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WORLD'S SADDEST SONGS
Saddest Songs of All Time


  
  
 

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TOP 'SAD SONGS' EVER RECORDED
 
This list is based on a compilation of multiple published and unpublished 'saddest song' lists. Since the degree of sadness evoked by a song is a personal and individual experience, nearly every list of this nature is vigorously debated—based on personal tastes, experiences, and reactions to songs.
 
However, the songs listed here—especially in the top 100—are some of the most unanimously agreed-upon 'saddest songs of all time' according to a number of music critics and according to online comments and forum posts across the Internet; which in this particular case, happens to be a valid source, at least in seeking a degree of consensus.
  
Beyond the 'Top 100' or so, these songs are ranked in a somewhat arbitrary order. 
But to whatever degree these songs are 'ranked,' they should be considered 'ranked' primarily on their level of perceived sadness, and secondarily on their (perceived) popularity and quality.
 
A classic song of immeasurable esteem may be ranked in this list below a newer song of generally-lower esteem—only because of the song's 'level of perceived sadness' (and perhaps its emotion-evoking capability), and not necessarily because it is considered a 'lesser' song. Obviously, a newer song could not be considered 'better' than an enduring and treasured classic. So the original intent of this list should be kept in mind—to avoid any misunderstanding as to what this 'list' represents.
 
Songs ranked higher in the list may be considered extremely sad. Songs ranked lower in the list may be considered 'sad-to-melancholy', while perhaps also being considered memorable and enjoyable—in the cathartic sense.
 
In future revisions of this list, some songs will need to be moved up or down; others will need to be added, and some may be removed altogether, if the general perception is that they do not belong in this list.
    
The release year listed refers to the artist's particular release, since many songs were previously recorded.

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The goal of this list is to rank songs closest to the top which are either considered among the 'saddest songs of all time' or among the 'best-loved sad songs' — based on existing 'sad song lists', online comments, and forum postings.  Enjoy!
 

  1. "Tears in Heaven" Eric Clapton (1992)
  2. "He Stopped Loving Her Today" George Jones (1980)
  3. "Hurt" Nine Inch Nails (1994) | Johnny Cash (2002)
  4. "Everybody Hurts" REM (1992)
  5. "Crying" Roy Orbison (1962)
  6. "It's Over" Roy Orbison (1964)
  7. "Alone Again (Naturally)" Gilbert O'Sullivan (1972)
  8. "Yesterday" The Beatles (1965)
  9. "If" Bread (1971)
  10. "Honey" Bobby Goldsboro (1968)
  11. "Cat's in the Cradle" Harry Chapin (1974)
  12. "Dust in the Wind" Kansas (1977)
  13. "Last Kiss" Pearl Jam (2006)
  14. "Nothing Compares 2 You" Sinead O'Conner (1990)
  15. "Hallelujah" Jeff Buckley (1994)
  16. "Everything I Own" Bread (1972)
  17. "Mad World" Gary Jules (2003)
  18. "Eleanor Rigby" The Beatles (1966)
  19. "I'm So Lonesome I Could Cry" Hank Williams (1949)
  20. "Superstar" Karen Carpenter (1969)
  21. "Iris" Goo Goo Dolls (1998)
  22. "Memory" (aka "Memories") Elaine Paige (1983) | Barbra Streisand (1981)
  23. "Love Hurts" Nazareth (1975)
  24. "Drive" The Cars (1984)
  25. "Dance With My Father" Luther Vandross (2003)
     
     

