105 Best Challenging Movies On Itunes (Page 5)

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.

Twisted yet deep. Sad yet interesting. Slow yet exhilarating. A Ghost Story is an incredible artistic achievement. With hardly any dialog, and breathtakingly long takes in its first half, it manages to bring you in its own creepy world and not let go until you feel completely lonely. Starring Rooney Mara and Casey Affleck as a loving couple who are hit with a horrible tragedy, the beginning is slow, and it's not a plot driven movie, but if you give it a chance it will blow your mind.

Genre: Drama, Fantasy, Romance

Actor: Augustine Frizzell, Barlow Jacobs, Brandi Price, Brea Grant, Carlos Bermudez, Casey Affleck, Chris Gardner, David Lowery, David Pink, Giovannie Cruz, Grover Coulson, Jonny Mars, Kenneisha Thompson, Kesha, Kesha Rose Sebert, Liz Cardenas, Liz Cardenas Franke, Liz Franke, McColm Cephas Jr., Nikita Patel, Rob Zabrecky, Rooney Mara, Sonia Acevedo, Will Oldham, Yasmina Gutierrez

Director: David Lowery

Rating: R

This fiery coming-of-age drama has an unlikely origin story: director Jonas Carpignano was first introduced to the sprawling Roma clan that makes up most of the movie’s cast when one of them stole his car while he shot another film. The charismatic Amato family made such an impression on him that he decided to center a movie around their real lives, naming it for the insular neighborhood they live in on the outskirts of a Southern Italian town.

The Amatos are part of a much-maligned ethnic minority, but not the only one in the film. The Ciambra pokes at the idea of solidarity between the Amatos and local African migrants: while his elders are quick to reject the idea, plucky 14-year-old Pio (Pio Amato) flits across these invisible borders and bonds with Ayiva (Koudous Seihon). But Pio is desperate to win the respect of the men in his family, who might then allow him to take part in their criminal exploits — a crisis point The Ciambra chronicles with raw emotion. This is a movie whose grit and bleakness often recall the uncompromising gaze of neo-realist classics, as a child is heartbreakingly forced to declare his allegiances in the dog-eat-dog world his elders can’t imagine an alternative to.

Genre: Crime, Drama

Actor: Damiano Amato, Francesco Papasergio, Iolanda Amato, Koudous Seihon, Patrizia Amato, Pio Amato, Rocco Amato, Susanna Amato

Director: Jonas Carpignano

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

You may have heard about this 2019 critic-favorite from clips like this one of a kid running to flee the movie theater during a screening. “little billy ran the f**k out the door”, the caption reads.

You will want to do the same. Recovering from losing her sister and her parents in a single incident, a young girl goes on a trip to Sweden to observe a ritual within a bizarre commune that occurs every 90 years. This cult’s idea of death and their traditions intersect with the girl’s grief to create unthinkable monstrosities.

Note: while some readers praise the movie for its depiction of anxiety, I highly recommend against watching Midsommar if you suffer from panic attacks.

Genre: Drama, Horror, Mystery

Actor: Agnes Westerlund Rase, Anders Back, Anders Beckman, Anki Larsson, Anna Åström, Anna Berentzen, Archie Madekwe, Austin R. Grant, Björn Andrésen, Ellora Torchia, Florence Pugh, Frans Cavallin Rosengarten, Gunnel Fred, Hampus Hallberg, Henrik Norlen, Isabelle Grill, Jack Reynor, Julia Ragnarsson, Katarina Weidhagen, Klaudia Csányi, Lars Väringer, Lennart R. Svensson, Levente Puczkó-Smith, Liv Mjönes, Louise Peterhoff, Mats Blomgren, Mihály Kaszás, Rebecka Johnston, Tove Skeidsvoll, Vilhelm Blomgren, Vilmos Kolba, Will Poulter, William Jackson Harper, Zsolt Bojári

Director: Ari Aster

Rating: R

Focusing on the personal over the global, 76 Days serves as a valuable reminder for generations to come, of the catastrophic human cost of a pandemic. The film's directors (including one or more filmmakers who have had to keep themselves anonymous) take an entirely boots-on-the-ground approach in Wuhan, China. Together they find both humanity and the loss of humanity in these individual cases of COVID that are stalled by small inconveniences or a general lack of understanding of the disease. And all of this confusion is punctuated by the humbling fact that we never see the nurses' faces. It's a harrowing watch, but it tells us everything we need to know about how much assistance our health workers need and the kind of superhuman things they're tasked with doing every single day.

