Songs The Saddest Breakup Songs Ever Written  

Ranker Music
566 votes 72 voters 34 items

List Rules Upvote the biggest bummer songs about breaking that are good for a depressing breakup playlist.

If you’ve recently ended a relationship, you know sad songs about breakups can be downright therapeutic. Just knowing that someone out there wrote the lyrics that speak to your soul makes you feel a little less  lonely. If you're in need for some soulfully cathartic music and lyrics, the playlist below has you covered. Some of the most devastating breakup ditties are compiled here! 

Certain artists have an uncanny ability to tap directly into our emotions. Adele is famous for as much as many of her songs (especially those on her album 21) constitute the saddest songs about breaking up of all time. Other songs, like "I Will Always Love You," have been covered by a litany of artists across time because of their sheer ability to encapsulate heartbreak. While sitting around listening to depressing music may not seem productive, there is a time and place to wallow. If you've just undergone a rough breakup, browse this list for music recommendations that will help you process your feelings and get over it. And, feel free to add anything you think is missing. 

list ordered by

1
21 11
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2
17 8
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Slipknot

3
17 9
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I Will Always Love You Dolly Parton

4
12 5
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Nazareth

5
16 9
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No Doubt

6
12 6
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Pearl Jam

7
15 9
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Lady Antebellum

8
16 11
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Kelly Clarkson

9
11 9
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Dune, The London Session Orchestra, Airliner SRS

10
10 9
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We Don’t Talk Anymore

11
9 8
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12
11 11
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Toni Braxton

13
9 9
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LeAnn Rimes

14
8 8
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James Blunt, Monalisa

15
7 7
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Florence and the Machine

16
4 4
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Roy Orbison

17
12 13
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Sinéad O'Connor

18
12 13
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Mariah Carey

19
10 11
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Boyz II Men

20
10 11
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21
9 11
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Love Me Now John Legend

22
7 9
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Taylor Swift

23
6 8
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Sarah McLachlan, Macy Gray

24
4 6
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25
3 5
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Bad Liver And A Broken Heart Tom Waits

26
4 7
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Rod Stewart

27
3 6
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Smoke Gets in Your Eyes The Platters

28
2 5
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Trouble Cat Stevens

29
6 10
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Aerosmith

30
2 6
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It’s Too Late Carole King

31
1 5
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After the Storm Mumford & Sons

32
2 7
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You Took Him Off Of My Hands

33
0 6
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Nouvelle Vague

34
0 6
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Kevin Sharp