The 100 Saddest Love Songs Of All Time

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Lovesick is not a nice feeling, but almost every human being has had a painful Separation put behind you. Repression is one way to combat heartbreak, but music is a better way for many to cope with their failed relationship.

Sad love songs can comfort and even regulate emotions, according to a scientific study. Instead of Mourning Melancholic songs trigger nostalgia and make sadness disappear for a short time.

It’s not uncommon for listeners to identify with the song and realize that others have had experiences of rejection, loss, and unrequited love as well.

In our playlist of the 100 saddest love songs of all time are songs from the 80s, 90s, and 2000s. Good sad love songs are still relevant over several decades.

Our tracklist takes you on a musical journey through the valley of tears, where surely no eye stays dry. So tissues are definitely needed.

(You can find a Spotify playlist at the end of the article.)

The 100 saddest love songs:

Each song is linked to the accompanying music video via the title.

№: Song: Performer: Listen:
1. I Will Always Love You Whitney Houston
2. Back to Black Amy Winehouse
3. Better In Time Leona Lewis
4. Never Let Me Go Florence + The Machine
5. Unbreak My Heart Toni Braxton
6. Sandcastles Beyoncé
7. Wild Horses Rolling Stones
8. If I Were a Boy Beyonce
9. I’ll Be Missing You Puff Daddy and Faith Evans
10. Linger Cranberries
11. I Can’t Make You Love Me Bonnie Raitt
12. A Message Kelela
13. Already Gone Kelly Clarkson
14. If I Ain’t Got You Alicia Keys
15. It Must Have Been Love Roxette
16. Stay Rihanna ft. Mikky Ekko
17. November Rain Guns n Roses
18. Everytime Britney Spears
19. Have You Ever Brandy
20. White Flag Dido
21. Torn Natalie Imbruglia
22. All By Myself Celine Dion
23. Let Her Cry Hootie and The Blowfish
24. Life Without You Stevie Ray Vaughan
25. White Frank Ocean & Odd Future
26. Don’t You Remember Adele
27. Missing The XX
28. Someone Like You Adele
29. If I Could Turn Back The Hands of Time R.Kelly
30. Doing It Wrong Drake
31. Goodbye My Lover James Blunt
32. With or Without You U2
33. It Ain’t Over Til It’s Over Lenny Kravitz
34. Higher Rihanna
35. I Remember You Skid Row
36. Its Been a While Fred Durst and Staind
37. I Care Beyoncé
38. Let it Burn Usher
39. What it Takes Aerosmith
40. Sacrifice Elton John
41. Don’t Forget About Us Mariah Carey
42. Echoes of Silence The Weeknd
43. Heartless Kanye West
44. Time Flies Lykke Li
45. Skinny Love Bon Iver
46. Don’t Cry Guns n Roses
47. Shiver Lucy Rose
48. It’s Too Late Carole King
49. When You’re Gone Avril Lavigne
50. I’ve Been Loving You Otis Redding
51. The Dance Garth Brooks
52. I Will Remember You Amy Grant
53. Summertime Vince Staples
54. Careless Whisper George Michael
55. You’ll Think of Me Keith Urban
56. Not Gon’ Cry Mary J. Blige
57. Just Another Day Jon Secada
58. I’d Rather Go Blind Beyoncé
59. Bad Religion Frank Ocean
60. Lost Cause Beck
61. Smoke and Ashes Tracy Chapman
62. Take a Bow Madonna
63. Almost Doesn’t Count Brandy
64. Deep Blue Sea Grizzly Bear
65. It’s a Heartache Bonnie Tyler
66. One More Try George Michael
67. You Were Meant for Me Jewel
68. Samson Regina Spektor
69. Song Cry Jay-Z
70. The Scientist Coldplay
71. Take A Fall For Me James Blake Feat. RZA
72. Where Did Our Love Go The Supremes
73. Against All Odds Phil Collins
74. Without You Mariah Carey
75. Never Ever All Saints
76. Plastic Bag Drake & Future
77. The Flame Cheap Trick
78. White Ferrari Frank Ocean
79. Don’t Speak No Doubt
80. Kiss The Rain Billie Myers
81. All By Myself Eric Carmen
82. How Am I Supposed to Live Without You Laura Branigan
83. Paint Me a Birmingham Tracy Lawrence
84. Changes Black Sabbath
85. Stupid In Love Rihanna
86. Nothing Compares 2 U Sinead O’Connor
87. Weil Es Liebe Ist 2raumwohnung
88. Always On My Mind Willie Nelson
89. Everybody Hurts R.E.M.
90. Maggie May Rod Stewart
91. At This Moment Billy Vera
92. Pictures of You The Cure
93. Again Janet Jackson
94. Lately Divine
95. Marvins Room Drake
96. Holding Back The Years Simply Red
97. You Always Hurt The Ones You Love Ryan Gosling
98. Foolish Games Jewel
99. Sukiyaki A Taste Of Honey
100. Blue Moon Cowboy Junkies

Sad Love Songs Spotify Playlist:

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