Saddest Hip Hop Songs


The Contenders: Page 2

21 Where'd You Go - Fort Minor Where'd You Go - Fort Minor

The music just sets a great tone for the lyrics. Pretty powerful stuff, and is somewhat timeless.

A song that just gets to you no matter what

Where'd you go
I miss you so
Seems it's like been forever
That you've been gone
Please come back home...

V 1 Comment
22 Heartless - Kanye West Heartless - Kanye West V 1 Comment
23 You Never Know - Immortal Technique You Never Know - Immortal Technique

It's a beautiful, unconventional track about him falling in love with a girl. What makes it stand out from the usual love song is that he never engages with her sexually. Never makes a move or pushes her to do anything. It's refreshing to hear a track that isn't full to the gills with misogyny. It's a one of a kind song, immortal technique definitely knows how to make fire.

You need to go listen to this song it has so much emotion and a deep sad story this should be up in the top ten

Brings me back..immortal as always telling a story

V 1 Comment
24 The Crossroads - Bone Thugs-N-Harmony The Crossroads - Bone Thugs-N-Harmony

Song is just full of emotions, just makes you think about life, didn't make em cry really but I wouldn't be shocked if it did, overall most beautiful hip hop song ever

This should be up there. This song is a masterpiece. It is very emotional

Should be the top ten one of the saddest songs ever

V 1 Comment
25 Lost Ones - J Cole Lost Ones - J Cole

This song is so beautiful and touching, J Cole always has one of the best lyricists of his generation

This song is so beautiful and touching to the soul

Wow this is the best song from J.cole it so deep it should be number 4 love this song (lungani the base man)

V 2 Comments
26 Beautiful - Eminem Beautiful - Eminem

This song can help people that get bullied at school just because they are different.

It's very emotional and it makes me cry every time I listen to this song, but it helps me get over being bullied.

Really deep song, the chorus almost makes me tear up.

27 Sing About Me, I'm Dying of Thirst - Kendrick Lamar Sing About Me, I'm Dying of Thirst - Kendrick Lamar

This song is seriously sad, he wrote the lyrics in perspective of his best friend, and it's a true story..

Amazing, one of the best songs of all time in my opinion

This is unreal, in this song, he changes perspectives from keisha (a murdered prostitute), then the brother of his friend who got murdered, who got murdered himself, and finally to himself.

V 1 Comment
28 Song Cry - Jay-Z Song Cry - Jay-Z

This song makes one wonder if Jay-Z is talking about a random b! Tch he met, or whether he's talking about his true love.. Should be Top 10.

This list is wack, what stan is not sad, its humorous! The saddest songs r missing u, dance, & a bunch of the other Eminem songs & this... Etc. Etc.

29 Slippin' - DMX Slippin' - DMX

DMX talks about his mom beating him, being left by his dad, drug addiction and a lot of other stuff.
I don't care what anyone says, best of all time

30 Hands Held High - Linkin Park Hands Held High - Linkin Park
31 Cleanin' Out My Closet - Eminem Cleanin' Out My Closet - Eminem

Really? Not even on the list while it should be first?

My favorite Emimem song, and it has been as long as I've listened to Emimem. - theOpinionatedOne

32 Kim - Eminem Kim - Eminem

"You loved him, didn't you" This song is one of the saddest and stunning songs I've ever heard, the pure heartbreak in the lyrics and voice is enough to make someone feel broken.

just listen to it.. it shows the real roar of person hurt deep..

33 Lonely - Akon Lonely - Akon
34 Space Bound - Eminem Space Bound - Eminem

Very touching, relatable, raw song about the harm and evilness behind love and romance. Eminem truly opens up with sentiment in a sad love story ballad.

V 1 Comment
35 I Tried - Bone Thugs-N-harmony I Tried - Bone Thugs-N-harmony
36 All That I Got Is You - Ghostface Killah All That I Got Is You - Ghostface Killah

How the hell on earth is this 41? Definitely top 10. And Eminem's drama is 7? Wow!

This should easily be top ten. Still makes me emotional listening to this. I remember Ghostface himself saying grown men coming up ro hi. Saying the song made them cry.

V 3 Comments
37 Listen to Your Heart - Eminem
38 Hailie's Song - Eminem Hailie's Song - Eminem V 1 Comment
39 So Sick - Ne-Yo So Sick - Ne-Yo
40 Hope - Twista Hope - Twista
PSearch List

Recommended Lists

Related Lists

Best Hip Hop Songs of All Time Top Ten Hip-Hop/Rap Songs Best Hip Hop & R&B Songs Top Hip Hop Songs of 08 Best Songs On Vh1's List of Best Hip Hop Songs

List StatsUpdated 18 Jan 2017

2,000 votes
134 listings
6 years, 69 days old

Top Remixes (8)

1. I'll Be Missing You - Puff Daddy
2. Dear Mama - 2pac
3. Hail Mary - 2Pac
1. Dance - Nas
2. I'll Be Missing You - Puff Daddy
3. Mockingbird - Eminem
1. Happy Birthday - Flipsyde
2. I'll Be Missing You - Puff Daddy
3. Dance - Nas

View All 8


Add Post

Error Reporting

See a factual error in these listings? Report it here.