Genre: Documentary

Director: Hao Wu, Weixi Chen

Most people aspire to have families, deciding to form their own by marrying, bearing children, and if fertility makes that impossible, adopting one. The Official Story is centered on upper middle class Alicia, who’s already made the idyllic family life, with the last piece completed with her adoption of Gaby, but there are secrets held from her, or rather, there are realities that she chose not to listen to because of the painful implications. Writer-director Luis Puenzo juxtaposes the family secret to the violent ones the Argentine junta government kept from its citizens. It's not a subtle comparison– Puenzo makes it obvious– but it's an effective one, as Alicia has to reckon with the fact that she lies in bed with a stranger, as Argentina has to reckon with the remaining junta members and enablers.

Genre: Drama, History

Actor: Analia Castro, Andrea Tenuta, Aníbal Morixe, Carlos Weber, Chela Ruíz, Chela Ruiz, Chunchuna Villafañe, Chunchuna Villafane, Fabián Rendo, Guillermo Battaglia, Héctor Alterio, Héctor Alterio, Hugo Arana, Lidia Catalano, María Luisa Robledo, Marcos Woinsky, Maria Luisa Robledo, Norma Aleandro, Oscar Ferrigno Jr., Pablo Rago, Patricio Contreras, Paula Canals

Director: Luis Puenzo

Rating: Not Rated, NR

The Innocents is a Norweigan thriller that follows four kids who discover they have supernatural powers over the summer. They play around and experiment in the woods nearby, but what begins as harmless fun quickly develops into something much more disturbing and sinister.

This unnerving film, a blend of fantasy and horror, doesn't waste time explaining the origins of its mysticism. Instead, it goes straight into action—bending, twisting, and splitting open anything and anyone that gets in its way. This kind of rawness is shocking given the age range of the characters, but it also works to subvert what we've come to expect from kids, youth, and goodness. The Innocents isn't for the faint of heart, but if you can manage some bloody and unhindged scenes, then it's sure worth checking out. Directed by Eskil Vogt, co-writer of critically-acclaimed films like Thelma and The Worst Person in the World

Genre: Drama, Fantasy, Horror, Thriller

Actor: Alva Brynsmo Ramstad, Ellen Dorrit Petersen, Irina Eidsvold Tøien, Lisa Tønne, Marius Kolbenstvedt, Mina Yasmin Bremseth Asheim, Morten Svartveit, Rakel Lenora Fløttum, Sam Ashraf

Director: Eskil Vogt

The Banshees of Inisherin is an Irish dark comedy film that begins with the breakup of longtime friends Pádraic (Colin Farrell) and Colm (Brendan Gleeson). Averse to the sudden split, Pádraic tries to repair their relationship, but instead of achieving goodwill, he inadvertently sets off even more unrest in their little town of Inisherin. Set in 1923 against the backdrop of the Irish Civil War, the film doubles as a fable about the consequences of war. 

The last time Farrell and Gleeson were together was in the expert thriller In Bruges, and their reunion in The Banshees of Inisherin shows how powerful and chemistry-filled their pairing is. Theirs is a knockout turn, but it's also far from the only good thing in the movie. Packed with gorgeously lush images of rural Ireland, strong performances from an all-Irish cast, and a whipsmart script from writer-director Martin McDonagh, The Banshees of Inisherin is an impactful watch that will give you lots to unpack long after the credits roll. 

Genre: Comedy, Drama

Actor: Aaron Monaghan, Barry Keoghan, Brendan Gleeson, Bríd Ní Neachtain, Colin Farrell, David Pearse, Gary Lydon, Jon Kenny, Kerry Condon, Pat Shortt, Sheila Flitton

Director: Martin McDonagh

Rating: R

One woman’s main character syndrome reaches shocking lows in this vicious Norwegian satire of social-media-era narcissists. Signe (Kristine Kujath Thorp) and her artist boyfriend Thomas (Eirik Sæther) are a deeply toxic couple who torture everyone around them with their constant, petty one-upmanship. When he lands a flashy magazine spread, though, Signe’s usual tactics for slyly redirecting attention her way don’t cut it anymore, and so this compulsive liar takes drastic action and begins overdosing on pills banned for their serious dermatological side effects.

