over the world (an obvious and much-deserved dig at Big Tech). It also immediately stands out as an energetic and inventive film bursting with love for the animation genre.

But at its core, it's about family and learning to love them even and especially when the going gets tough. Teenager Katie and her father Rick are at that precarious moment in their relationship where everything they do seems to annoy the other, while Katie's mother Linda tries and fails and tries again to keep the peace. The Mitchells are filled with love, but they’re not quite sure how to express it to each other, and it's both funny and relatable how it takes a literal apocalypse for them to realize that. This is a family story elevated by dynamic animation and a bizarro storyline. Expect it to go off the rails in the best possible way.

Genre: Adventure, Animation, Comedy, Drama

Actor: Abbi Jacobson, Adam Wylie, Alex Hirsch, Alison Rich, Andrew Morgado, Ashley Peldon, Beck Bennett, Blake Griffin, Caitlin McKenna, Charlyne Yi, Chrissy Teigen, Conan O'Brien, Danny McBride, Doug Nicholas, Elle Mills, Eric André, Fred Armisen, Greg Levitan, Grey DeLisle, Griffin McElroy, Illya Owens, Jay Pharoah, Jeff Rowe, Jim Pirri, John Legend, Juan Pacheco, Justin Shenkarow, Lex Lang, Lisa Wilhoit, Madeleine McGraw, Maya Rudolph, Melissa Sturm, Michael Rianda, Michelle Ruff, Mike Rianda, Natalia del Riego, Natalie Canizares, Olivia Colman, Sasheer Zamata, Shane Sweet, Todd Hansen, Will Allegra, Zeno Robinson

Director: Jeff Rowe, Michael Rianda, Mike Rianda

Rating: PG

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In this office comedy of errors, Javier Bardem plays Blanco, the titular boss, but whether he is actually good is what the movie wryly examines.

As head of a small manufacturing company, Blanco treats his employees intimately, going so far as make their problems his own. He believes this is why his company is nominated for an excellence certification, but as he waits for the possible award, cracks start to appear in his “work is family” facade as everything that could go wrong, starts going wrong. The Good Boss is an anxiety fest for Blanco to be sure, but a winning tragicomedy for us all.

Genre: Comedy, Drama

Actor: Almudena Amor, Celso Bugallo, Daniel Chamorro, Fernando Albizu, Francesc Orella, Javier Bardem, Manolo Solo, Mara Guil, María de Nati, Nao Albet, Óscar de la Fuente, Rafa Castejón, Sonia Almarcha, Tarik Rmili, Yaël Belicha

Director: Fernando León de Aranoa

Rating: Not Rated

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Lee Holloway (Maggie Gyllenhaal) is compassionate and diminutive, but her social awkwardness hinders her as she attempts to navigate young adulthood. After recently being hospitalized for self-harm, Lee is determined to prove she is capable of autonomously taking care of herself. She begins working as a secretary for E. Edward Grey (James Spader), a meticulous attorney.

It’s not long before both Lee and Edward realize they’re attracted to one another’s opposite natures: Lee’s obedience and Edward’s dominance. They begin a mutually consensual BDSM relationship, with both experiencing a sexual and emotional awakening. 

The premise may sound familiar: 50 Shades of Grey is widely acknowledged as, at the very least, owing its title to Secretary. But while 50 Shades of Grey portrays an unhealthy, toxic, and superficial idea of a BDSM affair, Secretary maintains that consent must be at the core of any relationship. And ultimately for Lee and Edward, BDSM becomes a way for them to communicate and overcome their individual pain, and unite stronger as a vulnerable, loving whole.

Genre: Comedy, Drama, Romance

Actor: Alison Tatlock, Amy Locane, Christina Gray, David Wiater, Diane McGee, Erin Cressida Wilson, Ezra Buzzington, Herbert Russell, James Spader, Jeremy Davies, Jessica Tuck, Julene Renee, Kyle Colerider-Krugh, Lacey Kohl, Lauren Cohn, Lesley Ann Warren, Lily Knight, Maggie Gyllenhaal, Mary Joy, Michael Mantell, Osgood Perkins, Oz Perkins, Patrick Bauchau, Sabrina Grdevich, Shannon Convery, Stephen McHattie, Steven Fierberg, Steven Shainberg

Director: Steven Shainberg

Rating: R

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