The 50 Saddest Movies to Watch on Amazon Prime

The 50 Saddest Movies to Watch on Amazon Prime

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With so many viewing options at our fingertips, why do we still seek out films that depress us? As counterproductive as they may seem, sad movies—when handled well—still offer a necessary release that can’t be found in hours of feel-good content. So while you may have to be in a particular mood to sit through and really process many of the films on this list we’ve put together, profound lessons still await the patient, attentive viewer. As one of the biggest streaming services in the world, Amazon Prime arguably has the widest variety of movies to offer to a mass online audience, which makes it a great place to experience every shade of depressing, cathartic, invigorating sadness.

10. Aftersun (2022)

best

9.0

Country

Turkey, United Kingdom, United States of America

Director

Charlotte Wells, Female director

Actors

Celia Rowlson-Hall, Frankie Corio, Paul Mescal, Sally Messham

Moods

Character-driven, Dark, Depressing

In Aftersun, Sophie recalls a holiday she took as an eleven-year-old in the ‘90s with her father. Video recordings help jog her memory, but she’s looking for more than just a blast from the past. Rather, she seems to be seeking answers to fill in the gaps between who she knew as her father and who he really was: an immensely nice but deeply troubled man.

At first, Aftersun looks like a simple but beautiful story about father and daughter bonding over the course of a summer trip. But within minutes, it’s clear that there are layers to Aftersun, emotionally and editorially, that aren’t always explained but nonetheless enrich the movie with profound meaning. Stirring, complex, and surprisingly inventive, it’s not surprising that Aftersun is one of the most beloved films of the past year. 

9. Capernaum (2018)

best

9.0

Country

Cyprus, France, Lebanon

Director

Female director, Nadine Labaki

Actors

Alaa Chouchnieh, Boluwatife Treasure Bankole, Cedra Izzam, Farah Hasno

Moods

Depressing, Discussion-sparking, Dramatic

Capernaum is both the highest-grossing Middle Eastern movie of all time and the highest-grossing movie in Arabic of all time. Lebanese director Nadine Labaki was the first female Arab director to be nominated for Best Foreign Language Film at the Academy Awards. Capernaum is thus duly considered a masterpiece, as it follows an angry 12-year-old kid in Lebanon, who leaves his negligent parents and tries to make it in the streets on his own. It’s a tale of grinding poverty as experienced by a boy with a good heart, who meets many kindly people on the way as well as sinister characters. An acting tour de force by the fierce child actors, especially Zain Al Rafeea, Capernaum is harrowing, emotional, and, maybe, a touch melodramatic. However, it doesn’t compromise when asking some hard questions about parental failure and love, putting them into the context of the bigger regional picture. It can be a tough watch, but the furious acting and pitch-black humor, ultimately, make this an uplifting movie, likely to stir up some debate.

8. The Sea Inside (2004)

best

9.0

Country

France, Italy, Spain

Director

Alejandro Amenábar

Actors

Alberto Amarilla, Alberto Jiménez, Alberto Jiménez, Andrea Occhipinti

Moods

Dark, Depressing, Discussion-sparking

There are movies that leave you matured after you finished watching. You mature because you are forced to walk in someone’s shoes and confront yourself with issues that you are not affected by. The Sea Inside is one of those movies –⁠ and won an Academy Award and a Golden Globe for it. Directed by Alejandro Amenábar, who you might know as the director of The Others, it tells the true story of Ramón Sampedro’s decade-long fight for the right to end his own life. After he became quadriplegic after a diving accident, he was confined to the same bed in the same room for 26 years, except when he visited the hospital. Not an easy subject to say the least but Amenábar helps the fascinating story along with stylish directing, while Javier Bardem delivers a stellar performance to go with it. Thanks also to Ramón Sampedro’s sunny real-life nature, this heart-wrenching watch also has plenty of uplifting moments.

