306 Best Comedy Movies On Itunes Canada (Page 20)

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.

Set in the quaint city of Burlington, Vermont, Paint is a cute and folksy comedy that has a Wes Anderson-esque charm to it. The characters are dressed in blocked pastels and wooly sweaters, while the protagonist Carl seems stuck in the ‘70s, and not just sartorially, too. He drives a “Vantastic” custom van, swears off cell phones, and manages to incorporate phrases like “far out” in his daily lingo. It all makes for whimsical viewing, but underneath the flair, there’s very little substance holding this picture up. It tells the tale of an aging narcissist who learns the error of his ways when a younger version of himself is hired to aid and eventually replace him. Narratively, it’s familiar and forgettable, and it becomes immediately clear that style is a crutch that the film leans on. It’s funny, at times, thanks to a very likable Wilson and a strong supporting cast (there are occasional laugh-out-loud moments too, like when Carl does the big reveal about his portrait). But ultimately, it’s just too flat to be as special as the art it admires. 

Genre: Comedy, Drama, Romance

Actor: Aidan T.K. Baker, Brit McAdams, Ciara Renée, Colin J. Sweeney, Crystal Tweed, Denny Dillon, Elisabeth Henry-Macari, Elizabeth Loyacano, Evander Duck Jr., Jen Smedley, Joel Leffert, Kristin Hensley, Lucy Freyer, Lusia Strus, Lynda Suarez, Michael Pemberton, Michaela Watkins, Noa Graham, Owen Wilson, Paul Kosopod, Rob Figueroa, Ryan Czerwonko, Ryan Gaul, Sarah Baker, Scott Beehner, Stephen Root, Vin Craig, Wendi McLendon-Covey

Director: Brit McAdams

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This a small-town, true-crime thriller that has John Hamm (Mad Men) as the detective, Nick Mohammed (Ted Lasso) as the trusty sidekick, and Tina Fey (30 Rock) as the love interest. They’re a charismatic cast helming a bizarro story whose real-life details are already teeming with juicy details, and yet, the resulting film, directed by John Slattery, is as lackluster and forgettable as can be. There is no sense of mystery, the jokes fall flat, and every scene looks like it’s shot from a studio lot. There is plenty of better fare out there for anyone looking for comedy capers, and I bet the true crime documentary of the real-life Maggie Moore case is infinitely more engaging than its filmic counterpart. 

Genre: Comedy, Crime, Mystery

Actor: Allison Dunbar, Bryant Carroll, Christopher Denham, Christopher Kriesa, Debrianna Mansini, Denielle Fisher Johnson, Derek Basco, Happy Anderson, Jodi Lynn Thomas, Jon Hamm, Louisa Krause, Mary Holland, Micah Stock, Nick Mohammed, Oona Roche, Peter Diseth, Richard Lippert, Roni Geva, Sewell Whitney, Tate Ellington, Tina Fey

Director: John Slattery

Rating: R

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Susie Searches begins intriguingly for two reasons: first, there’s the strange disappearance of popular college student Jesse Wilcox (Alex Wolff), and then there’s the fact that that mystery is solved in the film's first 20-ish minutes. With over an hour left of its runtime at this point, Susie Searches seems to suggest Jesse’s disappearance was only a red herring, and that we’re in for something juicier now.

Alas, the rest of the movie — which stars Kiersey Clemons as the titular socially awkward student sleuth who finds Jesse — never lives up to this promise. An encouraging cast list is let down by thin characters; this isn’t true just for the supporting parts played by Rachel Sennott, Jim Gaffigan, Ken Marino, Dolly Wells, and Wolff, but, far more detrimentally to the film, Susie herself. Her motivations are complicated by more than just a desire for the truth, but, despite Clemons’ best efforts, this not-quite Nancy Drew is never all that psychologically compelling or believable. In a film that hinges on big twists revolving around its protagonist, that’s a fatal flaw, because we’re only ever half-invested. Though it may play better with younger audiences, anyone else will likely find its promising cast to be the biggest red herring of all.