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  26. "I Can't Make You Love Me" Bonnie Rait (1991)
  27. "Whiskey Lullaby" Braid Paisley & Alison Krausse (2004)
  28. "In The Wee Small Hours of the Morning" Frank Sinatra (1955)
  29. "Teen Angel" Mark Dinning (1959)
  30. "Goodbye to Love" The Carpenters (1972)
  31. "Sorry Seems to Be the Hardest Word" Elton John (1976)
  32. "Drugs Don't Work" Verve (1997)
  33. "Let it Be" The Beatles (1969)
  34. "Wild World" Cat Stevens (1970)
  35. "Your Song" Elton John (1970)
  36. "She's Leaving Home" The Beatles (1967)
  37. "Pink Moon" Nick Drake (1972)
  38. "Solitaire" The Carpenters (1975)
  39. "This Woman's Work" Kate Bush (1990)
  40. "Concrete Angel" Martina McBride (2002)
  41. "Against All Odds" (aka "Take a Look at Me Now") Phil Collins (1984)
  42. "I'm a Fool to Want You" Frank Sinatra (1951)
  43. "Goin' Out of My Head" Little Anthony & The Imperials (1964)
  44. "Creep" Radiohead (1992)
  45. "Are You Lonesome Tonight?" Elvis Presley (1960)
  46. "Bright Eyes" Art Garfunkel (1979)
  47. "You Don't Bring Me Flowers" Neil Diamond & Barbra Streisand (1978)
  48. "Candle in the Wind" Elton John (1973 & 1997)
  49. "For the Good Times" Ray Price (1970) | Elvis Presley (1972)
  50. "Annie's Song" John Denver (1974)
  51. "Lime Tree" Bright Eyes (2007)
  52. "It's So Hard to Say Goodbye to Yesterday" Boyz II Men (1991)
  53. "Crazy" Patsy Cline (1962)
  54. "The End of the World" Skeeter Davis (1963)
  55. "I'll Be Missing You" P. Diddy & Faith Evans (1997)
  56. "Only the Lonely" Roy Orbison (1960)
  57. "Don't Cry Daddy" Elvis Presley (1969)
  58. "Send in the Clowns" Judy Collins (1973)
  59. "I know It's Over" The Smiths (1986)
  60. "In the Ghetto" Elvis Presley (1969)
  61. "Two Out of Three Ain't Bad" Meat Loaf (1977)
  62. "My Immortal" Evanescence (2003)
  63. "Always on My Mind" Willie Nelson (1982)
  64. "Leaving on a Jet Plane" Peter, Paul and Mary (1969)
  65. "Sounds of Silence" Simon & Garfunkel (1966)
  66. "Kiss and Say Goodbye" The Manhattans (1976)
  67. "Don't Speak" No Doubt (1996)
  68. "Asleep" The Smiths (1987)
  69. "I Dreamed a Dream" Susan Boyle (2009)
  70. "Total Eclipse of the Heart" Bonnie Tyler (1984)
  71. "Pictures of You" The Cure (1989)
  72. "Christmas Shoes" Newsong (1996)
  73. "Gloomy Sunday" Billie Holiday (1941)
  74. "Strange Fruit" Billie Holiday (1939)
  75. "Bring Me to Life" Evanescence (2003)
  76. "Leader of the Band" Dan Fogelberg (1981)
  77. "Imagine" John Lennon (1971)
  78. "If I Had Only Known" Reba McEntire (1991)
  79. "Butterfly Kisses" Bob Carlisle (1997)
  80. "The Tracks of My Tears" Smokey Robinson & The Miracles (1965)
  81. "I Will Always Love You" Dolly Parton (1974) | Whitney Houston (1992)
  82. "The Rose" Better Midler (1979)
  83. "The Greatest Man I Never Knew" Reba McEntire (1991)
  84. "The Way We Were" Barbra Streisand (1973)
  85. "I Fall to Pieces" Patsy Cline (1961)
  86. "I Believe (For Every Drop of Rain that Falls)" Frankie Lane (1953)
  87. "Back to Black" Amy Winehouse (2006)
  88. "Because of You" Reba McEntire & Kelly Clarkson (2005)
  89. "The Living Years" Mike & The Mechanics (1988)
  90. "No Surprises" Radiohead (1997)
  91. "Vincent" (aka "Starry, Starry Night") Don McLean (1971)
  92. "In the Real World" Roy Orbison (1989)
  93. "Fade to Black" Metallica (1984)
  94. "Alyssa Lies" Jason Micheal Caroll (2006)
  95. "One" Metallica (1990)
  96. "Adam's Song" Blink 182 (2000)
  97. "Danny Boy" Elvis Presley (1976)
  98. "Open Arms" Journey (1982)
  99. "With or Without You" U2 (1987)
  100. "Roads" Portished (1995)
  101. "Angel" Sarah McLachlan (1997)
  102. "Hello" Evanescence (2003)
  103. "All By Myself" Eric Carmen (1976) | Celine Dion (1996)
  104. "I'll Be Seeing You" Billie Holiday (1939) | Frank Sinatra (1940) | Michael Bublé (1996)
  105. "End of the Road" Boyz II Men (1992)
  106. "The Freshmen" The Verve Pipe (1996)
  107. "If Tomorrow Never Comes" Garth Brooks (1989)
  108. "Can't Help Falling in Love with You" Elvis Presley (1961)
  109. "Mandy" Barry Manilow (1974)
  110. "Twilight" Elliot Smith (2004)
  111. "I Go To Sleep" The Pretenders (1981)
  112. "Rainy Days and Mondays" The Carpenters (1971)
  113. "To Where You Are" Josh Groban (2001)
  114. "Separate Lives" Phil Collins (1985)
  115. "I'm Already There" Lonestar (2001)
  116. "Tell Laura I Love Her" Ray Peterson (1960)
  117. "Daniel" Elton John (1973)
  118. "Fire and Rain" James Taylor (1970)
  119. "Lost Without Your Love" Bread (1977)
  120. "The Scientist" Coldplay (2003)
  121. "Mr. Bojangles" Nitty Gritty Dirt Band (1971)
  122. "The Long and Winding Road" The Beatles (1970)
  123. "Goodbye My Lover" James Blunt (2005)
  124. "You Don't Know Me" Eddy Arnold & Cindy Walker (1955) | Ray Charles (1962)
  125. "Same Old Lang Syne" Dan Fogelberg (1981)
  126. "I'll Wait For You" Joe Nichols (2006)
  127. "Mama" Connie Francis (1960)
  128. "Lover, You Should Have Come Over" Jeff Buckley (1994)
  129. "Behind Blue Eyes" Limp Bizkit (2003)
  130. "So Sad (To Watch Good Love Go Bad)" The Everly Brothers (1960)
  131. "It Makes No Difference" The Band (1975)
  132. "One Day I'll Fly Away" Randy Crawford (1980)
  133. "Smoke Gets In Your Eyes" The Platters (1959)
  134. "Black" Pearl Jam (1991)
  135. "Don't Worry 'Bout Me" Billie Holiday (1959)
  136. "Alone Again Or" Love (1967)
  137. "Black Eyed Dog" Nick Drake (1994)
  138. "I Just Don't Know What To Do With Myself" Dusty Springfield (1964)
  139. "Long Distance Love" Little Feat (1975)
  140. "Stay With Me" Lorraine Ellison (1966)
  141. "I've Been Loving You Too Long" Otis Redding (1965)
  142. "Heart Like A Wheel" Kate and Anna McGarrigle (1975)
  143. "The Dance" Garth Brooks (1989)
  144. "I am a Rock" Simon and Garfunkel (1966)
  145. "Hurt" Christina Aguilera (2006)
  146. "Midnight Train to Georgia" Gladys Knight & The Pips (1973)
  147. "Brick" Ben Folds Five (1997)
  148. "Rocky Mountain High" John Denver (1972)
  149. "Mama Liked the Roses" Elvis Presley (1969)
  150. "Goodbye Yellow Brick Road" Elton John (1973)
  151. "All Out of Love" Air Supply (1980)
  152. "Reflections of My Life" The Marmalade (1969)
  153. "Love Me Tender" Elvis Presley (1956)
     
     

