25 Most Depressing/Sad Songs

Tags: 
  • Band of Horses- The Funeral
  • Beatles- Yesterday
  • Ben Folds Five- Brick
  • Bob Dylan- Positively Fourth Street
  • Boyz II Men- It’s So Hard To Say Goodbye To Yesterday
  • Britney Spears- Every Time
  • Dream Academy- Life In A Northern Town
  • Fleetwood Mac- Landslide
  • Gary Jules/Michael Andrews- Mad World
  • Jethro Tull- Aqualung
  • Jewel- Hands
  • Kanye West- Say You Will
  • Kanye West- Spaceship
  • Kid Cudi- The Prayer
  • Kings of Convenience- Stay Out of Trouble
  • Led Zeppelin- Stairway To Heaven
  • Live- Overcome
  • Madonna- What It Feels Like For A Girl
  • Mariah Carey- Breakdown
  • Martika- Toy Soldiers
  • Pink Floyd- Time
  • Red Hot Chili Peppers- Soul To Squeeze
  • Sara McLachlan- Angel
  • Simon and Garfunkel- Bridge Over Troubled Water
  • Sinead O’Connor- Nothing Compares 2 U
  • Smashing Pumpkins- Disarm
  • Spice Girls- Goodbye
  • The Bee Gees- How Can You Mend A Broken Heart
  • The Stylistics- Break Up To Make Up
  • Tori Amos- Silent All These Years
Author Comments: 

Honorable Mention
Kansas- Dust in the Wind
This would've made the list had Will Ferrell not butchered it in "Old School". Now I laugh when I hear it.

Bohemian Rhapsody is a depressing song as well, but no where near the calibur of these. The song is alot more depressing if you know what the guy is talking about...

There`s a music style called "doom metal". This kind of music is the the most depresive genre that I ever listened.
I recommend the folowing songs:

Lost Control (Anathema)
For my fallen angel (My dying bride)
Sear me III (My Dying bride)