Tonight I'm Gonna Cry Playlist: Songs That Make Me Cry

What is it about some songs that make us bawl like a baby?  Is it regret? (Cats in the Cradle, Wasted Time, The Living Years, Yesterday)  Death? (Amazing Grace, Tears in Heaven)  Doomed Love? (Somewhere) Lost Love? (Against the Odds, Weekends in New England) Lost youth? (Growin' Up, It Was a Very Good Year, I Loved These Days) The glory/horror of war? (Brothers in Arms, Some Gave All, Goodnight Saigon, Taps) Patriotism? (The Battle Hymn of the Republic, America) Songs that fill you with hope that, no matter how bad things get, there's something better Over the Rainbow? (What a Wonderful World, Imagine, Rainbow Connection).  Sometimes the words don't even matter - all it takes is a heart-breaking chord change or crescendo to tear at our hearts, like Samuel Barber's haunting Adajio for Strings or Jeff Buckley's wrenching version of Hallelujah.

Then again, does it really matter? The point is that whenever I feel the need for a good, purging cry, these songs are guaranteed to deliver the tears.
  1. 100 Years, Five for Fighting
  2. Adagio for Strings, Samuel Barber
  3. Afterglow, Genesis
  4. Against the Odds, Phil Collins
  5. All By Myself, Eric Carmen
  6. Allegretto, Symphony No. 7, Beethoven
  7. Amazing Grace, any version
  8. America, Ray Charles
  9. American Pie, Don McLean
  10. Angel, Sarah McLachlan
  11. Are You Lonesome Tonight, Elvis Presley
  12. At 17, Carly Simon
  13. Ave Maria, any version
  14. Auld Lang Syne, any version
  15. Battle Hymn of the Republic, any version
  16. Big John, Tennessee Ernie Ford
  17. Bird on the Wire, Leonard Cohen
  18. Blue in Green, Miles Davis
  19. Both Sides Now, Joni Mitchell
  20. The Boxer, Simon and Garfunkle
  21. Brandy, Looking Glass
  22. Bridge Over Troubled Water, Simon & Garfunkel
  23. Bring Him Home, from Les Miserables
  24. Brothers in Arms, Dire Straits
  25. Candle in the Wind, Elton John
  26. Canon in D, Pacelbel
  27. Cat's in the Cradle, Harry Chapin
  28. Crazy Love, Van Morrison
  29. The Crying Game, Boy George
  30. The Dance, Garth Brooks
  31. Dang Me, Roger Miller
  32. Danny Boy, any version
  33. Dante's Prayer, Loreena McKennitt
  34. Days, Elvis Costello
  35. The Death of Falstaff, from Henry V
  36. Desperado, Eagles
  37. Don't Cry for Me Argentina, from Evita
  38. Don't Take the Girl, Tim McGraw
  39. Dream, Bob Dylan
  40. Dust in the Wind, Kansas
  41. Eleanor Rigby, Beatles
  42. Empty Chairs and Empty Tables, from Les Miserables
  43. Empty Garden, Elton John
  44. Evergreen, Barbra Streisand
  45. Everybody Hurts, REM
  46. Fanfare for the Common Man, Aaron Copeland
  47. Fields of Gold, Eva Cassidy
  48. Fire and Rain, James Taylor
  49. The First Time Ever I Saw Your Face, Roberta Flack
  50. Fix You, Cold Play (or Young at Heart)
  51. Forget Her, Jeff Buckley
  52. The Gambler, Kenny Rogers
  53. Georgia on my Mind, Ray Charles
  54. The Ghost of Tom Joad, Bruce Springsteen
  55. Good Riddance, Green Day
  56. Goodnight Saigon, Billy Joel
  57. Greatest Love of All, Whitney Houston
  58. Growin' Up, Bruce Springsteen
  59. Hallelujah, Jeff Buckley
  60. Hurt, Johnny Cash
  61. Hushabye Mountain, from Chitty Chitty Bang Bang
  62. I Can't Make You Love Me, Bonnie Raitt
  63. I Don't Want to Miss a Thing, Aerosmith
  64. I Grieve, Peter Gabriel
  65. I Had a Dream, from Les Miserables
  66. I Was a Fool to Let You Go, Barry Manilow
  67. I Won't Let Go, Rascal Flatts
  68. If, Bread
  69. If You're Reading This, Tim McGraw
  70. I'm A Fool To Want You, Carly Simon
  71. I'm Moving On, Rascal Flatts
  72. Imagine, John LennonIn Your Eyes, Peter Gabriel
  73. In a New York Minute, Don Henley
  74. In a Sentimental Mood, Duke Ellington