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  154. "Bye Bye Love" The Everly Brothers (1957)
  155. "Without You" Harry Nillson (1970) / Air Supply (1991)
  156. "You're Beautiful" James Blunt (2005)
  157. "The Last Words You Said" Sarah Brightman (1999)
  158. "I'll Never Get Over You Getting Over Me" Exposé (1992)
  159. "Without You" Air Supply (1991)
  160. "Stairway to Heaven" Led Zeppelin (1971)
  161. "Careless Whisper" (aka "Never Gonna Dance Again") George Michael
  162. "Hurt So Bad" Linda Ronstadt (1980)
  163. "Stan" Eminem (2000)
  164. "Amazing Grace" Judy Collins (1970)
  165. "In My Life" The Beatles (1965)
  166. "Oh Donna" Richie Valens (1956)
  167. "Dear Mr. Jesus" PowerSource (1987)
  168. "Don't Worry Baby" The Beach Boys (1964)
  169. "Where Are You Now" Britney Spears (2000)
  170. "Cry Me a River" Julie London (1956)
  171. "Love, Me" Collin Raye (1991)
  172. "Make the World Go Away" Eddy Arnold (1965)
  173. "Amazing Grace" Elvis Presley (1971)
  174. "A Change Is Gonna Come" Sam Cooke (1964)
  175. "Blue Moon" Frank Sinatra (1960)
  176. "Stay" Sugarland (2007)
  177. "My Heart Will Go On" Celine Dion (1997)
  178. "Killing Me Softly" Roberta Flack (1974)
  179. "What She's Doing Now" Garth Brooks (1991)
  180. "Time to Say Goodbye" Andrea Bocelli & Sarah Brightman (1997)
  181. "Lies" Once soundtrack (2007)
  182. "Unchained Melody" Righteous Brothers (1965)
  183. "Wicked Game" Chris Isaak (1989)
  184. "If I Ever See You Again" Anne Murray
  185. "He Touched Me" Elvis Presley
  186. "Love Child" Diana Ross & the Supremes (1968)
  187. "Hey Jude" The Beatles (1968)
  188. "Your Cheatin' Heart" Hank Williams (1952)
  189. "Star Spangled Banner"
  190. "I Will Remember You" Sarah McLachlan (1999)
  191. "He Ain't Heavy, He's My Brother" The Hollies (1969)
  192. "I Don't Love You" My Chemical Romance (2006)
  193. "Wind Beneath My Wings" Bette Midler (1991)
  194. "Nowhere Man" The Beatles (1965)
  195. "Lean on Me" Kirk Franklin, Bono, C. Lewis, M.J. Blige (1998)
  196. "Love of My Life" Queen (1975)
  197. "I'd Do Anything for Love (But I Won't Do That)" Meat Loaf (1993)
  198. "Endless Love" Lionel Ritchie & Diana Ross (1981)
  199. "She Believes in Me" Kenny Rogers (1978)
  200. "Raindrops Keep Falling on My Head" B.J. Thomas (1969)
  201. "Lucky" Britney Spears (2000)
  202. "I am... I Said" Neil Diamond (1972)
  203. "Kentucky Rain" Elvis Presley (1970)
  204. "Harbor Lights" The Platters (1960)
  205. "You Don't Have to Say You Love Me" Elvis Presley (1970)
  206. "Take Good Care of My Baby" Bobby Vinton (1968)
  207. "You've Lost that Lovin' Feelin'" Righteous Brothers (1965)
  208. "Bridge Over Troubled Water" Simon & Garfunkel (1970)
  209. "Right Here Waiting" Richard Marx (1989)
  210. "I'll Be There" Escape Club (1991)
  211. "Perfect" Simple Plan (2002)
  212. "Over the Rainbow" (aka "Somewhere Over the Rainbow") Judy Garland (1939)
  213. "Georgia on My Mind" Ray Charles (1960)
  214. "Show Me the Meaning of Being Lonely" Backstreet Boys (1999)
  215. "Sometimes When We Touch" Dan Hill
  216. "Song Sung Blue" Neil Diamond (1972)
  217. "How Great Thou Art" Elvis Presley (1966)
  218. "Don't Take the Girl" Tim McGraw (1994)
  219. "The Blower’s Daughter" Damien Rice (2003)
  220. "Broken Vow" Josh Groban (2003)
  221. "Patches" Clarence Carter (1970)
  222. "Rainy Night in Georgia" Brook Benton (1970)
  223. "Travelin' Soldier" Dixie Chicks (2002)
  224. "Seasons in the Sun" Terry Jacks (1974)
  225. "September Morn" Neil Diamond (1977)
  226. "I Wonder" Kellie Pickler (2007)
  227. "Beautiful" Christina Aguilera (2002)
  228. "Two Little Boys" Rolf Harris (1969)
  229. "Unforgettable" Nat King Cole (1951) | Nat & Natalie Cole (1991)
  230. "Goodbye to Love" The Carpenters (1972)
  231. "Incomplete" Back Street Boys (2005)
  232. "Better as a Memory" Kenny Chesney (2007)
  233. "Mona Lisa" Nat King Cole (1950)
  234. "If You Leave Me Now" Chicago (1976)
  235. "Falling Slowly" Once soundtrack (2007)
  236. "Lady" Kenny Rogers (1980)
  237. "I'm Not Okay (I Promise)" My Chemical Romance (2003)
  238. "What Might Have Been" Little Texas (1993)
  239. "Moon River" Andy Williams (1962)
  240. "Sealed With a Kiss" Bobby Vinton (1972)
  241. "Can't Get Used to Losing You" Andy Williams (1963)
  242. "Family Portrait" Pink (2001)
  243. "Who Knew" Pink (2006)
  244. "Rag Doll" Four Seasons (1964)
  245. "Leader of the Pack" The Shangri-Las (1964)
  246. "Summertime" Ella Fitzgerald (1968)
  247. "Unanswered Prayers" Garth Brooks (1990)
  248. "Let's Hang On" Four Seasons (1965)
  249. "The River" (aka "I Will Sail My Vessel") Garth Brooks (1991)
  250. "Three Coins in the Fountain" Frank Sinatra (1954)
  251. "Scars" (aka "I Tear My Heart Open") Papa Roach (2003)
  252. "Can't Take My Eyes Off of You" Frankie Valli (1967)
  253. "You'll Never Walk Alone" Gerry and the Pacemakers (1963)
  254. "Friends" Michael W. Smith (1983)
  255. "Down in the Boondocks" Billy Joe Royal (1965)
  256. "Nobody Wants to be Lonely" Christina Aguilera & Ricky Martin (2001)
  257. "Lonely No More" Rob Thomas (2005)
  258. "Fergie" Big Girls Don't Cry (2006)
  259. "Love is a Many-Splendored Thing" The Four Aces (1955)
  260. "Even the Nights Are Better" Air Supply (1982)
  261. "We've Only Just Begun" The Carpenters (1970)
  262. "Big Girls Don't Cry" The Four Seasons (1962)
  263. "Don't Go Breakin' My Heart" Elton John & Kiki Dee (1976)
  264. "How to Save a Life" The Fray (2005)
  265. “Rockin’ Chair” The Band (1969)
  266. "Marie" Randy Newman (1968)
  267. “Not Gon’ Cry” Mary J. Blige(1996)
  268. "If You're Reading This" Tim McGraw (2007)
  269. "I Believe" Diamond Rio (2003)
  270. “Oklahoma USA” The Kinks (1971)
  271. “River” Joni Mitchell (1971)
  272. “For A Friend” The Communards (1987)
  273. “She’s Got You” Patsy Cline (1962)
  274. “I Get Along Without You Very Well” Billie Holiday (1958)
  275. "Tears on My Pillow" Little Anthony & The Imperials (1958)
  276. “It’s Not Easy Being Green” Kermit the Frog (1970)
  277. “Down From Dover” Dolly Parton (1970)
  278. “Don’t Think Twice, It’s All Right” (1963)
  279. "What Hurts the Most" Rascal Flatts (2006)
  280. “The River” Bruce Springsteen (1980)
  281. “Streets of London” Sinead O’Connor
  282. "Taillights Fade” Buffalo Tom (1992)
  283. "Angie" Rolling Stones (1973)
  284. "Walk Away" Ben Harper (1969)
  285. “Katy Song” Red House Painters (1993)
  286. “Trouble of the World” Mahalia Jackson (1959)
  287. “Borrowed Tune” Neil Young (1973)
  288. “$1,000 Wedding” Gram Parsons & Emmylou Harris (1974)
  289. “My Autumn’s Done Come” (1966) Lee Hazlewood
  290. “Sam Stone” John Prine (1971) Swamp Dogg (1972)
  291. “My Autumn’s Done Come” Lee Hazlewood (1966)
  292. “Since Yesterday” Strawberry Switchblade (1984)
  293. “Suicidal Thoughts” The Notorious B.I.G. (1994)
  294. “Somewhere Out There” (from An American Tail, 1986)
  295. “Burn Baby Burn” Gravediggaz (2002)
  296. "As Tears Go By" Rolling Stones (1964)
  297. "There Is A Light That Never Goes Out" The Smiths (1986)
  298. "Casimir Pulaski Day" Surfjan Stevens (2006)
  299. "Into My Arms" Nick Cave & The Bad Seeds
  300. "What it Takes" Aerosmith
  301. "I Don't Want to Miss a Thing" Aerosmith
  302. "UnBreak My Heart" Toni Braxton
  303. "I Can't Forget You" Cracker
  304. "Funny How Time Slips Away" Al Green
  305. "Catch" The Cure
  306. "Tom Traubert's Blues" Tom Waits
  307. "Not Dark Yet" Bob Dylan
  308. "Hung My Head" Johnny Cash
      