7. The Act of Killing (2012)

9.0

Country

Denmark, Finland, Germany

Director

Christine Cynn, Female director

Actors

Adi Zulkadry, Anwar Congo, Haji Anif, Herman Koto

Moods

Dark, Depressing, Discussion-sparking

Joshua Oppenheimer’s daring feat is a documentary unlike anything ever done. Despite it being one of the most difficult things to watch for any human being (or because of it), The Act of Killing received praise across the board, including an Academy Award nomination. Without Oppenheimer’s efforts, you might have never heard of the unspeakable events that happened when, in 1965-66, Suharto overthrew the then-president of Indonesia and a gangster-led death squad killed almost a million people. Did they pay for their crimes? Quite the contrary: said gangsters went on becoming political mainstays in modern-day Indonesia, are still now heralded as heroes, and admit to all these crimes with a smile and not a hint of regret. The gruesome twist of this documentary is that Oppenheimer asks them to re-enact the killings in surreal, sadistic snuff movies inspired by the murderer’s favorite action movies. You are forced to stand idly by as they re-create brutal mass murder and joke about raping a 14-year-old. However, somewhere amidst this terrifying farce, the killers, too, have fleeting moments of realization that what they’re doing is wrong. If you make it through this in one piece, try watching its more victim-focused follow-up The Look of Silence. Bone-chilling but very powerful stuff.

6. Detachment (2012)

best

9.0

Country

United States of America

Director

Tony Kaye

Actors

Adrien Brody, Betty Kaye, Blythe Danner, Bryan Cranston

Moods

Challenging, Dark, Depressing

A very poetic film by Tony Kaye (American History X) about an English Literature teacher (Adrien Brody – “The Pianist”) who only works as a substitute in schools which are located in very poor urban areas. The reason behind his choice is that he doesn’t want to bond too much with his students and colleagues because he is trying to control his dark emotions about life and the triviality of our existences (although it sounds depressing it is absolutely not). He also takes care of his last family connection, his grandfather, to whom he is very close and who lives in an elderly home. Unsurprisingly, their relationship is very emotional and deep. Every time you think about your existence, your place in the world, your interactions with other people; watch Detachment.

5. The Farewell (2019)

best

9.1

Country

China, United States of America, USA China

Director

Female director, Lulu Wang

Actors

Aoi Mizuhara, Awkwafina, Chen Han, Diana Lin

Moods

Depressing, Emotional, Inspiring

Many things clash in this beautifully layered, semi-autobiographical film of American director Lulu Wang: cultures, morals, and emotions. The result is a type of comedy that is complex and bittersweet⁠—and based on a true lie: this is the story of a Chinese grandma whose family won’t tell her that she is fatally ill. Instead, they organize a fake wedding in China, where everyone gets together to bid a farewell to the unwitting matriarch (played by Zhao Shuzhen). The fake wedding is, in fact, a premature funeral for a person unaware that she is going to die. Played by rapper and comedian Awkwafina, Billi, a New-York-based Chinese-American with a complicated relationship to China, embodies the cultural and moral question at the heart of this story: is it right or wrong not tell grandma? It is thanks to Wang’s deft writing and Awkwafina’s outstanding performance that The Farewell homes in on answers without ever being melodramatic. Warm, honest, and beautiful.

4. I, Daniel Blake (2016)

best

9.5

Country

Belgium, France, UK

Director

Ken Loach

Actors

Briana Shann, Dan Li, Dave Johns, David Murray

Moods

Character-driven, Depressing, Emotional

Revealing the gaps in the social safety net, I, Daniel Blake, is a tale centered around a blue collar worker navigating the welfare system in England. At a time where class and social mobility could not be more politically salient, this film calls into question the notion of the “citizen” and exposes the inaccessibility to the social protections in which one presumes entitlement.

At the forefront of this, is a heart-warming parable of paternal companionship between Daniel (played by Dave Johns) and a single mother – Katie – (played by Hayley Squires) who is wading through similar terrain. The acting in the film is unfathomably raw which cultivates the deepest source of gut wrenching compassion. Ken Loach has created a film that exposes the true power of empathy, leaving you feeling helplessly human.

3. Blue Valentine (2010)

best

9.5

Country

United States of America

Director

Derek Cianfrance

Actors

Alan Malkin, Barbara Troy, Ben Shenkman, Carey Westbrook

Moods

A-list actors, Challenging, Depressing

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!

2. Mommy (2014)

best

9.7

Country

Canada

Director

Xavier Dolan

Actors

Alexandre Goyette, Anne Dorval, Antoine-Olivier Pilon, Catherine Brunet

Moods

Challenging, Depressing, Discussion-sparking

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.

1. Short Term 12 (2013)

best

9.9

Country

United States of America

Director

Destin Cretton, Destin Daniel Cretton

Actors

Alex Calloway, Angelina Assereto, Brie Larson, Diana Maria Riva

Moods

Challenging, Depressing, Inspiring

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.

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