Genre: Comedy, Mystery, Thriller

Actor: Aaron Costa Ganis, Alex Moffat, Alex Wolff, Ana Cruz Kayne, Ana Kayne, Chris Sheffield, David Walton, Dolly Wells, Ellie Reine, Geoffrey Owens, Isaac Powell, Jammie Patton, Jared Gilman, Jim Gaffigan, Juliette Goglia, Kat Foster, Ken Marino, Kiersey Clemons, Mellanie Hubert, Neal Bledsoe, Rachel Sennott

Director: Sophie Kargman

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Whodunnits are the cornerstone of murder mysteries, and their occasional resurgence is usually a reprieve from films with more complicated structures and twists. See How They Run gives the Agatha Christie mystery spoof a go, dissecting the cozy mystery conventions anew. With quirky British humor, solid acting, and good period-piece visuals, the familiarity and predictability culminate into an easy, well-paced watch. With no desire to reinvent the genre, the film seems to implore its audience to indulge in self-indulgence. Enjoy watching a piece of cinema for the sake of it.

Genre: Comedy, Crime, Mystery, Thriller

Actor: Adrien Brody, Angus Wright, Ania Marson, Charlie Cooper, David Oyelowo, Gregory Cox, Harris Dickinson, Jacob Fortune-Lloyd, Lucian Msamati, Maggie McCarthy, Paul Chahidi, Pearl Chanda, Philip Desmeules, Pippa Bennett-Warner, Reece Shearsmith, Ruth Wilson, Sam Rockwell, Saoirse Ronan, Shirley Henderson, Sian Clifford, Tim Key, Tolu Ogunmefun

Director: Tom George

Rating: PG-13

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Proof that even the most tired tropes (which the holiday genre is arguably entirely made up of at this point) can still be warm and enjoyable with above-average craft and a fun cast, Candy Cane Lane avoids the monotony that tends to plague other Christmas movies. Which isn't to say that the film is a new classic—it still concludes too easily and doesn't give its more emotional side the space to breathe. But with an entertaining fantasy premise (specifically, a sort of scavenger hunt based on The Twelve Days of Christmas) bolstered by strong visual effects and supporting actors who have been given free rein to improvise, the movie stays dynamic and lightly humorous, if a little lacking in substance.

Genre: Comedy, Family, Fantasy

Actor: Aidan Kennedy, Ali Astin, Amanda Schoonover, Amy Johnston, Anjelah Johnson-Reyes, Catherine Dent, Chris Redd, D.C. Young Fly, Danielle Pinnock, David Alan Grier, Eddie Murphy, Genneya Walton, Iman Benson, James DuMont, Jenly Crespo, Jillian Bell, Kelly Younger, Ken Marino, Kevin Olusola, Kimberly Christian, Kirstin Maldonado, Lombardo Boyar, Madison Thomas, Matthew Sallee, Mitch Grassi, Nick Offerman, Preston Galli, Reginald Hudlin, Riki Lindhome, Robin Thede, Scott Hoying, Stephen Tobolowsky, Tallie Brinson, Thaddeus J. Mixson, Tiago Roberts, Timothy Simons, Tracee Ellis Ross, Trevante Rhodes

Director: Reginald Hudlin

Rating: PG

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While the film attempts to depict teenage sexuality, Dear David misses the mark due to certain plot points. At the heart of the film, Dear David is all about expression – that teenagers actively seek for ways to explore their sexuality like fanfiction, photos, and clothing. In taking on this premise, the hope for these kids would be to be able to to express these feelings through safe and constructive spaces. But because the film only presents Laras’ work as porn without plot, her relationship with David doesn’t feel like it stems from genuine affection. David isn’t characterized as popular enough for everyone to have a good concept of him, to have a positive canon narrative about him, and so, as Laras’ work spreads, it’s only his objectified self people have in mind. Her creative work comes across as some form of sexual harassment, rather than innocent expression.

Genre: Comedy, Drama, Romance

Actor: Agnes Naomi, Caitlin North Lewis, Chanceline Ebel, Claudy Putri, Emir Mahira, Frans Nicholas, Izabel Jahja, Jenny Zhang, Lutesha, Natalius Chendana, Palestina Irtiza, Restu Sinaga, Ricky Saldan, Shenina Cinnamon

Director: Lucky Kuswandi

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With a boring wedding, attended by a guarded woman and a spontaneous man, starting a series of shared recollections of past heartbreak, Which Brings Me to You has all the elements needed for an early aughts romcom, releasing at a time when Y2K is trending. The original novel’s epistolary format is interestingly translated into flashbacks told in one whole day, with Will and Jane visually popping within the sequences as the two get to know each other through their past heartbreaks. It’s a unique idea, but the execution feels lackluster, with the dialogue and direction that can’t be saved through Lucy Hale’s or Nat Wolff’s efforts. There’s certainly something here about romance being a possible avenue to open up, but Which Brings Me to You doesn’t build the chemistry to get there.