     

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  309. "Zero Chance" Soundgarden
  310. "Autumn's Here" Hawksley Workman
  311. "Fake Plastic Trees" Radiohead
  312. "Mother" John Lennon
  313. "Bad" U2
  314. "Fiddlers Green" The Tragically Hip
  315. "The Saddest Song" The Ataris (2003)
  316. "Oh! Sweet Nuthin'" The Velvet Underground
  317. "Sad Song" Lou Reed
  318. "The Bed" Lou Reed
  319. "If You See Her Say Hello" Bob Dylan
  320. "Knockin' on Heaven's Door" Bob Dylan
  321. "Things the grandchildren should know" by Eels
  322. "The End of the Rainbow" Richard & Linda Thompson
  323. "Afraid Not Scared" Ryan Adams
  324. "Suicide is Painless" Theme song from MASH
  325. "Here Comes a Regular" The Replacements
  326. "I Am Trying to Break Your Heart" Wilco
  327. "Biko" Peter Gabriel
  328. "Love Vigilantes" New Order
  329. "Old Shep" Elvis Presley
  330. "Piano Man" Billy Joel
  331. "Black Night is Falling" Buddy Guy
  332. "Here Comes the Flood" Peter Gabriel
  333. "There Is A Light That Never Goes Out" The Smiths (1986)
  334. "Doo Rags” Nas
  335. “Dead Homiez” Ice Cube
  336. "Will You Love Me Tomorrow?" Gerry Goffin & Carole King
  337. "Atlantic City" Bruce Springsteen
  338. "Downbound Train" Bruce Springsteen
  339. "One Little Star" Big Bird on the Follow that Bird soundtrack
  340. "Leaving Hope" Trent Reznor
  341. "Round Here" Counting Crows
  342. "Colorblind" Counting Crows
  343. "These Days" Jackson Browne
  344. "I Wish It Would Rain" The Temptations
  345. "In My Room" The Beach Boys
  346. "Casimir Pulaski Day" Sufjan Stevens
  347. "I Just Don't Think I'll Ever Get Over You" Colin Hay
  348. "Runaway Train" Soul Asylum
  349. "Mercy Mercy Me" Marvin Gaye
  350. "King's Crossing" Elliott Smith
  351. "The Boxer" Simon & Garfunkel
  352. "Wait" Sarah McLaughlin
  353. "Lost Soul" Bruce Hornsby
  354. "Hush, Hush, Hush" Herbie Hancock & Annie Lenox
  355. "Box of Rain" The Grateful Dead
  356. "Hello Young Lovers" (from The King & I)
  357. "The Biggest Lie" Elliott Smith
  358. "Another Lonely Day" Ben Harper
  359. "Between the Bars" Elliott Smith
  360. "Fast Car" Tracy Chapman
  361. "Single File" Elliott Smith
  362. "Stickman" Elliott Smith
  363. "Not Half Right" Heatmiser
  364. "Don't Go" Matthew Sweet
  365. "Crestfallen" Smashing Pumpkins
  366. "If We Hold on Together" The Land Before Time soundtrack
  367. "Invisible Hands" Joseph Arthur
  368. "Hide and Seek" Imegon Heap
  369. "Close to You" The Carpenters
  370. "Ain't No Sunshine" Bill Withers
  371. "Loving You" Minnie Ripperton
  372. "I Have Nothing" Whitney Houston
  373. "Have you Ever Been Mellow?" Olivia Newton John
  374. "When I Fall in Love" The Lettermen
  375. "Very Special" Debra Laws
  376. "All I Have" J.Lo & LL Cool J
  377. "Love Don't Live Here Anymore" Madonna
  378. "No Ordinary Love" Sade
  379. "Missing You" Diana Ross
  380. "One Less Bell to Answer" 5th Dimension
  381. "Someone Like You" Van Morrison
  382. "Wait for Me" Hall & Oates
  383. "Why Me Baby" Keith Sweat
  384. "You Were Meant For Me" Jewel
  385. "With You I'm Born Again" Billy Preston & Syreeta
  386. "Irreplaceable" Beyonce
  387. "She's Gone" Hall & Oates
  388. "Let Her Cry" Hootie & the Blowfish
  389. "Good Woman" Cat Power
  390. "Say Hello, Wave Goodbye" Soft Cell (1982)
  391. "A Perfect Circle" Libras
  392. "Society" Eddie Vedder
  393. "My Skin" Natalie Merchant
  394. "A Sorta Fairytale" Tori Amos
  395. "And So it Goes" Billy Joel
  396. "Never is a Promise" Fiona Apple
  397. "The Promise" Tracy Chapman
  398. "I Never Dreamed You’d Leave in Summer" by Stevie Wonder
  399. "This Bitter Pill" Dashboard Confessional
  400. "Just Until Sundown" Further Seems Forever
  401. "A Thousand Hours" The Cure
  402. "Love Is All I Have To Give" The Checkmates
  403. "Good Morning, Heartache" Billie Holiday
  404. "Little Girl Blue" Nina Simone
  405. "Solitude" Black Sabbath
  406. "Cemetery Gate" Pantera
  407. "When I Call Your Name" Vince gill
  408. "Beloved Wife" Natalie Merchant
