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.

50. Till (2022)

7.5

Country

United States of America

Director

Chinonye Chukwu, Female director

Actors

Al Mitchell, Brendan Patrick Connor, Danielle Deadwyler, Ed Amatrudo

Moods

Character-driven, Dark, Depressing

Till is a very political film. It’s charged with the kind of rage and electricity that enables thousands to mobilize for a cause. But before it explodes into something grand, it begins with the small details of everyday life. A mother admires her son as he dances to his favorite song. She buys him a new wallet and goes over the things they’ll do over the summer. These things seem trivial, but they reveal the humanity that sometimes goes overlooked in telling epic stories such as these.

To be sure, Till is a necessarily brutal film about grief and justice, but it’s also about how political movements are borne out of small and personal devastation. This nuance, along with a jaw-dropping performance by Danielle Deadwyler, makes Till a standout: a powerful entry in a long line of social-issue dramas.

49. Great Freedom (2021)

7.5

Country

Austria, Germany

Director

Sebastian Meise

Actors

Andreas Patton, Anton von Lucke, Franz Rogowski, Georg Friedrich

Moods

Challenging, Depressing, Dramatic

Great Freedom is not an easy watch. Apart from the quiet stretches of time and the claustrophobic confines of its prison setting, it also has its lead, Hans Hoffman (played with delicate force by Franz Rogowski) imprisoned again and again and again, unjustly treated like dirt by both his warden and fellow inmates.

But as a Jewish gay man who has lived through the war, Hans is no stranger to these trappings. As such, he takes each day as it comes, open to love, pleasure, and friendship, or at least the potential of these, despite the circumstances. And so Great Freedom is also hopeful and romantic, glimmering with the human tendency to not just survive but to live. Slow but compelling, subdued but powerful, Great Freedom is an affecting balancing act that’s well worth watching. 

48. Waltz with Bashir (2008)

7.5

Country

Australia, Belgium, Finland

Director

Ari Folman

Actors

Ari Folman, Mickey Leon, Yehezkel Lazarov

Moods

Challenging, Dark, Depressing

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. 

47. Doubt (2008)

7.5

Country

United States of America

Director

John Patrick Shanley

Actors

Alannah Iacovano, Alice Drummond, Amy Adams, Audrie Neenan

Moods

Depressing, Dramatic, Thought-provoking

The 2008 film Doubt offers a haunting peek into the crisis of pedophilia within the Catholic church. Featuring an all-star cast of Amy Adams,  Philip Seymour Hoffman, Meryl Streep and Viola Davis, it is more than just a fictional tale. With performances that will make you question your intuition and cast a shadow of doubt on your own instincts, Doubt is a difficult film to grapple with. 

I fell in love with this film very early on into the duration of it because it was so honest and it allowed the characters to navigate the nature of their suspicions. With Doubt, however, comes denial, and Viola Davis’s eight-minute monologue is simply smeared with it. Doubt is a fantastic story that has left me stunned for over a decade. 

46. Entre Nos (2009)

7.6

Country

Colombia, United States of America

Director

Gloria La Morte, Paola Mendoza

Actors

Andres Munar, Annie Henk, Anthony Chisholm, Clem Cheung

Moods

Depressing, Discussion-sparking, Emotional

A mother and her two children move from Colombia to Queens, New York to join the father. Once there, he abandons them and moves to Miami.

With no family to fall back on, barely speaking English, an inexistent social welfare system and two little kids who require care; the mother quickly runs out of options. At first, she tries to sell empanadas in the street, then tries to become a temporary worker, but a mixture of obstacles keeps getting in the way.

Entre Nos is about the precariousness of the immigrant experience: about how quickly things can go wrong. But it’s also about how survival instincts and motherly love can stand in the face of complete desperation.

45. Bull (2019)

7.6

Country

United States of America

Director

Annie Silverstein, Female director

Actors

Amber Havard, Rob Morgan, Sarah Albright, Troy Hogan

Moods

Depressing, Gripping, Well-acted

Bull is a gritty and haunting drama featuring a phenomenal performance by Rob Morgan as a bullfighter. In a poor Houston suburb, he plays an aging and lonely black man doing everything he can to survive. He brushes off unrelenting racism, rides even when it’s life-threatening and raises chickens to sell them. His next-door neighbor is a grandmother taking care of her daughter’s kids while the daughter is in jail. One day one of these grandaughters harms the chickens and vandalizes Abe’s house, prompting them to clash.

44. Sami Blood

7.6

Country

Denmark, Norway, Sweden

Director

Amanda Kernell

Actors

Ánne Biret Somby, Maj-Doris Rimpi, Olle Sarri

Moods

Character-driven, Depressing, Discussion-sparking

This coming-of-age story starts in the present time, where Elle Marja, now a grandmother, reluctantly goes to her sister’s funeral held by her old indigenous Sámi community in Northern Sweden. Understanding her reluctance requires going back to when Elle Marja was 14 and was preparing to go to boarding school with her little sister. These schools were racist establishments meant to integrate the Sámi children into Swedish culture and language, while at the same time limiting their prospects of seeking further education. Elle Marja and her sister chose to respond to this discrimination in two completely different ways that this movie explores without judgment. The central performance of the young girl is incredible.

43. A Better Life (2011)

7.6

Country

United States of America

Director

Cedric Kahn, Chris Weitz

Actors

Abraham Belaga, Bobby Soto, Brigitte Sy, Carlos Linares

Moods

Challenging, Depressing, Dramatic

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. 

42. The Banshees of Inisherin (2022)

7.7

Country

Ireland, United Kingdom, United States of America

Director

Martin McDonagh

Actors

Aaron Monaghan, Barry Keoghan, Brendan Gleeson, Colin Farrell

Moods

A-list actors, Challenging, Character-driven

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. 

41. Biutiful (2010)

7.7

Country

Mexico, Spain, United States of America

Director

Alejandro G. Iñárritu, Alejandro González Iñárritu

Actors

Adelfa Calvo, Alain Hernández, Ana Wagener, Cheikh Ndiaye

Moods

Character-driven, Dark, Depressing

Ever wondered how much your life will change when faced with the reality that death is about to come? That’s normal, and not nearly as life-altering as being told you only have a few more moments to live. Because of a terminal illness, Uxbal (Javier Bardem) is driven to this situation and tries to right his wrongs in the wake of modern Barcelona. This melodrama is supercharged by Bardem’s unearthly performance as the story’s only hero, demonstrating the selfless love of a destroyed and dying father to his children – paired with cinematography unlike any other, this film is exceptionally beautiful. Directed by González Iñárritu’ (Babel, Birdman, The Revenant).

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