  75. In the Ghetto, Elvis Presley
  76. In the Wee Small Hours, Carly Simon
  77. Iris, Goo Goo Dolls
  78. It Was Very Good Year, Frank Sinatra
  79. It's Not Easy Being Green, Ray Charles
  80. It's Too Late, Carole King
  81. I've Loved These Days, Billy Joel
  82. Landslide, Fleetwood Mac
  83. Last Goodbye, Jeff Buckley
  84. The Last Song, Elton John
  85. The Leader of the Band, Dan Fogleberg
  86. Let It Be, Beatles
  87. Lilac Wine, Jeff Buckley
  88. The Living Years, Mike and the Mechanics
  89. The Long and Winding Road, Beatles
  90. A Long December, Counting Crows
  91. Lover, You Should Have Come Over, Jeff Buckley
  92. The Luckiest, Ben Folds
  93. Mad World, Michael Andrews
  94. Memories, from Cats
  95. Memories, Barbra Streisand
  96. A Million Fireflies, Midway State
  97. Moon River, Louis Armstrong
  98. Mother's Pride, George Michael
  99. More than Words, Extreme
  100. Mr. Bojangles, Nitty Gritty Dirt Band
  101. Music of the Night, from Phantom of the Opera
  102. My Eyes Adored You, Frankie Valli
  103. My Funny Valentine, Sarah Vaughn
  104. My Immortal, Evanescence
  105. My Way, Frank Sinatra
  106. Nessun Dorma, Turnadot
  107. Nightswimming, REM
  108. On My Own, from Les Miserables
  109. One Day More, from Les Miserables
  110. One Hand/One Heart, from West Side Story
  111. One Moment in Time, Whitney Houston
  112. Operator, Jim Croce
  113. Philadelphia, Bruce Springstein
  114. Promentary, from Last of the Mohicans
  115. Proud to be An American, Lee Greenwood
  116. Puff the Magic Dragon, Peter, Paul and Mary
  117. Rainbow Connection, Kermit the Frog
  118. Rainy Days and Mondays, The Carpenters
  119. Redemption Song, Joe Strummer and Johnny Cash
  120. Romeo & Juliet, Dire Straits
  121. Seasons in the Sun, Terry Jacks
  122. Send in the Clowns, Judy Collins
  123. Set Fire to the Rain, Adele
  124. Smoke Gets in Your Eyes, Nat King Cole
  125. Solsbury Hill, Peter Gabriel
  126. Some Gave All, Billy Ray Cyrus
  127. Sometimes When We Touch, Dan Hill
  128. Somewhere (A Place for Us), from West Side Story
  129. Somewhere Out There, Linda Rondstadt
  130. Somewhere Over the Rainbow, Israel Kamakawiwo'ole
  131. Sorry Seems to be the Hardest Word, Elton John
  132. Sound of Silence, Simon and Garfunkle
  133. Stand By Me, BB King
  134. Stardust, Glen Miller
  135. Strange Fruit, Billie Holliday
  136. Streets of Philadelphia, Bruce Springsteen
  137. Summertime, Louis Armstrong
  138. Sunrise/Sunset, from Fiddler on the Roof
  139. Superman, Five for Fighting
  140. Taps, any version
  141. Tears in Heaven, Eric Clapton
  142. There's a Place For Us, from West Side Story
  143. These Three Words, Stevie Wonder
  144. This Woman's Work, Maxwell (or Kate Bush)
  145. Time After Time, Cyndi Lauper
  146. Time in a Bottle, Jim Croce
  147. Time to Say Goodbye, Sarah Brightman and Andrea Bocelli
  148. Times of Your Life, Paul Anka
  149. To Sir With Love, Lulu
  150. Tonight I'm Gonna Cry, Keith Urban
  151. Unchained Melody, Righteous Brothers
  152. You Were Always on My Mind, Willie Nelson
  153. Walking in Memphis, Marc Cohn
  154. Wasted Time, Eagles
  155. Weekends in New England, Barry Manilow
  156. Weight of Lies, Avett Brothers
  157. We're Just Friends, Wilco
  158. What a Wonderful World, Louis Armstrong
  159. When Somebody Loved Me, Sara McLachlan
  160. Who Wants to Live Forever, Queen
  161. Wildfire, Michael Martin
  162. The Wind, Cat Stevens
  163. Wishing You Were Here, Chicago
  164. Wreck of the Edmund Fitzgerald, Gorden Lightfoot
  165. Yesterday, Beatles
  166. You Are So Beautiful, Joe Crocker
  167. You Raise Me Up, Josh Groban

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