  409. "If You Go Away" Terry Jacks | Dusty Springfield
  410. "It's Over" Mason Williams
  411. "At Seventeen" Janis Ian
  412. "I Ain't Missing You at All" Baby
  413. "I Can't Get Over You" Dramatics
  414. "Strangulation! My Morning Jacket
  415. "D.O.A." Bloodrock
  416. "The Search is Over" Survivor
  417. "Tonight I Wanna Cry" Keith Urban
  418. "That's My Job" Conway Twitty
  419. "Sleepwalk" Santo and Johnny
  420. "Love, Reign O'er Me" The Who
  421. "Sail On" The Commodores (1979)
  422. "Lonely Day" System of a Down
  423. "I'm Lost Without You" Blink 182
  424. "Sad Eyes" Robert Johns
  425. "Cottage for Sale" Chuck Berry
  426. "Missing You Now" Michael Bolton
  427. "Said I Loved You but I Lied" Michael Bolton
  428. "This Guy's in Love with You" Herb Alpert
  429. "Heartbreak Station" Cinderella
  430. "I Won't Forget You" Poison
  431. "Without You" Motley Crue
  432. "Belive in Love" Scorpions
  433. "To Have and Have Not" Billy Bragg
  434. "Don't Think Twice, It's Alright" Bob Dylan
  435. "This House is Empty Now" Elvis Costello
  436. Lonely is the Word" Black Sabbath
  437. "Pale Blue Eyes" Lou Reed
  438. "Abraham, Martin, and John" Dion
  439. "I'm Not in Love" 10cc
  440. "You're in Love" Wilson Phillips
  441. "Blood on the Tracks" Bob Dylan
  442. "Have You Ever" Brandy
  443. "All My Love" Led Zeppelin
  444. "For Once in My Life" Stevie Wonder
  445. "One Promise to Late" Reba McEntire
  446. "Bye, Bye, Bye" N'Sync
  447. "If I Had Only Known" Reba McEntire
  448. "Come Back to Me" Janet Jackson
  449. "Mainstreet" Bob Segar
  450. "Look at You" Dave Mason
  451. "I Want You" Elvis Costello
  452. "Don't Fear The Reaper" Blue Oyster Cult
  453. "You've Changed" Billie Holiday
  454. "Fairytale of New York" The Pogues
  455. "Greenfields" The Brother Four
  456. "Almost Lover" A Fine Frenzy
  457. "Jeremy" Pearl Jam
  458. "Let It Die" Feist
  459. "I Want to Know What Love Is" Foreigner
  460. "I Just Died in Your Arms Tonight" Cutting Crew (1986)
  461. "Slit Skirts" Pete Townshend
  462. "The Song is Over" The Who
  463. "What Went Wrong" Blink 182
  464. "Storms" Fleetwood Mac
  465. "Beautiful Child" Fleetwood Mac
  466. She's Out of My Life" Michael Jackson
  467. "Touch Me in the Morning" Diana Ross
  468. "The Thrill is Gone" BB King
  469. "When A Man Loves A Woman" Percy Sledge
  470. "Toby" Chi-Lites
  471. "Statue of a Fool" George Jones
  472. "Run Joey Run" David Geddes
  473. "I Miss You" by Aaron Hall | Blink 182
  474. "It Must Have Been Love" Roxette
  475. "Look Away" Chicago
  476. "Wish You Were Here" Pink Floyd
  477. "Stand By Me" Ben E. King
  478. "Long Cold Winter" Cinderella
  479. "Taxi" Harry Chapin
  480. "One Day in Your Life" Jackson 5
  481. "Ode to Billie Joe" Bobbie Gentry
  482. "Every Rose Has it's Thorn" Poison
  483. "Looking to the Sky for Answers" Heroes of Heartache
  484. "In Loving Memory" Alter Bridge
  485. "The Winner Takes it All" Abba
  486. "Knowing Me, Knowing You" Abba
  487. "I Don't Love You" My Chemical Romance
  488. "A Plague of Lighthouse Keepers" Van Der Graaf Generator
  489. "For No One" The Beatles
  490. "Always Something There to Remind Me" Soft Cel
  491. "Don't Cry" Guns N' Roses
  492. "Wherever You Will Go" The Calling
  493. "The Letter" Black Heart Procession
  494. "That Night" Atmosphere
  495. "Runaway Love" Ludacris, Mary J. Blige
  496. "Why'd You Lie" Colin James
  497. "She Thinks His Name Was John" Reba McEntire
  498. "For My Broken Heart" Reba McEntire
  499. "Is That All There Is" Peggy Lee
  500. "Puff The Magic Dragon" Peter, Paul & Mary
  501. "In The Rain" The Dramatics
  502. "Love Bites" Def Leppard
  503. "How Am I Supposed to Live Without You" Michael Bolton
  504. "I'm Not Okay (I Promise)" My Chemical Romance
  505. "Backstreet Girl" Rolling Stones
  506. "You Were Meant For Me" Jewel
  507. "The Wreck of the Edmond Fitzgerald" Gordon Lightfoot
  508. "Jungle Love" Morris Day
  509. "Even Now" Barry Manilow
  510. "Ethylene" John Hiatt
      
