93 Best Challenging Movies On Itunes Canada

Staff & contributors

One of the cinema's most noble roles is to challenge pre-conceived perceptions and tackle difficult questions about humanity and the world. Here are some of the most important and topically challenging movies to stream right now.

Find the best challenging movies to watch, from our mood category. Like everything on agoodmovietowatch, these challenging movies are highly-rated by both viewers and critics.

Understated in budget but lavished with praise, this semi-autobiographical drama by Daniel Destin Cretton flings its audience into the chaotic lives and personal crises of at-risk youths and the passionate social workers that aid them. In his first feature film, the young director draws the viewers into the storm of events and the emotional ups-and-downs of social work in America, going from uplifting to depressing and back – and every emotion in-between.

Set in the real-life and eponymous group home Short Term 12, devoted but troubled foster-care worker Grace is played by Brie Larson, whose shining performance in her first leading role was lauded by critics. Fans will also recognize the supporting actors Lakeith Stanfield and Rami Malek, who broke out in this movie. Short Term 12 is now considered one of the most important movies of 2013 – some say of the decade – owing to its immaculate writing, intimate camerawork, and gripping performances.

Genre: Drama

Actor: Alex Calloway, Angelina Assereto, Brie Larson, Diana Maria Riva, Frantz Turner, Harold Cannon, Joel P. West, John Gallagher Jr., Kaitlyn Dever, Keith Stanfield, Kevin Hernandez, Lakeith Stanfield, Lydia Du Veaux, Melora Walters, Michelle Nordahl, Mohammad Shiravi, Rami Malek, Silvia Curiel, Stephanie Beatriz

Director: Destin Cretton, Destin Daniel Cretton

Rating: R

Not one but two Oscars as well as a Golden Globe are among this movie’s never-ending list of accolades. It was the first Iranian film ever to get an Oscar and the first non-English film ever nominated for Best Screenplay. Originally titled The Separation of Nader from Simin in Persian, it homes in on the dissolving relationship of a middle-class couple from Teheran – and the unintended consequences of tragic events.

However, this film is so intense, well-acted, and well-written, it defies categorization. To be sure, the movie does offer a painful look at a deteriorating marriage. It’s also timely, dealing with the politics of theocracy, economic underdevelopment, and social alienation. It presents tense moral dilemmas without pointing a finger. If you’re curious to learn about the humans of Iran and, by cultural extension, the humans of the Middle East beyond the scope of global politics, A Separation is also for you.

But please don’t call it world cinema, because this is no Slumdog Millionaire. Above all, it is a searing portrayal of human conflict, relationships, and morals. It is an almost perfect depiction of how many bad people are simply good people running out of options.

Genre: Drama

Actor: Ali-Asghar Shahbazi, Babak Karimi, Bahareh Riahi, Kimia Hosseini, Leila Hatami, Merila Zare'i, Payman Maadi, Peyman Maadi, Peyman Moaadi, Sahabanu Zolghadr, Sare Bayat, Sareh Bayat, Sarina Farhadi, Shahab Hosseini, Shirin Yazdanbakhsh

Director: Asghar Farhadi

Rating: PG-13

, 2014

Aptly named ‘Rupert Grint on speed’ by one critic, Antoine-Olivier Pilon plays Steve, an abusive ADHD adolescent who just got out of a juvenile care facility for setting fire to the school cafeteria and injuring a fellow student. Similarly, his mother Diane, played by Anne Dorval, is a type of Lorelai Gilmore on speed – and to say that sparks fly when they clash is an understatement. But help comes from unexpected places: ‘Die’ makes friends with Kyla, an anxious teacher living across the street, who then gets sucked into this crazy, volcanic mess.

Mommy is the fifth feature film by French-Canadian don’t-call-him-a-hipster director Xavier Dolan and won the Cannes Jury Prize for its originality. It is shot in the 1:1 ‘portrait’ format, but every now and then a moment of exhilaration will crack open the frame. The brutality on screen is sugar-coated by an all-over-the-place soundtrack that includes the Counting Crows, Celine Dion, and Blue (Da Ba Dee) by Eiffel 65.