Signe's Munchausen-esque actions have their desired effect: the physically dramatic results instantly make her the center of attention — but not indefinitely. As she craves increasingly bigger spotlights, the film toggles between reality and scenes from her imagination, including a morbid sexual fantasy in which her funeral proves so popular the priest becomes a bouncer, turning away sobbing mourners whom Signe noticed hadn’t visited her in hospital. The rampant narcissism on display here is at turns hilarious and excruciating: Sick of Myself’s sharp social observation skills make it feel, in places, like a movie by cringe-master Ruben Östlund. That stomach-turning effect carries through to the ending, which darkly suggests that, for someone like Signe, even narcissism itself is a condition that can be weaponized for attention.

Genre: Comedy, Drama

Actor: Alexander Berg, Anders Danielsen Lie, Andrea Bræin Hovig, Eirik Sæther, Erlend Mørch, Fanny Vaager, Fredrik Stenberg Ditlev-Simonsen, Guri Hagen Glans, Håkon Ramstad, Henrik Mestad, Ingrid Vollan, Jonas Bakke, Kristine Kujath Thorp, Kristoffer Borgli, Mohammad Afzal, Robert Skjærstad, Sarah Francesca Brænne, Seda Witt, Steinar Klouman Hallert, Terje Strømdahl

Director: Kristoffer Borgli

In an age where recent horror films mostly use the jump-scare as a crutch to make their CGI-spawned (not to mention generic) creatures seem scary, The Babadook portrays real scares, relatable characters and a moving story. Jennifer Kent (director and writer) sets this on the backdrop of heavily Lars von Trier-inspired cinematography, elevating The Babadook from a shot at an amazing horror to a resemblance of an art house film. The unease felt during this film only increases as it creeps towards its conclusion. Whenever the Babadook (the monster of the film) is seen lurking in the peripherals of the camera, appearing in television sets and the shadows to create a sense of omnipresence that disturbs the viewer on a deeper, more primal level than that of so many recent horror films could even hope to reach. It leaves the audience with the sensation that they are being lowered onto a lit candle, spine-first. In short; the seamless acting, the beautiful shots, the slow-burning terror together creates a masterpiece that strides past any horror film of the past decade (maybe even further) and stands toe-to-toe with the greats without even breaking a sweat.

Genre: Drama, Horror

Actor: Adam Morgan, Barbara West, Ben Winspear, Benjamin Winspear, Carmel Johnson, Cathy Adamek, Chloe Hurn, Craig Behenna, Daniel Henshall, Essie Davis, Hayley McElhinney, Jacquy Phillips, Michael Gilmour, Michelle Nightingale, Noah Wiseman, Peta Shannon, Pippa Wanganeen, Stephen Sheehan, Terence Crawford, Tiffany Lyndall-Knight, Tim Purcell

Director: Jennifer Kent

Rating: Not Rated

Comparisons are easy between friends and within peer groups, but the comparison that is most immediate is that between you and your sibling, especially when they wound up more successful than you are. Hilary and Jackie captures that experience between two real-life musical sisters, but the comparison is so much more difficult as Jackie shot to cellist superstardom, even with under the same musical beginnings as her less known sister Hilary. It’s flawed, but it’s deeply personal, diving into their shared anxieties from two different lives, and it’s surprisingly well-rounded, perfectly halved between the sisters’ perspectives led excellently by Rachel Griffiths and Emily Watson. Hilary and Jackie is not comfortable to watch, especially during Jackie’s later years, but it’s a daring portrait of a difficult, but still loving, sibling relationship.