     

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  511. "Times of Your Life" Paul Anka
  512. "Band of Gold" Maria Griffith
  513. "Don't Cry for Me Argentina" Donna Summer
  514. "I'm Still Loving You" The Scorpions
  515. "Winter in America" Doug Ashdown
  516. "One Sweet Day" Mariah Carey & Boyz II Men
  517. "Is It a Crime" Sade
  518. "Why" Annie Lennox
  519. "Shape of My Heart" Sting
  520. "Against the Wind" Lori Perry
  521. "Breathe Me" Sia
  522. "Always and Forever" Heatwave
  523. "Who Knows Where the Time Gies" Sandy Denny
  524. "Hello It's Me" Todd Rungren
  525. "Losing My Mind" Stephen Sondheim
  526. "Free Bird: Lynryd Skynyrd
  527. "In The Air Tonight" Phil Collins
  528. "Clock on The Wall" Johnny Ace
  529. "Don't Try So Hard" Queen
  530. "The Show Must Go On" Queen
  531. "These Are the Days of Our Lives" Queen
  532. "No-one But You (Only the Good Die Young)" Queen
  533. "Something's Always Wrong" How about Hootie and the Blowfish
  534. "The Pass" Rush
  535. "Yesterday When I was Young" Dusty Springfield
  536. "If only you were lonely" The Replacements
  537. "Unsatisfied" The replacements
  538. "Are You the One I've Been Waiting For" Nick Cave
  539. "Rented Rooms" The Tindersticks
  540. "Let's Just Kiss and say Goodbye" The Manhattans
  541. "Blue Eyes Crying in the Rain" Willie Nelson
  542. "Just When I Needed You Most" Randy VanWarmer
  543. "My Cherie Amour" Stevie Wonder
  544. "Haven't Got Time For the Pain" Carly Simon
  545. "On and On" Stephen Bishop
  546. "Who's Crying Now? Journey
  547. "I Miss You" Teddy Pendergrass
  548. "Only The Lonely" The Motels
  549. "The Story of My Life" Neil Diamond
  550. "Just Once" James Ingram
  551. "Baby Come Back" Player
  552. "Everytime You Go" Paul Young
  553. "The Heart Never Lies" McFly (2007)
  554. "Give Me Tonight" Shannon
  555. "Simple Twist of Fate" Bob Dylan
  556. "Don't Cry" Seal
  557. "Disenchanted" My Chemical Romance
  558. "Somebody" Depeche Mode
  559. "Landslide Fleetwood Mac
  560. "Down So Low" Tracy Nelson
  561. "God Only Knows" The Beach Boys
  562. "Hot Burrito #1" The Flying Burrito Brothers
  563. "Girl with Far Away Eyes" Rolling Stones
  564. "Sober" Tool
  565. "Anything That's Part Of You" Elvis
  566. "A Man Alone" Frank Sinatra
  567. "A Name Upon The Wall" The Sadler Brothers
  568. "Since I Don't Have You" The Skyliners | Guns N' Roses
  569. "Famous Blue Raincoat" Leonard Cohen
  570. "Julia" The Beatles
  571. "Welcome to My Heart" Backstreet Boys
  572. "I'll Find A Way" Rachael Yamagata
  573. "Graduation Day" The Lettermen
  574. "Fix You" Coldplay
  575. "Strong" Sade
  576. "Try Again" Keane
  577. "Goodnight My Angel" Billy Joel
  578. "Bad Liver and A Broken Heart" Tom Waits
  579. "Warm Beer and Cold Women" Blue Valentines
  580. "Blues Jam" The Rollins Band
  581. "Daddy" Korn
  582. "Turn the Page" Bob Seger
  583. "Thank You" Led Zeppelin
  584. "Withered and Died" Richard & Linda Thompson
  585. "Little Green Apples" Roger Miller
  586. "House of the Rising Sun" The Animals
  587. "The Last Resort" Eagles
  588. "Stay" Sugarland
  589. "Giving Up" Donny Hathaway
  590. "Why Can't I Have You" The Cars
  591. "Who Wants to Live Forever" Queen
  592. "Stop Crying Your Heart Out" Oasis
  593. "Song in the Air" Elliot
  594. "At This Moment" Billy Vera & the Beaters
  595. "Lyin' Eyes" Eagles
  596. "Great Lady Day" Billie Holiday
  597. "Unbeautiful" Lesley Roy
  598. "With Pen in Hand" Bobby Goldsboro
  599. "You Better Sit Down Kids" Sonny & Cher
  600. "Dance with the Devil" Immortal Technique
  601. "Landslide" Fleetwood Mac
  602. "Wildwood Flower" Carter Family
  603. "Poncho and Lefty" Willie Nelson
  604. "Changes" Black Sabbath
  605. "Highway Patrolman" Bruce Springsteen
  606. "In Corolla" The Mountain Goats
  607. "I Started a Joke" Bee Gees
  608. "Beth" Kiss
  609. "Every Time We Say Goodbye" John Coltrane | Annie Lennnox
  610. "Surrender" Trixter
  611. "Nothing Else Matters" Metallica
  612. "In the End" Linkin Park
  613. "Pictures" Kidd Rock & Cheryl Crow
  614. "I Swear" All 4 One
  615. "Here Without You" 3 Doors Down
  616. "Don't Cry Tonight" Guns N' Roses
  617. "Better Off Alone" Alice Deejaa
  618. "Run Away" Del Shannon
  619. "Time After Time" Cindy Lauper
  620. "Turn the Radio Up" Eric Carmen
  621. "Truly, Madly, Deeply" Savage Garden
  622. "Shed Some Light" Shinedown
  623. "Long Long Time" Linda Rondstadt
  624. "The End of the World" Herman's Hermits
  625. "Jesus Doesn't Want Me for a Sunbeam" Nirvana
  626. "The Last Time I Saw Her" Gordon Lightfoot
  627. "I Go Out Walking After Midnight" Patsy Cline
  628. "In My Darkest Hour" Megadeath
  629. "One is the Loneliest Number" Three Dog Night
  630. "Bird on a Wire" Leonard Cohen
  631. "Goodbye Cruel World" Pink Floyd
  632. "Something in the Way" Nirvana
  633. "Morning Bell" Radiohead
  634. "Mean Mistreater" Grand Funk Railroad
  635. "Heartbreaker" Grand Funk Railroad
  636. "Same Old Song" Four Tops
  637. "Walk Away Renee" Four Tops
  638. "Let the Heartaches Begin" Long John Baldry
  639. "All Apologies" Nirvana
  640. "Just a Perfect Day" Lou Reed
  641. "I'm So Tired of Being Alone" Al Green (1970)
  642. "You'll be There" George Strait
  643. "What About Teddy Bear" Red Sovine
  644. "Nutshell" Alice in Chains
  645. "Wasted Time" Eagles
  646. "The Lady Wants to Know" Michael Franks
  647. "I Don't Have the Heart" by James Ingram
  648. "You Don't Love Me Any More" Joe Cocker
  649.  "And the Band Played Waltzin' Matilda" The Pouges
  650. "I Just Don't Know What to Do with Myself" Elvis Costello
  651. "Rosanna" Toto
  652. "Sideshow" Barry Biggs
  653. "I Don't Wanna Play House" Tammy Wynette
  654. "Who's Sorry Now" Connie Francis
  655. "Only Women Bleed" Alice Cooper
  656. "Sad Eyed Lady of the Lowlands" Bob Dylan
  657. "Undying Love" Nas
  658. "How Can You Mend a Broken Heart" Bee Gee's (1971)
  659. "When I Need You" Leo Sayer
  660. "My Eyes Adored You" Frankie Valli
  661. "Baby, Don't Get Hooked on Me" Mac Davis (1972)
  662. "The Great Gig in the Sky" Pink Floyd
  663. "Nights in White Satin" Moody Blues
