Top Ten Saddest Songs

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The Contenders: Page 5

81 This Used to Be My Playground - Madonna

I adore this song. We must say a big "Thank You" to Madonna for this pure masterpiece. Emotional, sad but very beautiful lyrics. This track will never be outdated because we all start as kids, then teens, then mature and then... We recollect the days of our childhood listening to this song - Irina2932

This song always makes me sad. Beautiful lyrics and vocals by Madonna. It will remind you of childhood days, will definetely make you nostalgic. Beautiful song.

Excellent... I am so sad at this time and this song is awesome this song fill my eyes with tears

This song always makes me want to live as a child. I miss my childhood..and I can't go back to it when it had so much memories...

V 4 Comments
82 Why Not Me? - Enrique Iglesias

This song is so sad... Makes you wanna cry. That emotion of a heartbreak is just so beautifully sung by Enrique. I completely weep at the chorus. Certainly not the saddest but it must be in the top 15.

This was the first English song I ever heard... and I instantly fell into the lyrics of it... please vote for it so that at least it comes in top 20

Where is Hero?

Baby I know I could be all you need
Why oh why oh why
I wanna love you
If you only knew how much I love you
Heey

83 Let It Be - The Beatles

I just love anything by The Beatles. Have done since I was little. - Britgirl

I don't think it is really sad, its just slow and peaceful.

There is such a deepness to this song.

How the heck is this so low. - Doom

84 Behind Blue Eyes - The Who
85 I'll Be Missing You - Puff Daddy

Love it! I really like oldies

This is so sad. - PatrickStar3

What? why is this 252? this should be top 15, a tribute to biggie smalls

86 Last to Know - Three Days Grace

Why is this song so low! It's piano and lyrics really make me feel like, I can make it through. - Deathisbeyondcontrol

This song should be at least in the top 15 or 20 it's a very sad song

Emotional song. Filled with pain.

V 2 Comments
87 My Heart Will Go On - Celine Dion

From a completely non biased stand point this should be number 1 without a doubt. Because everyone knows this song no matter who you are and it's universally sad. Sure It hasn't made me cry as much as some other songs, but it's damn close.

BEST SONG EVER, actually in love with this song I watch the film every night I can, and I just sit there and cry to myself, everyone knows I'm in love with this song, and to know that it would be number one would make my day. Its just amazing in my opinion!

It is a very nice song, and we can really imagined and realized if we listened this song when working things.. through this music, it is very lovable.

Doesn’t matter when I listen to it always cry

V 11 Comments
88 Breaking the Habit - Linkin Park

The sheer emotion that runs through me, especially when Chester performs it live. This song sends so many feelings, and strikes me right where it counts. It's a symphony of the terror of what drugs can do to a person, combined with that small bit of hope that the light isn't out of reach.

Breaking The Habit is the saddest song with Evanescence's My Immortal. Because lyrics is so meaningful and sadness, the tune is make you cry, Chester' voice is touching and emotion and music video is so heart wrenching.

Best Linkin Park song,
LP FOREVER!

Awesome Song... Just try and listen to it!

Must be higher in the list

V 5 Comments
89 The End - The Doors

Yep.

If you've ever broken up with someone that you truly loved, this is probably the most depressing song you can listen to (at that time).

The only problem is that is out of context: The song is an opus to how badly we treat the earth. What have we done to the Earth? What have we done to our, fair sister?

Hi, those lyrics are actually from "when the music's over" if you hadn't already realized but that's an easy mistake to make because they both are very long songs.

I don't find it strange that I cried one time listening to this. Do you? Okay, listen to the lyrics.

This is the end
My beautiful friend
This is the end
My only friend, the end...

This could be about the end of the world or a romance. It just sounds so devastatingly beautiful.

. This song makes me cry

V 1 Comment
90 The Rains of Castamere - Jackie Evancho

From George R.R. Martin's HBO hit "Game of Thrones, her performance of this song of tragedy is haunting. From her "Awakening" album (do listen with a subwoofer! ), and her third PBS special "Jackie Evancho: Awakening - In Concert". Jackie also appeared in an interview with George R.R. Martin on the Wall Street Journal Cafe on 10/27/2014 - Trancas

91 Young and Beautiful - Lana del Rey

the best

92 The River - Bruce Springsteen
93 Behind Blue Eyes - Limp Bizkit

Limp Bizkit didn't even write this! It's The Who! God, people are stupid. His cover wasn't nearly as good as the original.

Also see limp bizkit's angles if you liked this.

Limp Bizkit = The Andrew Johnson of music

Limp Bizkit Rock On!

94 Don't Take the Girl - Tim McGraw

This is the ABSOLUTE saddest song I have ever heard, tear jerker every time I hear it

95 Angels - Hedsic
96 Everytime - Britney Spears

I'm not much listening to her song but this one, I like the sound of music and her voice that's all bring my tears to my eyes

I really love that song by her and only that song. It reminds me of a lullaby

This song is so gorgeous

97 Boulevard of Broken Dreams - Green Day

I think they have the version with the hidden track could someone change it please?

This song made me depressed but I still love this song

Um... this sample isn't boulevard of broken dreams... that's holiday... someone fix that please...

V 2 Comments
98 Lucy - Skillet

This song is sadder than Hurt-Johnny Cash, My Immortal-Evanescence, Wake me up when September ends-Green Day. It deserves number one. - deandinosaur5

312... Okay, just listen to the lyrics and then tell me My Immortal is sadder.

Sadder than many of the songs on this list, I'll tell you. - LarkwingFlight

IT'S THE SADDEST SONG OF ALL TIME. HOW CAN IT BE NUMBER 93. IT NEEDS TO BE NUMBER 1 - deandinosaur5

V 1 Comment
99 A Day in the Life - The Beatles

Depressing song that actually sounds uplifting, but still keeping a depressing mood. It's kinda like those scenes in a movie where the main character's friend just died, but he doesn't feel sad, he just accepts the fact. In that way, it's a unique, melancholy kind of sadness. Definitely not #1, but I think it deserves a place on this list. - A7XfoREVer

100 The Reason - Hoobastank

WHAT!?
Why is it so low?

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List Stats

33,000 votes
1,866 listings
10 years, 189 days old

Top Remixes (127)

1. Hymn for the Missing - Red
2. Ashes of Eden - Breaking Benjamin
3. Leave Out All the Rest - Linkin Park
Vortexeo
1. Hurt - Johnny Cash
2. Stan - Eminem
3. Wake Me Up When September Ends - Green Day
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1. Wish You Were Here - Pink Floyd
2. Tears in Heaven - Eric Clapton
3. At Least We Tried - Moby
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