Saddest Songs of 2009 / 2010

SmoothCriminal

The Top Ten

1 This is It - Michael Jackson

Not the saddest if he had lived, but clearly the saddest once we consider the context...

it's sad cos, he didn't finish what he was born 4 - SmoothCriminal

2 When I Look at You - Miley Cyrus

This played at my BFF's funeral - SmoothCriminal

I was the one that wrote this list and I had about 27 sad songs I choose the top ten now I can't choose so when this played my special friend died and this song played at her funeral - SmoothCriminal

When I first heard this song I almost teared up, it's still bothering me, maybe because I'm INLOVE with her - SmoothCriminal

This song is so sad x its also just an all round great song x

3 Baby - Justin Bieber

Is this a sad song in any way.. N that too at no.3!

WHAT HOW IS THIS SAD? he's saying "OOH BABI BABI OOH" over and over again, no meaning

4 Already Gone - Kelly Clarkson

I love her and this song just makes me weep :( crying is what I do listening to this song.

Already Gone is my favourite Kelly Clarkson song! She's AweSome!

5 Teaching Angels How to Fly - Jackie Evancho

Song about a tragic young lady, sung by a wonderfully empathic and talented young lady. - BobG

Composed by James Breedwell, this song is epic in the Beautiful Lyrics about a Child that is in heaven... Jackie Evancho is the only one to sing this song, or ever will be...

From her CD "Prelude To A Dream", about a young girl named Kimberly who died. A guaranteed weeper.

You may see Jackie re-record this presentation in the very near present.

6 New Divide - Linkin Park

Linkin Park have a way with lyrics - this song is loaded with meaning.

It's sad to me because it reminds me of my crush

7 Meet Me Halfway - The Black Eyed Peas

What? Miley Cyrus is #1? Anyway, Meet Me Halfway is definitely the saddest song on this list.

8 Tears Don't Fall - Bullet for My Valentine
9 Wavin' Flag - K'naan

K'naan made a legendary song and that would memorable because this little kid made his own song and attracted the hearts of all over the world

This should be at top it's a heart touching song

I loved it very much I often cry after hearing this

10 Superblind - Robbie Williams

The Newcomers

? Whisky Lullaby - Brad Paisley & Alison Krauss

It said she tried to hide the wiskey on hear breath for years and years.

? Bad Romance - Lady Gaga

How is bad romance #1? IT ain't SAD

The Contenders

11 Perfect - Hedley

THIS SONG IS AMAZING, I CRIED WHEN I FIRST HEARD THIS SONG because I REALATE TO IT SO MUCH, I LOVE THESE GUYS, THERE SONGS ARE INSPIRATIONAL AND POWERFUL, I HAVE NO IDEA HOW THIS SONG isn't NUMBER ONE, LOVE JACBOB HOGGARD SO MUCH N HE IS SO DAMN HOT <3 <3 <3 <3 <3!

12 Written In My Face - Sean Jenness

It's a Really awesome song with a bad WWE Wrestler - SmoothCriminal

13 Try Sleeping with a Broken Heart - Alicia Keys

very deep and touching track - Alexandr

14 Concrete Angel - Jackie Evancho

From Jackie's 2009 "Prelude To A Dream" self-released album. Especially poignant hearing it sung with feeling and nuance by a nine-year-old.

15 Fiction - Avenged Sevenfold
16 So Far Away - Avenged Sevenfold

I found this song to be a great tribute to The Rev (their old drummer who died in 2009). If you listen to the song itself, it's not going to bring sadness. The music video was what brings in the tears.

17 You Found Me - The Fray

I cry every time I listen to this because I relate to this song by two many levels

18 Last Kiss - Taylor Swift
19 Alibi - 30 Seconds to Mars
20 I Look to You - Whitney Houston
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List StatsUpdated 25 May 2017

500 votes
29 listings
6 years, 312 days old

Top Remixes

1. Baby - Justin Bieber
2. This is It - Michael Jackson
3. When I Look at You - Miley Cyrus
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