Shrill, violent, and demented, this out-of-control dark comedy will punch you in the guts. But it also aims straight for the heart and doesn't miss. Prepare to be continually torn between laughing out loud, clawing your seat, and covering your mouth in shock.

Genre: Drama

Actor: Alexandre Goyette, Anne Dorval, Antoine-Olivier Pilon, Catherine Brunet, Danielle Lepine, Dominic Desnoyers, Guenièvre Sandré, Guillaume Laurin, Huguette Gervais, Isabeau Blanche, Isabelle Nélisse, Jean-Philippe Baril-Guérard, Jeanne Roux-Coté, Johanne Garneau, Justin Laramée, Mathieu Dufresne, Michèle Lituac, Michael Rudder, Michele Lituac, Natalie Hamel-Roy, Nathalie Hamel-Roy, Patrick Huard, Pierre-François Bouffard, Pierre-Yves Cardinal, Reda Guerinik, Rosalie Fortier, Sabrina Bisson, Stéphane Julien, Steven Chevrin, Suzanne Clément, Suzanne Clément, Sylvie Lemay, Ted Pluviose, Vincent Fafard, Viviane Pacal

Director: Xavier Dolan

Rating: R

A wealthy paraplegic needs a new caretaker. His choice is surprising -- an ex-con down on his luck. Both of their lives are changed forever. Based on a true story, it is funny, touching, and very surprising.  It will have you rolling on the floor laughing one minute and reaching for your hankie the next. Intouchables is one of those perfect movies, that will easily and instantly make anyone's all-time top 10 list.

Genre: Comedy, Drama

Actor: Absa Diatou Toure, Alba Gaïa Kraghede Bellugi, Alba Gaïa Bellugi, Anne Le Ny, Antoine Laurent, Audrey Fleurot, Benjamin Baroche, Camila Samara, Caroline Bourg, Christian Ameri, Clotilde Mollet, Cyril Mendy, Dominique Daguier, Dorothée Brière, Elliot Latil, Émilie Caen, François Bureloup, François Caron, François Cluzet, Grégoire Oestermann, Hedi Bouchenafa, Ian Fenelon, Jean-François Cayrey, Jérôme Pauwels, Joséphine de Meaux, Joséphine de Meaux, Marie-Laure Descoureaux, Michel Winogradoff, Nicky Marbot, Omar Sy, Philippe Pozzo di Borgo, Pierre-Laurent Barneron, Renaud Barse, Salimata Kamate, Sylvain Lazard, Thomas Solivérès, Yun-Ping He

Director: Eric Toledano, Olivier Nakache

Rating: R

How do you make a film about the Holocaust feel new? How do you make the terrors feel fresh, like it was just in the news, without sounding redundant or without giving into the sensationalized and emotionally manipulative? For Director Jonathan Glazer, the answer lies in not what you show but what you don’t show. The Zone of Interest is shot from the point of view of Nazi Officer Rudolf Höss (Christian Friedel) and his wife Hedwig (Sandra Hüller), who live a dreamy life right next to the infamous Auschwitz death camp. Glazer frames them plainly and without flourish as they ignore (or, arguably, revel in) the glow of burning bodies, the howls of pain, and the billows of smoke coming from the torture chamber a wall away. It’s a powerful, nauseating contrast that turns the question from “How can they do this?” to “Who among us is committing the same things right now?” Who among us is casting a blind eye to the atrocities and genocide being committed at this very moment to our neighbors? The film, which is also a technical feat in terms of the way it’s shot (the crew and cameras remained hidden so that the actors were free to roam, as if in a play) is chilling and thought-provoking, and it will unnerve you for days on end.

