Depressing music

[Angel Stewart]

yeah..

[Nathan Rogers]

...

[Gabriel Turner]

imma dump hold up

[Brody Gomez]

Radiohead - Amnesiac/Kid A/A Moon Shaped Pool
Jim O'Rourke - Eureka, Insignificance
Sweet Trip - YWNKW (it's subversive with it's sadness)
James Blake - s/t
Bjork - Vulnicura
Brand New - The Devil and God are Raging Inside Me
Danny Brown - The Hybrid
Fiona Apple - The Idler Wheel...
Kanye West - 808s and Heartbreak
Bill Evans - Waltz for Debbie
Miles Davis - Kind of Blue
Mt. Eerie/The Microphones - The Glow Pt. 2, Mount Eerie
Modest Mouse - The Moon and Antarctica
Nina Simone - Pastel Blues
Nujabes - Spiritual State
Sufjan Stevens - Illinois, Michigan, Seven Swans, Carrie & Lowell
Sun Kil Moon - Benji
Talk Talk - Laughing Stock, Spirit of Eden
Tim Hecker - Virgins

Quite a lot on this list aren't as overt with their sadness as, say, Songs From Suicide Bridge, but you'll definitely find it if you listen.
I love that album a lot

[Xavier Campbell]

Mount Eerie - Dawn
Moonface - Julia With Blue Jeans On
Neil Young - Tonight's the Night

[Christian Ramirez]

...

[Jack Reyes]

also
Nick Drake - Pink Moon
Alice Coltrane - Turiya and Ramakrishna
Apparat - Kreid und Frieden
Bon Iver - For Emma, Forever Ago
Eddie Marcon - Shining On Graveposts
Have a Nice Life - Deathconsciousness

[David Martin]

thank u alot

[Michael Price]

timber timbre - hot dreams

[Aaron Gutierrez]

Great Lake Swimmers, anything by them. But the first is the best.