| ID | Interpret | Skladba | Album | |
| 31. | Toni Braxton | Un-Break My Heart | The World's Greatest Love Songs |    |
| 32. | Caves | break your heart | Hail The Goer | |
| 33. | Dave & Margaret Gloyd | Break My Heart | In This Place | |
| 34. | James Eric & Erin Vogel | I Am Trying To Break Your Heart | Jim and Erin Cover 'Yankee Hotel Foxtrot' Live | |
| 35. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 36. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 37. | Wilco | I Am Trying To Break Your Heart (alt) | Yankee Hotel Foxtrot | |
| 38. | Mayor Byrne | Break My Heart | Meander. | |
| 39. | Good Charlotte | Break Apart Her Heart | Good Morning Revival | |
| 40. | Carrie Newcomer | Not Going To Let You Break My Heart | | |
| 41. | The Beat Club | Don't Break My Heart | Paris | |
| 42. | Carrie Newcomer | Not Going To Let You Break My Heart | | |
| 43. | WILCO | i am trying to break your heart | Yankee Hotel Foxtrot | |
| 44. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 45. | Wilco | I am trying to break your heart | Yankee Hotel Foxtrot | |
| 46. | Toni Braxton | Un-Break My Heart | The World's Greatest Love Songs | |
| 47. | Toni Braxton | Un-Break My Heart | Top Love Songs Collection (Set | |
| 48. | Faye Reis | Don't break my heart | Savage Rockin` Girls | |
| 49. | Wilco | I Am Trying To Break Your Heart | 6/19/07 Chastain Park Amphitheater - Atlanta, GA | |
| 50. | Yarn | Don't Break My Heart Again | Yarn | |
| 51. | Kane & Abel | He Will Break Your Heart | A Wall Of Soundalikes | |
| 52. | Wilco | I am Trying to Break Your Heart | Yankee Hotel Foxtrot | |
| 53. | Dave's True Story | How Do You Break a Heart? | Demo | |
| 54. | Taio Cruz f. Ludacris | Break Your Heart | | |
| 55. | BLOOM | Don't Break This Heart | the ModPopPunk Archives | |
| 56. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 57. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 58. | Taio Cruz | Break Your Heart | | |
| 59. | Wilco | I am Trying to Break Your Heart | Yankee Hotel Foxtrot | |
| 60. | A.D. | Heart break | Records | |