Genre: Drama, History, War

Actor: Anastazja Drobniak, Christian Friedel, Daniel Holzberg, Freya Kreutzkam, Imogen Kogge, Jakub Sierenberg, Johann Karthaus, Klaudiusz Kaufmann, Lilli Falk, Luis Noah Witte, Marie Rosa Tietjen, Maximilian Beck, Medusa Knopf, Nele Ahrensmeier, Rainer Haustein, Ralph Herforth, Sandra Hüller, Sascha Maaz, Shenja Lacher, Thomas Neumann

Director: Jonathan Glazer

Rating: PG-13

Legend has it that director Derek Cianfrance had the co-stars and co-executive producers Michelle Williams and Ryan Gosling live together in the same house for a month in preparation of their roles. The fictional couple they play in Blue Valentine lived in the same house. True or not, this created the harsh proximity, intensity, and claustrophobia that is a hallmark of this production. Blue Valentine brings us painfully close to the couple's attraction as well as their agony.

In this way, Blue Valentine is a heart-breaking examination of the decaying shell of a once-bright marriage. As sad as it is sexy, it mixes intense flashbacks of past desire with the grim reality of married life's monotony. It boasts an electrifying performance from Michelle Williams and Ryan Gosling, who seamlessly combine tenderness and lust, rage and sadness. This is a guaranteed tear-jerker, so make sure you've brought your Kleenexes!

Genre: Drama, Romance

Actor: Alan Malkin, Ashley Gurnari, Barbara Troy, Ben Shenkman, Carey Westbrook, Enid Graham, Faith Wladyka, Ian Bonner, James Benatti, Jen Jones, John Doman, Joseph Basile, Mark Benginia, Marshall Johnson, Maryann Plunkett, Michelle Williams, Mike Vogel, Robert Russell, Ryan Gosling, Tamara Torres

Director: Derek Cianfrance

Rating: R

Thirty years after its release, the first ever Chinese language Palme d’Or winner has finally been made more accessible through Criterion Channel through its uncut 4K restoration. Farewell My Concubine is one of those classical epics that is considered essential viewing, but even with its near 3 hour runtime, the film still holds up all these decades later with its startlingly heartrending love story and depiction of the tumultuous shifts of 20th century China. Director Chen Kaige masterfully balances both sides, tapping into the pain Dieyi (Leslie Chung) chooses as he clings to the classical opera, the very art form that allows him a sliver of his unrequited love to be realized, but that is also limited depending on whichever government is in charge at the moment. It’s possibly one of the most beautiful and most miserable films ever made.

Genre: Drama

Actor: Dan Li, David Wu, Fei Zhenxiang, Ge You, Gong Li, Huang Lei, Jiang Wenli, Lei Han, Leslie Cheung, Lu Qi, Yang Lixin, Ying Da, Zhang Fengyi, Zhi Yitong

Director: Chen Kaige

Rating: R

, 1997

Cure is about a mad society, where both cure and sickness might be one and the same. Director Kiyoshi Kurosawa subverts the police procedural into an interrogation without definite answers, an abstract study on the evil that resides and is suppressed in every person’s heart. Unlike most horror films, Cure’s scares are left in plain sight, hypnotically mesmerizing as they are gruesome, with a sense of mundanity associated with other Japanese masters like Ozu or Kore-eda. “At the time it just seemed the right thing to do,” a man answers when asked why he killed his wife, and it is this contradictorily calm, nonchalant demeanor that creates a feeling of unease in the film’s horror aesthetic.

