| ID | Interpret | Skladba | Album | |
| 61. | Toni Braxton | Un-Break My Heart | The World's Greatest Love Songs |    |
| 62. | Toni Braxton | Un-Break My Heart | Secrets | |
| 63. | Toni Braxton | Un-Break My Heart | Secrets | |
| 64. | Toni Braxton | Un-Break My Heart | RTL Ultimative Chart Show | |
| 65. | Yarn | Don't Break My Heart Again | Yarn | |
| 66. | Yarn | Don't Break My Heart Again | Yarn | |
| 67. | Carrie Newcomer | Not Going To Let You Break My Heart | | |
| 68. | Carrie Newcomer | Not Going To Let You Break My Heart | | |
| 69. | James Eric & Erin Vogel | I Am Trying To Break Your Heart | Jim and Erin Cover 'Yankee Hotel Foxtrot' Live | |
| 70. | James Eric & Erin Vogel | I Am Trying To Break Your Heart | Jim and Erin Cover 'Yankee Hotel Foxtrot' Live | |
| 71. | Toni Braxton | Un-Break My Heart | Top Love Songs Collection (Set | |
| 72. | Caitlin Cary & Thad Cockrell | Please Break My Heart | Begonias | |
| 73. | Kane & Abel | He Will Break Your Heart | A Wall Of Soundalikes | |
| 74. | BLOOM | Don't Break This Heart | the ModPopPunk Archives | |
| 75. | Taio Cruz | Break Your Heart | | |
| 76. | Yarn | Don't Break My Heart Again | Yarn | |
| 77. | Hilary Duff | Break My Heart | Most Wanted | |
| 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 | 6/19/07 Chastain Park Amphitheater - Atlanta, GA | |
| 81. | WILCO | i am trying to break your heart | Yankee Hotel Foxtrot | |
| 82. | Wilco | I am trying to break your heart | Yankee Hotel Foxtrot | |
| 83. | Wilco | I Am Trying To Break Your Heart (alt) | Yankee Hotel Foxtrot | |
| 84. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 85. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 86. | Wilco | I am Trying to Break Your Heart | Yankee Hotel Foxtrot | |
| 87. | Wilco | I am Trying to Break Your Heart | Yankee Hotel Foxtrot | |
| 88. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 89. | Wilco | I Am Trying to Break Your Heart | 06/13/09 - What Stage @ Bonnaroo, Manchester, TN - 16 | |
| 90. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
