Fox and the Hound. Yeah, yeah, they‘re not enemies anymore, but that deep friendship is gone and will never return. It died alongside their childhood and it makes me cry just thinking about it. They are now strangers living in different worlds with only their memory thinking, “You know my best buddy from years ago. Hope he‘s good.” -u/JAR_Melethril

Seeking A Friend For The End of the World What I loved was how subtly and gradually it changed. Started out really funny. Ended much more serious. -u/halcyon94

Seven. Perfect ending. Brad Pitt put a clause in his contract that if the studio tried to change the ending because it didn’t “test well” that they wouldn’t be able to use any of his footage. That movie would have sucked if the ending were any different. Well played Brad, well played. -u/juliango

Bladerunner. There's actually two versions. The original theatrical release had a completely out-of-nowhere happy ending tacked on at studio insistence, but the director's cut returned to the original, much darker end. -u/cryptoengineer

Pan’s Labyrinth. No no no no! It was all real god dang it! REAL! -u/Ermaquillz

Green Mile. My friends and I watched this movie. It was Tom Hanks and we knew it is sad. But hell, we were all sobbing the whole movie and cried in the end. Great movie but would never watch again fosho. -u/a3rt3m1s

Dead Poets Society. the ending broke my heart tbh -u/wigglyk1ttens666

A Series of Unfortunate Events. Those children suffer so much that I even stopped watching. I was already feeling depressing with so much bad luck. -u/clownfishcallie

Cast Away. As sad as it is that he doesn't end up with her, I love it because it's much more realistic. -u/trashtvlover

Bridge to Terabitha The story is based on a true story that happened to the authors son and his friend. The girl in real life died from being struck by lightning. -u/Godsfallen

Invasion Of The Body Snatchers. Such a great one. -u/FelloBello

Requiem for a Dream. The ending of that movie is so wild. Really messed me up for a few days. -u/takenbackby

The Boy in the Striped Pajamas. Cried like a baby at the end. Great movie though and very eye opening. -u/BlackCloudWrecker

I found the ending of Artificial Intelligence to be extremely depressing. Stayed with me for a few days after watching the movie. -u/YEGMusic43

The Cabin in the Woods. Yes, the entirety of the movie is unpredictable, and then that abrupt ending was just insane. -u/MTVChallengeFan

MY GIRL. To this day, the mere mention of this movie automatically makes me start thinking, "Where are his glasses?! He can't see without his glasses!!" -u/hannyj707

Grave of the Fireflies. It was written as a apology to the authors sister who died of Malnutrition after the firebombings. So it's actually more depressing than you thought. -u/Deepfriedsalad

Uncut Gems. Surprising and not happy. -u/FoghornLegporn

Gladiator. maximus's death was too sad but also wholesome in a way. Even though it is one of the best movie i have ever watched, dont think could watch it again. -u/Adorable-Ranger-7151

Arlington Road. This is my go to for non typical Hollywood movie ending. Not only does the bad guy win but the good guy takes the blame for it all. -u/ghost_toe

Stand By Me. The book ending is sadder. -u/thisbuttonsuck

No Country For Old Men. I don’t know if the ending was sad as much as... brutal is the best word I can think of. -u/RLDKA

The Road. One of the most depressing things I've ever watched. -u/myhamsterisajerk

Donnie Darko. I quickly gave up on it because I assumed I wasn't truly seeing what my brain was telling me I was seeing. I mean I had to be hallucinating this, right? -u/Dubberoonie

The Departed. What a great movie and a shocking ending. -u/Positive_Avocado8171