Genre: Crime, Drama, Horror, Mystery, Thriller

Actor: Akira Otaka, Anna Nakagawa, Denden, Hajime Tanimoto, Kōji Yakusho, Makoto Kakeda, Makoto Togashi, Masahiro Toda, Masato Hagiwara, Misayo Haruki, Ren Osugi, Shôgo Suzuki, Shun Nakayama, Taijirō Tamura, Takeshi Mikami, Taro Suwa, Tsuyoshi Ujiki, Yoriko Dōguchi, Yukijiro Hotaru

Director: Kiyoshi Kurosawa

Ahmed plays Ruben Stone, a heavy metal drummer, who plays in a band and lives in a tour bus with his girlfriend Lou (Olivia Cooke). Quickly after meeting the couple, we witness the touring musician drastically losing his hearing. As recovering addicts with little financial means, they soon run out of options. Lou desperately wants to prevent Ruben's relapse into addiction and so she helps him retreat to a deaf community group home, run by the illustrious Joe, a truly amazing character played by the equally amazing Paul Raci, himself the hearing son of deaf parents. There is something deeper going on though: the question of what disability is, and how, despite how it drastically changes Ruben's life, it might not be his biggest problem. In addition to the stellar acting and delicate writing, we experience his condition through the incredible sound design used by director Darius Marder, complete with muffled conversations, garbled noises, and piercing silence. This is a movie to be taken in completely. Above all, it's about Riz Ahmed's performance. He learned to play drums, sign language, and studied deafness ahead of the shooting, and he does not strike a wrong note.

Genre: Drama, Music

Actor: Alan Resnic, Bill Thorpe, Chelsea Lee, Chris Perfetti, Ezra Marder, Hillary Baack, Jamie Ghazarian, Lauren Ridloff, Mathieu Amalric, Michael Tow, Olivia Cooke, Paul Raci, Rena Maliszewski, Riz Ahmed, Tom Kemp, William Xifaras

Director: Darius Marder

Rating: R

Directed by celebrated artist-turned-filmmaker Julian Schnabel, who won an award in Cannes for it, The Diving Bell and the Butterfly is the true story of the Parisian journalist and fashion editor Jean-Dominique Bauby (Mathieu Amalric), who suffered a devastating stroke at the age of 43. Paralyzed almost completely by what is termed locked-in syndrome, his left eye was the only part of his body that he was still able to move. In a Herculean effort, Bauby learned to blink in an alphabet code that eventually enabled him to communicate. The film alternates between Bauby's interaction with his visitors and caretakers (including painstakingly dictating his memoir, the titular Le Scaphandre et le Papillon) and dream-like fantasies and memories of his life prior to paralysis. The title alludes to this juxtaposition: the diving bell representing his final state of isolation, akin to a deep-sea diver under a bell, and the butterfly as a symbol for his blinking eye and the freedom he has in his mind, dreams, and imagination. Shot from Bauby's perspective, we see what he sees. Be it his divorced but loyal wife and his family visiting him, or his old father, played by Max von Sydow, which is probably the scene in this fascinating movie that will make you lose it and weep like the rest of us.

Genre: Drama, History

Actor: Agathe de La Fontaine, Anne Alvaro, Anne Consigny, Emma de Caunes, Emmanuelle Seigner, Fiorella Campanella, Françoise Lebrun, Gérard Watkins, Isaach De Bankolé, Jean-Philippe Écoffey, Jean-Pierre Cassel, Laure de Clermont-Tonnerre, Lenny Kravitz, Marie-Josée Croze, Marina Hands, Mathieu Amalric, Max von Sydow, Nicolas Le Riche, Niels Arestrup, Olatz Lopez Garmendia, Patrick Chesnais, Talina Boyaci, Zinedine Soualem

Director: Julian Schnabel

Rating: PG-13

Nothing about Saint Omer is easy. A female Senegalese migrant (Guslagie Malanga) is put to trial for committing infanticide, but throughout the film, it becomes clear how much of a victim she is too, of an uncaring and deeply prejudiced society. “What drove her to madness?” Her attorney asks at one point. We’re not sure. We're not necessarily asked to side with her, nor answer the many hard-hitting questions brought up in the film, but we sit with the uneasiness of it all and, in that silence, confront our ideas about motherhood, womanhood, personhood. 

This confusion is what makes the film so compelling. Despite the court’s best efforts, Laurence isn’t meant to be understood. She’s meant to be an example of the ever-ambiguous, forever-complicated, always-hurt person. It’s human nature after all to be this complex and messed up. The film shows us that the best that we can do in situations like this is to listen, understand, and as our protagonist Rama (Kayije Kagame) does, make peace with the noise. 