Genre: Comedy, Drama, Romance

Actor: Alexander Hodge, Avery Cole, Britne Oldford, Chase Liefeld, Genevieve Angelson, Jamie McRae, John Gallagher Jr., Laura Kai Chen, Lucy Hale, Marceline Hugot, Michael Mulheren, Mitzi Akaha, Nat Wolff, Reilly Walters, Ward Horton

Director: Peter Hutchings

Rating: PG-13

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In a time where the Metaverse feels more and more a looming presence, hoping to crown our complex realities with its utopian promise, it's only natural to expect a film set precisely there. Director L.E. Staiman took a chance with Love Virtually, but his attempt to make a zany, absurdist rom-com (riffing off the title of your aunt's annual Christmas rewatch) simply fails. The premise sees a few couples on the brink of breaking up reconnect with the help of VR headsets, challenging each other's commitment, or cheating with each other (without knowing it of course). A rather funny gambit gets sucked into a vortex of dullness when the characters speak, their dialogues irksome to the point of second-hand embarrassment. Instead of exploring the possibilities of VR relations through an ironic lens, the film seems to not even care enough to look for the genuine comedic potential of the Metaverse as a concept-turned-space. Even the three separate references to Timothée Chalamet don't make a difference to how surprisingly retrograde and somehow banal all of this feels.

Genre: Comedy, Romance

Actor: Adam Ray, Cheri Oteri, Danielle Krivak, Henry Dittman, Nikki Alexis Howard, Paul F. Tompkins, Peter Gilroy, Ryan O'Flanagan, Stephen Tobolowsky, Tom Virtue, Vincent Washington

Director: L.E. Staiman

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The American Christian film industry hasn't been terribly successful at crossing over to general audiences, and Journey to Bethlehem still succumbs to corny attempts at humor and performances that can still feel too self-conscious. But not unlike a musical such as Jesus Christ Superstar, this movie finds moderate success at balancing its faith-based elements with a focus on individual characters. Creative license has obviously been taken here to varying results: the songwriting is generally uninspired and lacks a unified style, but the songs add much-needed shades of humanity to a story that most people probably know as a Sunday school summary.

Genre: Comedy, Drama, Family, Music

Actor: Alicia Borrachero, Antonio Banderas, Antonio Cantos, Antonio Gil, Fiona Palomo, Geno Segers, Joel Smallbone, María Pau Pigem, Milo Manheim, Omid Djalili, Pedro Aijón, Rizwan Manji, Stephanie Gil

Director: Adam Anders

Rating: PG

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First shown in 2021 Madrid International Film Festival, Support Group Olympus made its US debut early 2023 through Prime Video. Given the wacky premise, it was easy to assume that the film would be humorous, and there are moments when its dry humor shines. However, the film takes a more contemplative approach, as the unchanging gods refuse to change, though they crave the status and power they used to have. This slow-paced approach feels appropriate, and had the film’s internal logic worked, the film could have contemplated the changes that happened not just to the gods, but to human livelihood as well. It’s definitely a unique story that needed more work on its execution.

Genre: Comedy, Drama

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Fairytale parodies reimagine these classic tales to reexamine or question its related themes. Once Upon a Crime attempts to do this by imagining Little Red Riding Hood as a detective investigating the murder of a hairdresser in Cinderella’s ball. The campy glamor of the costumes and sets, as well as the incongruence of Little Red’s detective mindset, makes the film watchable. However, the film takes strange twists that stray too far from the original stories. And while the cut locks make an intriguing metaphor, the resulting ending betrays any sense of justice for the characters, most especially the abused Cinderella.

Genre: Adventure, Comedy, Crime, Fantasy

Actor: Atsuhiro Inukai, Jiro Sato, Kanna Hashimoto, Masaki Kaji, Midoriko Kimura, Miki Maya, Mirei Kiritani, Mizuki Yamamoto, Natsuna Watanabe, Takanori Iwata, Tomoharu Hasegawa, Tsuyoshi Muro, Yuko Araki, Yumi Wakatsuki, 室毅

Director: Yuichi Fukuda

Rating: PG

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Playing the lead in an addiction drama has long been shorthand for “I’m a serious actor,” but that’s not something Florence Pugh needs to convince us of, especially not when the drama is as contrived as A Good Person is. Though it has a solid foundation from which to explore worthy subjects — Pugh’s character Allison begins abusing painkillers after accidentally causing the death of two people in a car accident —  writer-director Zach Braff overstuffs the film with too many distractingly histrionic happenings for a compelling reflection on guilt and forgiveness to really emerge.

