| ID | Interpret | Skladba | Album | |
| 61. | Kane & Abel | He Will Break Your Heart | A Wall Of Soundalikes |  |
| 62. | Yarn | Don't Break My Heart Again | Yarn | |
| 63. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot |   |
| 64. | Dave's True Story | How Do You Break a Heart? | Demo | |
| 65. | Wilco | I Am Trying To Break Your Heart | 6/19/07 Chastain Park Amphitheater - Atlanta, GA | |
| 66. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 67. | BLOOM | Don't Break This Heart | the ModPopPunk Archives | |
| 68. | Caitlin Cary & Thad Cockrell | Please Break My Heart | Begonias | |
| 69. | James Eric & Erin Vogel | I Am Trying To Break Your Heart | Jim and Erin Cover 'Yankee Hotel Foxtrot' Live | |
| 70. | Wilco | I Am Trying To Break Your Heart (alt) | Yankee Hotel Foxtrot | |
| 71. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 72. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 73. | James Eric & Erin Vogel | I Am Trying To Break Your Heart | Jim and Erin Cover 'Yankee Hotel Foxtrot' Live | |
| 74. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 75. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 76. | WILCO | i am trying to break your heart | Yankee Hotel Foxtrot | |
| 77. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 78. | Wilco | I am trying to break your heart | Yankee Hotel Foxtrot | |
| 79. | Wilco | I am Trying to Break Your Heart | Yankee Hotel Foxtrot | |
| 80. | Wilco | I am Trying to Break Your Heart | Yankee Hotel Foxtrot | |
| 81. | Dave & Margaret Gloyd | Break My Heart | In This Place | |
| 82. | Cry Baby | Heart Break | V/A PALLADIUM - ROCK GENEVE 81 EN PUBLIC Comp LP | |
| 83. | Robert Jardell | You'll Never Break My Heart | Robert Jardell and Pure Cajun | |
| 84. | Toni Braxton | Un-Break My Heart | Secrets | |
| 85. | Toni Braxton | Un-Break My Heart | Secrets | |
| 86. | Yarn | Don't Break My Heart Again | Yarn | |
| 87. | Toni Braxton | Un-Break My Heart | RTL Ultimative Chart Show | |
| 88. | A.D. | Heart break | Records | |
| 89. | Good Charlotte | Break Apart Her Heart | Good Morning Revival | |
| 90. | Faye Reis | Don't break my heart | Savage Rockin` Girls | |
