The 25 Most Exquisitely Sad Songs in the Whole World

25. Bruce Springteen - 'The River' (1980)
24. Sinead O'Connor - 'Nothing Compares 2 U' (1990)
23. Radiohead - 'No Surprises' (1997)
22. Sam Cooke - 'A Change Is Gonna Come' (1964)
21. David Bowie - 'Space Oddity' (1969)
20. Carly Simon - 'That's the Way I've Always Heard It Should Be'(1971)
19. Beck - 'Lost Cause' (2002)
18. Bee Gees - 'I've Gotta Get a Message to You' (1968)
17. Amy Winehouse - 'Back to Black' (2006)
16. Neil Diamond - 'Shilo' (1968)
15. Chocolate Genius - 'My Mom' (1998)
14. Dionne Warwick - 'Anyone Who Had a Heart' (1963)
13. Iron & Wine - 'Naked as We Came' (2004)
12. Frank Sinatra - 'In the Wee Small Hours of the Morning' (1954)
11. Bens Fold Five - 'Brick' (1997)
10. Roy Orbison - 'In the Real World' (1989)
09. Martina McBride - 'Concrete Angel' (2001)
08. Luther Vandross - 'Dance With My Father' (2003)
07. Jeff Buckley - 'Hallelujah' (1994)
06. George Jones - 'He Stopped Loving Her Today' (1980)
05. The Smiths - 'I Know It's Over' (1986)
04. Johnny Cash - 'Hurt' (2002)
03. The Beattles - 'Eleanor Rigby' (1966)
02. Billie Holiday - 'Gloomy Sunday' (1941)
01. Pernice Brothers - 'Chicken Wire'(1998)


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