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. Scarecrow (2015)

7.9

Country

Philippines

Director

Zig Madamba Dulay

Actors

Alessandra de Rossi, Erlinda Villalobos, Julio Diaz, Lui Manansala

Moods

Depressing, Discussion-sparking, Well-acted

Made with the modesty and authenticity of modern indie cinema from the Philippine regions, Scarecrow (or in the Ilocano language, Bambanti) uses the disappearance of a watch to paint a vivid picture of faith and judgment in a small town. There is no formal legal investigation into this supposed theft; what guides these characters instead are an unwavering belief in religion and folk traditions, and long-repressed resentment toward those who choose to disturb the peace. It quickly becomes evident that this witch hunt targeting a single mother (an incredible Alessandra de Rossi) and her son is about something else entirely—unresolved grief, economic struggle, and the fear and prejudice that the middle class can still harbor towards the least privileged among us.

49. Land of Mine (2015)

7.9

Country

Denmark, Germany

Director

Martin Zandvliet

Actors

August Carter, Emil Belton, Joel Basman, Karl Alexander Seidel

Moods

Depressing, Discussion-sparking, Suspenseful

Taking place entirely on beachside farmlands in Denmark, Land of Mine takes a particularly intimate—and visually distinct—approach to war. The fighting may be over, but the film remains a tense and emotionally distressing, with all the pain and violence being carried over onto these German boys being forced to clear the beaches of live explosives with their bare hands. The relationship between these young men and their vengeful Danish commanding officer may progress a little quickly for some, but their volatile bond only emphasizes that rage isn’t meant to be felt forever, and that war is a destructive cycle that eventually needs to come to an end.

48. Bones and All (2022)

7.9

Country

Italy, United States of America

Director

Luca Guadagnino

Actors

Andre Holland, Anna Cobb, Brady Gentry, Chloe Sevigny

Moods

Challenging, Character-driven, Dark

Earnest, beautiful, and tender, Luca Guadagnino’s Bones and All is many things: a road trip movie that sweeps the midwest deserts of 1980s America; a coming-of-age story that brings together two outsiders into an understanding world of their own; and a cannibal film that is unflinchingly flesh deep in its depiction of the practice. Bizarrely, these seemingly disparate elements work harmoniously to create a film that you won’t soon forget, not least because of its rawness. 

As the aforementioned outsiders, Maren and Lee (Taylor Russell and Timothée Chalamet, respectively) are bewitching—individually sure but especially when they’re together. They have a bond that is quite difficult to replicate onscreen, charged as it is with so much chemistry and warmth. The background players also bring their a-game when called for, especially Mark Rylance as the disturbing stalker Sully, Michael Stuhlbarg as the creepy but good-willed Jake, and Chloë Sevigny as Maren’s stark mad mother. 

It’s worth repeating that this movie goes all in on the gore, so steer clear if you don’t have the heart for these sorts of things. But if you do, the viewing experience is rewarding. Bones and All is as romantic as they get, and rather than bury its message, the many layers on top of its core serve as a meaningful puzzle to unpack and unravel long after the credits roll.

47. The Wolf House (2018)

7.9

Country

Chile, Germany

Director

Cristóbal León, Joaquín Cociña

Actors

Amalia Kassai, Natalia Geisse

Moods

Depressing, Original, Thought-provoking

This mortifying stop-motion fairy-tale is inspired by the very real horrors of Chile’s Colonia Dignidad: a cult colony turned torture camp under the Pinochet regime. Presented as colony propaganda, the tale tells the story of Maria, a girl who runs away from the safety of the colony into the forest and takes refuge in a house with two pigs. What transpires is a gut-wrenching allegory for the rise of fascism, colonialism, and white supremacy. 

The staggering animation which seamlessly shifts mediums from paper mâché to painted walls is a bewildering sight to witness. But it’s the synthesis of this boundary-pushing art and the underlying horrors it depicts, that make this stand as an unmissable cinematic event.

46. A Ghost Story (2017)

7.9

Country

United States of America

Director

David Lowery

Actors

Augustine Frizzell, Barlow Jacobs, Brea Grant, Casey Affleck

Moods

A-list actors, Challenging, Dark

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.