  664. "Cause I Love You" Lenny Williams
  665. "(Out There) On my Own" Nikka Costa
  666. "Empty Chairs" Don McLean
  667. "Untouchable Face" Ani DiFranco
  668. "Miss Emily's Picture" John Conlee (1981)
  669. "Remember" Billie Holiday
  670. "There Stands the Glass" Webb Pierce
  671. "Hats Off To Larry" Del Shannon
  672. "Cruel Summer" Bananarama
  673. "Don't Explain (Be Obtuse)" Nina Simone
  674. "Two Grey Rooms" Joni Mitchell (1982)
  675. "If Drinkin' Don't Kill Me (Her Memory Will)" George Jones
  676. "She Thinks I Still Care" George Jones
  677. "It Only Hurts When I'm Breathing" Shania Twain
  678. "One Step Forward (Two Steps Back)" The Desert Rose Band
  679. "I Get Along Without You Very Well" Matt Monro (1962)
  680. "Better Place To Be" Harry Chapin
  681. "No More Cloudy Days" The Eagles 
  682. "River of Tears" Eric Clapton
  683. "You Take Me for Granted" Merle Haggard
  684. "Company" Rickie Lee Jones
  685. "Faithless Love" Linda Ronstadt
  686. "Up Against the Wind" Lori Perry
  687. "Love Stinks" J Giles Band
  688. "I Hate Everything about You" Ugly Kid Joe
  689. "Breathe Again" Toni Braxton
  690.  "I Can't Tell You Why" The Eagles.
  691. "Steven" Alice Cooper
  692. "Who Am I" The O'Jays
  693. "Could We Start Again Please?" Jesus Christ Superstar soundtrack
  694. "It's Been a Long, Long Time" Kitty Allen
  695. "I'll Be True to You" The Oak Ridge Boys
  696. "Ghost" The Indigo Girls
  697. "Epitaph" King Crimson
  698. "The Boy Who Blocked is Own Shot" Brand New (2003)
  699. "Mix Tape" Brand New (2001)
  700. "The No Seatbelt Song" Brand New (2001)
  701. "Inflatable" Bush (2001)
  702. "The Best Deceptions" Dashboard Confessional (2001)
  703. "Transatlantism" Deathcab for Cutie (2003)
  704. "Lack of Color" Deathcab for Cutie (2003)
  705. "Company Calls Epilogue" Death Cab For Cutie (2000)
  706. "Be Quiet and Drive (Far Away)" Deftones 2003
  707. "Telescope Eyes" Eisley (2005)
  708. "Everything Reminds Me of Her" Elliot Smith
  709. "Everything Means Nothing to Me" Elliot Smith
  710. "She Says" Howie Day
  711. "Hide and Seek" Imogen Heap (2005)
  712. "Knives Out" Radiohead (2001)
  713. "Last Night I Dreamt That Somebody Love Me" The Smiths
  714. "Konstantine" Something Corporate
  715. "Runaway Train" Soul Asylum
  716. "Tie Up My Hands" StarSailor
  717. "New American Classic" Taking Back Sunday
  718. "Strange" Tori Amos
  719. "Your Cloud" Tori Amos
  720. "Haunt You Everyday" Weezer
  721. "Cigarette" Yellowcard
  722. "Evaporated" Ben Folds Five (1997)
  723. "Waiting on an Angel" Ben Harper (1994)
  724. "Welcome to the Cruel World" Ben Harper
  725. "Always" Bon Jovi (1994)
  726. "Thunder Rolls" Garth Brooks (1990)
  727. "Glycerine" Bush (1994)
  728. "Sixteen Stone" Bush
  729. "Round Here" Counting Crows (1993)
  730. "A Long December" Counting Crows
  731. "This Desert Life" Counting Crows
  732. "Waltz No.2" Elliot Smith
  733. "November Rain" Guns ‘N’ Roses
  734. "Alone" Heart
  735. "Foolish Games" Jewel (1995)
  736. "Table For Glasses" Jimmy Eat World
  737. "Comfortable" John Mayer
  738. "Missing You" John Waite (1996)
  739. "Lightning Crashes" Live
  740. "Fade Into You" Mazzy Star
  741. "Nothingman" Pearl Jam (1994)
  742. "Immortatlity" Pearl Jam
  743. "Country Feedback" REM
  744. "Nightswimming" REM
  745. "Street Spirit (Fade Out)" Radiohead
  746. "I Could Have Lied" Red Hot Chili Peppers  (1991)
  747. "Thirty-Three" Smashing Pumpkins (1995)
  748. "Soothe" Smashing Pumpkins (1994)
  749. "Disarm" Smashing Pumpkins (1994)
  750. "Black Hole Sun" Soundgarden
  751. "Fell On Black Days" Soundgarden (1994)
  752. "Lately" Stevie Wonder (1999)
  753. "In Circles" Sunny Day Real Estate (1994)
  754. "Pillars" Sunny Day Real Estate (1998)
  755. "Motorcycle Driveby" Third Eye Blind (1997)
  756. "Not The Red Baron" Tori Amos (1996)
  757. "Caught A Lite Sneeze" Tori Amos (1996)
  758. "Silent All These Years" Tori Amos (1992)
  759. "Smells Like Teen Spirit" Nirvana | Tori Amos
  760. "One" U2 (1992)
  761. "Sunrays & Saturdays" Vertical Horizon (1995)
  762. "The World has Turned and Left Me Here" Weezer
  763. "Butterfly" Weezer (1996)
  764. "Take My Breath Away" Berlin (1986)
  765. "And So It Goes" Billy Joel (1989)
  766. "Love Song" The Cure (1989)
  767. "The Same Deep Water as You " The Cure (1989)
  768. "All I Want" The Cure (1987)
  769. "A Thousand Hours" The Cure
  770. "Charlotte Sometimes" The Cure (1986)
  771. "A Night like This" The Cure (1986)
  772. "End of the Innocence" Don Henley (1989)
  773. "Saves The Day" Three Miles Down (1998)
  774. "Back To the Old House" The Smiths (1984)
  775. "Please, Please, Please Let Me Get What I Want" The Smiths (1984)
  776. "Across the Universe" The Beatles (1970)
  777. "Honesty" Billy Joel (1978)
  778. "Sad Lisa" Cat Stevens (1970)
  779. "Winterlong" Neil Young (1970)
  780.  "Comfortably Numb" Pink Floyd (1979)
  781. "They Won’t Go When I Go" Stevie Wonder (1974)
  782. "All In Love Is Fair" Stevie Wonder (1973)
  783. "That’s The Way I’ve Always Heard It Should Be" Carly Simon (1971)
  784. "Yer Blues" The Beatles (1968)
  785. "It Ain’t Me Babe" Bob Dylan (1964)
  786. "Summer’s Almost Gone" The Doors (1968)
  787. "Why do Fools Fall in Love" Frankie Lymon & The Teenagers (1956)
  788. "My Prayer" The Platters (1956)
  789. "It’s Only Make Believe" Conway Twitty (1958)
  790.  "You Cheated" The Shields (1958)
  791. "Silhouettes" The Rays (1957)
  792. "Silence is Golden" The Tremeloes
  793. "Over the Mountain, Across the Sea"  Johnnie & Joe (1957)
  794. "Heartbreak Hotel" Elvis Presley (1956)
  795. "Eddie My Love" The Teen Queens (1956)
  796. "I Almost Lost My Mind" Pat Boone (1956)
  797. "A Fool Such As I" Elvis Presley (1959)
  798. "For Your Precious Love" Jerry Butler (1958)
  799. "Long Lonely Nights" Lee Andrews & The Hearts (1957)
  800. "Put Your Head on My Shoulder" Paul Anka
  801. "Nobody's Fault but My Own" Beck
  802. "Playground Love" Air
  803. "Honey and the Moon" Joseph Arthur
  804. "River Man" Nick Drake
  805. "I Hung My Head" Johnny Cash
  806. "Passenger Seat" Death Cab for Cutie
 
