Top Ten Saddest Songs

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The Contenders: Page 25

481 Ghost - Halsey
482 How Can I Help You Say Goodbye - Patty Loveless
483 Drive Home - Steven Wilson
484 Shouldn't Come Back - Demi Lovato
485 Endless Night - The Lion King

Really, this is so unbelievably sad and particularly relevant to anyone who has lost a parent. Your heart must be of stone to get through it without crying or welling up. - fruitslicer2000

486 Are You Happy? - Bo Burnham

This is a very song, especially to us Bo fans. Basically, the song is about him being unhappy and leaving his comedy and singing career behind. The part that always slams the hardest are 'Hey look ma, I made it. Are you happy? ' but the entire song makes me personally feel like I've been hit, like by a bus. Very emotional. This can even be emotional for people who aren't fans of Bo Burnham as well, the lyrics and instrumental of the song are very sad, and even more so when compared to his usual upbeat music. I hope that Bo is happy now. This song is also good for considering how happy you really are and the illusions in life. He constantly asks 'Are you happy? ' which can be emotionally draining. - LemonComputer

487 Hide and Seek - Imogen Heap

Surprised this isn't here yet. I cry every time I listen to this. - Hotheart123

488 Holes in the Floor of Heaven - Steve Wariner

"I cry everytime I hear this song"

489 Best I Ever Had (Grey Sky Morning) - Vertical Horizon
490 Hey Ya - Obadiah Parker

Matt Weddle, the lead singer, holds nothing back and sings with uncanny passion. It might be the most beautiful song I've ever laid ears to...

491 Your Letter - 112
492 Baby, Now That I've Found You - Alison Krauss
493 Wind Beneath My Wings - Bette Midler

One word, Beaches. You know when you saw the movie and heard the song you bawled your eyes out.

494 I Could Have Lied - Red Hot Chili Peppers

How are trhcp aren't a sad band

495 Skin On Skin - Sarah Connor
496 Rush Rush - Paula Abdul
497 She's Out of My Life - Josh Groban

If you're a man. You will understand.

498 While the Cold Winter Waiting - Trentemoller

The saddest electronic song ever! It's so emotional you don't understand, it's very melancholy and depressing but so good!

499 Finale - L'Arc~en~Ciel
500 Pieces - L'arc~en~ciel
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List StatsUpdated 17 Aug 2017

31,000 votes
1,733 listings
9 years, 362 days old

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