Genre: Drama, Music

Actor: Anthony Smee, Bill Paterson, Carla Mendonça, Celia Imrie, Charles Dance, David Morrissey, David Shimwell, Delia Lindsay, Emily Watson, Grace Chatto, James Frain, Jon Rumney, Keylee Jade Flanders, Kika Mirylees, Linda Spurrier, Maggie McCarthy, Nick Haverson, Nyree Dawn Porter, Rachel Griffiths, Robert Rietti, Rupert Penry-Jones, Vernon Dobtcheff

Director: Anand Tucker

, 2022

It’s a bold move, centering a drama around a creature as docile as a donkey, but EO pulls it off without ever leaning on the crutch of CGI. Instead, the film makes ingenious use of a hundred-year-old film technique: the Kuleshov effect. By splicing the image of the titular donkey’s placid, expressionless face against visual stimulus, the illusion of a genuine reaction is produced.

But don’t be mistaken: this is no twee Disney-esque tale of anthropomorphism. Inspired by the classic Au Hasard Balthasar, EO tracks the haphazard journey of a former circus donkey across Europe — one that is often depicted in surreal psychedelic reds instead of idyllic picture-book tones, and punctured by more horrors than joys (though we do, thankfully, get to see him munch away on some well-deserved carrot treats). EO’s docility frames him as a kind of holy innocent, making the cruelty meted out to him feel all the more like a grave violation of something sacrosanct. Seeing the world through his oft-neglected perspective also makes this a movie about humans by proxy — a fresh, empathetic approach that, even in its obvious dramatic liberties, makes us meditate on both the depth of experience that may be unfolding in our animal neighbors and our role in shaping it.

Genre: Drama

Actor: Isabelle Huppert, Kateřina Holánová, Lolita Chammah, Lorenzo Zurzolo, Mateusz Kościukiewicz, Sandra Drzymalska, Tomasz Organek, Waldemar Barwiński

Director: Jerzy Skolimowski

Rating: NR

Slow, contemplative, but captivating, Baraka uses no narration, dialogue, or text to connect its images. The documentary stitches together shots with different subjects from different locations around the world. At first, it seems very peaceful—gorgeous, high-definition shots of nature paired with a soothing, resonant score that lulls you into hypnosis—but as the film progresses, director and cinematographer Ron Fricke presents more scenes with people, from the cities to the countryside, to places rarely documented on film. Depending on how you look at it, Baraka will either feel like just a compilation of screensavers or a profound meditation on how intrinsically connected everything is. It’s totally breathtaking either way.

Genre: Documentary, Drama

Director: Ron Fricke

Demian Bichir was nominated for an Oscar for his role in this movie where he plays an illegal immigrant and father. You might be wondering "who is that?", but trust me you won't after watching this movie. The kindness, complexity, and authenticity he brings to this story are unparalleled.

A Better Life is about the illegal immigrant experience, about the line between the fear of being caught and the aspiration for a better future. It's an excellent and important movie. 

Genre: Drama

Actor: Abraham Belaga, Bobby Soto, Brigitte Sy, Carlos Linares, Chelsea Rendon, Demián Bichir, Dolores Heredia, Eddie 'Piolin' Sotelo, Eddie 'Piolin' Sotelo, Fayçal Safi, Francois Favrat, Gabriel Chavarria, Guillaume Canet, Isabella Rae Thomas, Joaquín Cosío, José Julián, Leila Bekhti, Nancy Lenehan, Nicolas Abraham, Slimane Khettabi, Tim Griffin

Director: Cedric Kahn, Chris Weitz

Rating: PG-13

In Waltz with Bashir, director Ari Folman grapples with the trauma and dehumanization of war by examining the role he played in the 1982 Invasion of Lebanon. But his memories are fractured, so in an attempt to piece them back together, he visits his comrades and has them recall the events for him. The result is both poignant and painful, a horrific tell-all of what happens on both sides of the battleground. The film is a documentary, chillingly honest and straightforward, but it's also an animation gem that continues the legacy that Persepolis started and Flee continues. By combining the harshness of war with the lightness of animation, all three films effectively deliver their anti-war message with a much-needed human and personal touch. 

Genre: Animation, Documentary, Drama, War

Actor: Ari Folman, Mickey Leon, Ori Sivan, Ron Ben-Yishai, Yehezkel Lazarov

Director: Ari Folman

Rating: R