What’s more, any potential A Good Person has is squandered by the film’s frequent and bizarre tonal swerves from tearjerking sincerity to generational comedy, a jarring effect mimicked by the soundtrack’s wild veering from moody melodies to bright piano music in a single cut. Though Pugh does her customary excellent work here, she’s ultimately undermined by all the overlong, transparently manufactured, and downright whiplash-inducing melodrama around her.

Genre: Comedy, Drama

Actor: Alex Wolff, Brian Rojas, Celeste O'Connor, Chinaza Uche, Drew Gehling, Florence Pugh, Ignacio Diaz-Silverio, Jackie Hoffman, Jessie Mueller, Lauren Yaffe, Molly Shannon, Morgan Freeman, Nichelle Hines, Oli Green, Ryann Redmond, Sydney Morton, Toby Onwumere, Victor Cruz, Zoe Lister-Jones

Director: Zach Braff

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The Machine wants us to assume many unlikely things, with Bert Kreischer’s global fame being the most improbable. It also wants to be both high stakes as we follow Bert and his father (Mark Hamill) being chased by the mafia and comedic as they make lighthearted jokes along the way. But it never really achieves that balance. Though it looks sleek and high-budgeted, its contents are lopsided and messy, not once hitting the mark on its many targets. Moreover, it's based on a premise so thin, that it loses all credibility midway through the film. After that, it simply becomes a parody of itself. To be sure, there are some noteworthy moments in between, like when Kreischer and Hamill share genuine father-and-son moments, but for the most part, it’s just too overbearing to warrant anyone’s attention.

Genre: Action, Comedy, Crime

Actor: Aleksandar Srećković 'Kubura', Amelie Child-Villiers, Bert Kreischer, Brian Caspe, Dobrila Stojnic, Đorđe Simić, Iva Babić, Jess Gabor, Jimmy Tatro, Mark Hamill, Marko Nedeljković, Martyn Ford, Mercedes De La Cruz, Milena Predić, Miodrag Dragičević, Nikola Đuričko, Oleg Taktarov, Rita Bernard-Shaw, Robert Maaser, Set Sjöstrand, Stephanie Kurtzuba, Tea Wagner, Vladimir Gvojić

Director: Peter Atencio

Rating: R

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The suggestion that life gets better if only you stand up for yourself is a helpful one. After all, self-confidence is something young kids could use a lot more of. But it’s also not true, and for Sid to instantly get his dream life once he starts applying himself just doesn’t ring true. Things unfold a little too smoothly and conveniently in this movie, making it less of an actual coming-of-age journey (which is complicated and messy) and more of a young boy’s simpleminded fantasy (that is, idealistic and egotistic). I just don’t buy that Sid, a kid who has been shy and avoidant all his life, gains all the wisdom, courage, and charisma of a hero overnight. And it certainly doesn’t help that everyone in his high school looks like they’ve long graduated from college. Ultimately, Sid is Dead lacks the authenticity to stand out from the wealth of excellent teen dramas we’ve been spoiled with in recent years. 

Genre: Comedy, Drama

Actor: Anjelica Bette Fellini, Aubrey Cleland, Audrey Whitby, Belissa Escobedo, Carla Gallo, Denisea Wilson, Eileen Galindo, Genevieve Hannelius, Helen Hong, Jack Griffo, Joey Bragg, Luke Massy, Mary Stuart Masterson, Suraj Partha, Tyler Alvarez

Director: Eli Gonda

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There’s no way to escape it– the plotline of One True Loves feels like the other side of Cast Away (2000), but instead of focusing on the survival aspect, it focuses on the wife trying to move on with grief. The original novel portrays Emma moving on through reclaiming her past, and learning to appreciate the roots she’s tried to forget with her lost husband. However, the film adaptation falters in depicting the personal, inner world of Emma, as it bungles through the timelines with Hallmark-esque quotes and disarranged scenes. It tries to save the film through its star-studded cast, but their decent performances can’t save the way the film is structured.

Genre: Comedy, Drama, Romance

Actor: Beth Broderick, Christina Bach, Cooper van Grootel, Gabriella Garcia, Gary Hudson, Jacinte Blankenship, Jay DeVon Johnson, Jessi Goei, Kelvin Hodge, Lauren Tom, Luke Bracey, Michael OKeefe, Michaela Conlin, Oceana Matsumoto, Oona Yaffe, Phillipa Soo, Simu Liu, Tom Everett Scott, Victoria Blade, Wil Deusner

Director: Andy Fickman

Rating: PG-13

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