Genre: Crime, Drama

Actor: Aurelia Petit, Guslagie Malanda, Kayije Kagame, Louise Lemoine Torrès, Salimata Kamate, Valérie Dréville, Xavier Maly

Director: Alice Diop

In a world where mortality has been overcome, people watch in awe as the as the 118-year-old Nemo Nobody, the last mortal on Earth, nears his end. He is interviewed about his life, recounting it at three points in time: as a 9-year-old after his parents divorced, when he first fell in love at 15, and as an adult at 34. The three stories seemingly contradict each other. Utilizing non-linear cinematography, Belgian director Jaco Van Dormael presents each of these branching pathways as a version of what could have been. The result is a complex, entangled narrative. That and the movie's ensemble cast, featuring Jared Leto, Sarah Polley, and Diane Kruger, have turned Mr. Nobody into a cult classic. The soundtrack, featuring several of the beautifully restrained music by Eric Satie, is also considered a masterpiece. While it is surely not for everybody, this is trippy, intimate, and existential sci-fi at its best.

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

Actor: Aaron Landt, Alice van Dormael, Allan Corduner, Andrew Simms, Audrey Giacomini, Ben Mansfield, Carlo Mestroni, Catherine Demaiffe, Christelle Cornil, Christophe Beaucarne, Clare Stone, Daniel Brochu, Daniel Mays, David Kennedy, David Schaal, Diane Kruger, Dominique Warnier, Harold Manning, Harry Cleven, Hugo Harold-Harrison, Jan Hammenecker, Jared Leto, Jenna Wheeler-Hughes, John Churchill, Juliette Van Dormael, Juno Temple, Laura Brumagne, Laurent Capelluto, Leni Parker, Linh Dan Pham, Lola Pauwels, Manfred Andrae, Marc Zinga, Marie-Ève Beauregard, Martin Swabey, Natasha Little, Nicholas Beveney, Olivier Bony, Pascal Duquenne, Philippe Godeau, Philippe Lévy, Pierre Chaves, Rhys Ifans, Roline Skehan, Sandrine Laroche, Sarah Gravel, Sarah Polley, Serge Larivière, Stéphane Taillasson, Sylvie Olivé, Tedd Dillon, Thomas Byrne, Toby Regbo, Vincent Dupont, Virginie Bordes, Vito DeFilippo

Director: Jaco Van Dormael

Rating: R

Winning him Best Director at the Academy Awards, Kenneth Lonergan's drama Manchester By the Sea is a delicate and profound study of loss and grief—and a true triumph. Its focus on characters, well-paced unfolding as well as world-class acting are only equal to the very best of European dramas. This type of quiet exploration of the possibility that grief cannot be overcome has rarely been successful in American cinema, if ever. The last best attempt was probably You Can Count on Me. Originally a playwright, this is Lonergan's third film and Manchester by the Sea is where he unveils his full potential. It follows a depressed handyman, Lee Chandler (Casey Affleck), who leads a quiet but angry life. After his brother dies, he returns to his hometown only to discover that he is the only left to take care of his teenage nephew. There, he is confronted with his past and the blue-collar community from which he was raised. Co-produced by Matt Damon, it grossed around $80 million on a budget of $8.5 million. One of the most noted films of 2016.

