| ID | Interpret | Skladba | Album | |
| 31. | Toni Braxton | Un-Break My Heart | Secrets |    |
| 32. | Toni Braxton | Un-Break My Heart | The World's Greatest Love Songs | |
| 33. | Kane & Abel | He Will Break Your Heart | A Wall Of Soundalikes | |
| 34. | backstreet.cn | 4.I'll Never Break Your Heart | | |
| 35. | Mayor Byrne | Break My Heart | Meander. | |
| 36. | Caitlin Cary & Thad Cockrell | Please Break My Heart | Begonias | |
| 37. | Good Charlotte | Break Apart Her Heart | Good Morning Revival | |
| 38. | Good Charlotte | Break Apart Her Heart | Good Morning Revival | |
| 39. | Cry Baby | Heart Break | V/A PALLADIUM - ROCK GENEVE 81 EN PUBLIC Comp LP | |
| 40. | Robert Jardell | You'll Never Break My Heart | Robert Jardell and Pure Cajun | |
| 41. | Cry Baby | Heart Break | V/A PALLADIUM - ROCK GENEVE 81 EN PUBLIC Comp LP | |
| 42. | Hilary Duff | Break My Heart | Most Wanted | |
| 43. | Toni Braxton | Un-Break My Heart | RTL Ultimative Chart Show | |
| 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. | Faye Reis | Don't break my heart | Savage Rockin` Girls | |
| 47. | Wilco | I Am Trying to Break Your Heart | 06/13/09 - What Stage @ Bonnaroo, Manchester, TN - 16 | |
| 48. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 49. | Taio Cruz f. Ludacris | Break Your Heart | | |
| 50. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 51. | WILCO | i am trying to break your heart | Yankee Hotel Foxtrot | |
| 52. | Wilco | I Am Trying To Break Your Heart (alt) | Yankee Hotel Foxtrot | |
| 53. | The Beat Club | Don't Break My Heart | Paris | |
| 54. | All Time Low | Break Your Little Heart | Nothing Personal | |
| 55. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 56. | Michael Flowers | Break My Heart | Identified | |
| 57. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 58. | Brookville | Break My Heart | Broken Lights | |
| 59. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 60. | Sonny James | Only Love Can Break A Heart | Capitol Collector's Series | |
