Songs The Saddest Breakup Songs Ever Written  

Ranker Music
355 votes 52 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
17 4
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2
13 5
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Kelly Clarkson

3
11 4
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Slipknot

4
12 5
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No Doubt

5
11 5
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I Will Always Love You Dolly Parton

6
8 3
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We Don’t Talk Anymore

7
10 5
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Toni Braxton

8
10 6
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Lady Antebellum

9
9 6
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Boyz II Men

10
9 7
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Love Me Now John Legend

11
6 4
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Florence and the Machine

12
6 4
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Pearl Jam

13
5 3
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Nazareth

14
9 8
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Sinéad O'Connor

15
8 7
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Mariah Carey

16
7 6
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Dune, The London Session Orchestra, Airliner SRS

17
6 5
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Taylor Swift

18
6 5
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LeAnn Rimes

19
6 5
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20
6 5
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Aerosmith

21
4 3
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Sarah McLachlan, Macy Gray

22
4 3
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Rod Stewart

23
3 2
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24
8 8
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25
5 5
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James Blunt, Monalisa

26
2 2
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Trouble Cat Stevens

27
2 3
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Smoke Gets in Your Eyes The Platters

28
1 2
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Roy Orbison

29
1 3
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Bad Liver And A Broken Heart Tom Waits

30
1 4
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You Took Him Off Of My Hands

31
0 3
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Kevin Sharp

32
0 3
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It’s Too Late Carole King

33
0 3
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Nouvelle Vague

34
0 3
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After the Storm Mumford & Sons