Genre: Drama

Actor: Allyn Burrows, Anna Baryshnikov, Anthony Estrella, Ben Hanson, Ben O'Brien, Brian A. White, C.J. Wilson, Carolyn Pickman, Casey Affleck, Christian J. Mallen, Danae Nason, Ellie Teves, Erica McDermott, Frank Garvin, Gretchen Mol, Heather Burns, Ivy O'Brien, Jackson Damon, Jami Tennille, Joe Stapleton, Josh Hamilton, Kara Hayward, Kenneth Lonergan, Kt Baldassaro, Kyle Chandler, Lewis D. Wheeler, Liam McNeill, Lucas Hedges, Matthew Broderick, Michelle Williams, Missy Yager, Nellie Lonergan, Oscar Wahlberg, Quincy Tyler Bernstine, Richard Donelly, Robert Sella, Ruibo Qian, Shawn Fitzgibbon, Stephen Henderson, Stephen McKinley Henderson, Susan Pourfar, Tate Donovan, Tom Kemp, Wendy Overly, William Bornkessel, Zain Ullah

Director: Kenneth Lonergan

Rating: R

Orcas killing people? Saving whales? There was indeed a time when these issues were frontpage news and that might be the reason why this sounds like a 90s cliché to you. You might agree that this issue should be staunchly dealt with once you've watched Gabriela Cowperthwaite's 2013 documentary. Orcas still being held captive by marine parks like SeaWorld to perform stunts and to parade around swimming pools to entertain ticket-buying families. Blackfish is the story of one of them in particular: a bull Orca named Tilikum, who has killed several people as a result of their immoral imprisonment. Similar incidents tend to be covered up by the parks' operators and management. They are, however, attributable to the fact that the animals are quiet simply driven mad by the unnatural conditions they are subjected to. They are not born as killers, they are turned into them. First-hand accounts by former whale trainers and experts deliver fascinating truths about Tilikum and the species as whole, elaborating on their remarkable intelligence and social behaviors. For those unaware of this, this passionate documentary makes for a chilling watch.

Genre: Documentary, Drama

Actor: Anderson Cooper, Carol Ray, Dean Gomersall, Gabriela Cowperthwaite, James Earl Jones, John Hargrove, John Jett, John Sillick, Mark Simmons, Mercedes Martinez, Samantha Berg, Tamarie Tollison, Tilikum, Whoopi Goldberg

Director: Gabriela Cowperthwaite

Rating: PG-13

, 2011

It might seem like a no-brainer that trying to make a comedy movie featuring a character with cancer is not a great idea. And while there may be a good share of failed attempts in that category, 50/50 is not one of them. And then it might come as a surprise that this subtle attempt at cancer comedy comes courtesy of Superbad creators Seth Rogen and Evan Goldberg. It also stars indie cutie Joseph Gordon-Levitt as the young and fit Adam Lerner, who works as a writer for public radio before learning that he has malignant tumors all along his spine. Between his overbearing mum (Anjelica Huston), slightly obnoxious but good-hearted bestie (Seth Rogen), self-help groups, and his therapist (played by Anna Kendrick), he struggles to find a way of acquiescing to his 50/50 chance of survival. Similarly, 50/50 strikes a delicate balance between the bromance gags, the date-movie elements, and the grave subject matter at its heart. It manages to mine humor, pathos, and simple honesty from a dark situation, and is not afraid to “go there”. The result is truly compassionate comedy.

Genre: Comedy, Drama

Actor: Adrian Glynn McMorran, Amitai Marmorstein, Andrea Brooks, Andrew Airlie, Anjelica Huston, Anna Kendrick, Beatrice King, Brent Sheppard, Bryce Dallas Howard, Cameron K. Smith, Chilton Crane, Christopher De-Schuster, D.C. Douglas, Daniel Bacon, Donna Yamamoto, Jason Vaisvila, Jessica Parker Kennedy, Jonathan Levine, Joseph Gordon-Levitt, Laura Bertram, Lauren Miller, Luisa D'Oliveira, Marie Avgeropoulos, Matt Frewer, Matty Finochio, P. Lynn Johnson, Peter Kelamis, Philip Baker Hall, Sarah Smyth, Serge Houde, Seth Rogen, Stephanie Belding, Stephen Colbert, Sugar Lyn Beard, Tom MacNeill, Veena Sood, Will Reiser, William 'Big Sleeps' Stewart, Yee Jee Tso

Director: Jonathan Levine

Rating: R