45. Snowpiercer (2014)

7.9

Country

Czech Republic, Japan, Korea

Director

Bong Joon-ho

Actors

Adnan Haskovic, Alison Pill, Chris Evans, Clark Middleton

Moods

Action-packed, Depressing, Dramatic

Snowpiercer is an under-the-rader post-apocalyptic thriller that offers the grittiness that many times only Asian cinema may achieve. South Korean director Joon-ho Bong forces audiences to forget that Chris Evans was ever a Marvel superhero, as he leads a revolt of his fellow “low-class” citizens against the self-appointed gentry in a train that contains all remaining members of the planet. With immersive environments and a layered script, this film melds together social commentary and moral discourse in a visually arresting and vastly entertaining package.

44. Mysterious Skin (2005)

7.9

Country

Netherlands, United States of America

Director

Gregg Araki

Actors

Bill Sage, Billy Drago, Brady Corbet, Bruno Alexander

Moods

A-list actors, Challenging, Depressing

When Brian was eight years old he lost five hours of his life to a black out. Now ten years later he is searching for the truth. His search leads him to Neil, a boy who was on his little league team the summer of the blackout. Brian has always believed he was abducted by aliens from the dreams he had with Neil in them. Neil however knows the truth. Neil had just left the small town life and moved to New York. When he comes home for Christmas and meets Brian will he finally tell him the answers he has been looking for? This is the story of one boy who can’t remember and a boy who can’t forget.

43. Holy Spider (2022)

best

8.0

Country

Denmark, France, Germany

Director

Ali Abbasi

Actors

Ariane Naziri, Sara Fazilat, Zar Amir Ebrahimi

Moods

Challenging, Depressing, Discussion-sparking

As a crime thriller, Holy Spider is taut and terrifying, a modern noir that manages to unnerve despite the familiar moves it employs. The cat and mouse chase between serial killer and investigative reporter, for instance, is a classic tale, but that doesn’t make Holy Spider any less gripping. The film benefits from artful camerawork, considered acting (as the daring journalist Rahimi, Zar Amir Ebrahimi nabbed the Best Actress award at Cannes), and most of all a nuanced take on the situation in Iran. 

Despite having a clear stance against violence and corruption, nothing in Holy Spider is black and white. Contradictions abound, and even when presented with brief moments of justice, we’re left scratching our heads looking for more. Such is the case when the system, and not just an individual, is the true pest. 

42. Rewind (2020)

best

8.0

Country

United States of America

Director

Sasha Joseph Neulinger

Actors

Sasha Joseph Neulinger

Moods

Dark, Depressing, Discussion-sparking

Mystery, domestic horror, and urgent true crime investigation rolled into one, Rewind sees filmmaker Sasha Joseph Neulinger revisiting his own abuse at the hands of a family member while remembering to let his case amplify into a call to action to protect children everywhere. His personal testimony would have been powerful enough, but he dares to put numerous members of his family in front of the camera, too, who begin to unravel a history of neglect and trauma rotting the core of this family over generations. Innocent home video footage turns sinister and seemingly inconsequential memories become warning signs that every adult should be on the lookout for, no excuses.

41. Amores Perros (2000)

best

8.0

Country

Mexico

Director

Alejandro González Iñárritu

Actors

Adriana Barraza, Alvaro Guerrero, Emilio Echevarría, Gael García Bernal

Moods

Challenging, Depressing, Gripping

Alejandro González Iñárritu’s cleverly layered directorial feature film debut follows three persons whose lives are connected by a car crash in Mexico City. It directly involves two of them: a young man who enters the world of dogfighting to earn enough to elope with his sister-in-law, and a supermodel whose life is changed for the worse after she is fatally injured. The third segment of the film centers on a mysterious homeless man on the street who witnesses the crash.

The title, Amores Perros, refers to the characters’ love of dogs as well as love being a source of misery, and it’s a hint of the chaotic, unforeseen circumstances they each face. Iñárritu’s film shows his brilliance in direction. Despite the film being an early work, his ingenuity shines through and the compelling performances propel all three stories to gritty heights.

Cut-throat editing, handheld cinematography, and Guillermo Arriaga’s intricate screenplay flesh out each character. The viewers are pushed to the edge of their seats as we navigate the gripping miseries of life along with the rest of the cast. The tightly woven film is a painful must-watch, a brutal and uncompromising look at despair and animalistic aggression among humans that is also mirrored in the cruelty their dogs suffer.