 

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Other lists of sad songs below. 
Also see Reader 'Comments' on the links below for more sad songs...

      
Yahoo Music - The 20 Most Heartbreaking Songs of All Time
(with over 6,000 comments posted - and many song suggestions)
   
Rolling Stone Magazine - What is the Saddest Song Ever Written?


The 25 Most Exquisitely Sad Songs in the Whole World  +  15 More
 
 
WanderList - Over 300 of the Saddest Songs Ever
 
 
The 52 Most Depressing Songs You've Ever Heard
 

What Are the Saddest Songs - Ask Meta Filter

  
AOL's Top 20 Saddest Songs
  
The Walrus - 30 Favorite Sad Songs

Another List of Sad Songs - Whatever and Ever, Amen
   
SaddestSongs.com
   
Your Favorite Sad Song Thread @ Last FM Forum
 

Sad Song Forum Thread @ Rate Your Music

Your Top 3 Sad Songs Forum Thread @ Rate Your Music

 

 
Copyright © 2009 Mark P. Bradford. All rights reserved.
 

SAD SONGS

 
WORLD'S SADDEST SONGS
Saddest Songs of All Time

 
WorldsSaddestSongs.com - Home of the Saddest Songs of All Time
  

TOP 100 SAD SONGS
TOP 20 SADDEST SONGS
TOP 10 SADDEST SONGS
DEPRESSING SONGS

Streaming Audio & Video

 
 

E-mail your song suggestions & comments
 
Also, if you're good with research and detail, we need someone to find all the 'release' years for the songs in the bottom half of the list.
 
We also need music experts to help re-rank these songs, since they are ranked somewhat arbitrarily, especially further down in the list. 
 
There are most likely other songs we are unaware of that need to be added to the list (and some in this list that should probably be deleted).  So whatever feedback you can offer — especially those of you in the music industry, who are familiar with most of the songs — your help would be greatly appreciated.  Feel free to send a text file with your changes or suggestions.  Thanks!

 
Note: This article was submitted to Wikipedia, but it was deleted because of Wikipedia policy issues - related to a lack of objectivity.
link here: http://en.wikipedia.org/wiki/Wikipedia:Articles_for_deletion/List_of_saddest_songs

 

 


 

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