If Anything Happens I Love You (2020)
Netflix This recent short film is about loss and grief, but it's the way the 12-minute short unravels this pain that will stab you in the heart. Best not to know too much about this going in. Just give it a watch.
Tell Me Who I Am (2019)
Netflix The dramatized documentary follows twin brothers, one of whom, an amnesiac, must rely on his brother to reconstruct his childhood. The truth of that childhood becomes the main point of conflict between the siblings. Some things are better left unknown.
Advertisement - Continue Reading Below
A Ghost Story (2017)
A24 A Ghost Story is maybe the best example of Calvino's "melancholy" on this list, tackling grief with an honest degree of levity. It also features the most heart-wrenching pie eating scene in all of cinema.
The Burial of Kojo (2018)
Netflix Reality and dream combine as a young girl journeys through a mystically-rendered Ghana to save her father. It's a story told through cinematography, like the best of movies.
Advertisement - Continue Reading Below
Us and Them (2018)
Netflix What makes a romance sad is not always an eleventh hour death or breakup; it's a continual feeling of loss and doom, a nostalgia that seems almost baked into the actual moment. It's a realization that this too shall pass. Watch Us and Them during New Year's for maximum effect.
I'm Thinking of Ending Things (2020)
Netflix Did someone mention doom? Charlie Kaufman's surrealist breakup Odyssey portends just about every type of loss one can imagine: memory, sanity, life, age. It's the perfect example of mood and it makes us want to go for a long drive with no destination.
Advertisement - Continue Reading Below
The Florida Project (2017)
A24 Maybe the best film of 2017, The Florida Project explores life from three feet off the ground, following the apartment exploits of children living at the edge of Disney World and below the poverty line.
Moonlight (2016)
A24 Taking childhood into adolescence and adulthood, Moonlight falls much heavier than The Florida Project, but it's perspectival framing is similar: it resists being completely despondent. The result is something real and, at times, really sad.
I Lost My Body (2019)
Netflix I Lost My Body uses the grotesque to illuminate the real—an animated severed hand journeying back to its owner provides insight into loss, memory, and belonging. The film is also complimented by an epic soundtrack by Dan Levy. Just watch it. France invented ennui, after all.
Pan's Labyrinth (2006)
New Line Home Cinema Guillermo del Toro's adult fairy tale/coming-of-age story/war thriller/etc. is set amidst conflict and violence, but somehow blossoms into discovery. Still, the pervading mood of the story makes all its redemptive acts all the more gutting.
Advertisement - Continue Reading Below
Marriage Story (2019)
Netflix The film opens with a couple reading "what I love about my partner" notes to their therapist, because, that love is failing. It's not tragic in some epic Greek sense. It's just real. And that's why it's so damn sad.
Happy as Lazzaro (2018)
Netflix Read nothing about it, and give it a chance. Separated into two distinct parts (and maybe a little longer than it needs to be) this Italian film will slap you across the face with ennui. Never have we felt more out of place in the world than when watching this film.
Advertisement - Continue Reading Below
Roma (2018)
Netflix The sadness at the heart of Roma comes from its authorial framing: a work of autofiction, in which director Alfonso Cuarón returns to his Mexico City childhood to tell the story of perhaps his family's most overlooked member, a domestic worker. Sadness is endemic to the film as it is to lived experience—it is an inescapable part of the whole. Maybe the best movie of the century.
Cities of Last Things (2018)
Netflix The film is separated into three parts, each chronicling a different night in the same man's life. The nights are filmed using separate cinematic styles and proceed chronologically backwards. Cities of Last Things, in the end, is an experience. Even if you do not understand it at first, you will feel it.
Advertisement - Continue Reading Below
22 July (2018)
Netflix While not quite as powerful as Norway's Utøya: July 22, the American retelling of the 2001 Norway terrorist attacks still makes for an emotional historical drama. It focuses less on the shooting than the lingering trauma, the lives left to pick up the pieces.
Holding the Man (2015)
Strand Releasing Okay, let's get into the romantic tragedy. Sadness, here, however, isn't onset, but oncoming. We have some time to process the coming tragedy but we can do nothing to prevent it.
Advertisement - Continue Reading Below
About Time (2013)
Universal Pictures In the same tissue-grabbing spirit is About Time. The film employs science-fiction elements to brilliant melancholy effect.
Someone Great (2019)
Netflix If you find the traditional tragic romance too sentimental, there's Someone Great, the anti-romcom/anti-sentimental movie about being alone in a city of millions (and yes, with some laughs along the way for good measure). Damn, if that description doesn't already bum us out.
Advertisement - Continue Reading Below
Okja (2017)
Netflix Bong Joon-ho's (Snowpiercer, Parasite) film about a girl and her genetically modified pig is zany seriocomedy. But "seriocomedy" contains a heavy heart, and Okja will leave you on your knees by the film's end.
Blackfish (2013)
CNN Films What makes Blackfish sad—besides the obviously painful visuals—is the fact that we know how the story ends. The documentary is never not a gutting watch. It never fails to pleasantly ruin an afternoon.
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below