| ID | Interpret | Skladba | Album | |
| 31. | Toni Braxton | Un-Break My Heart | The World's Greatest Love Songs |    |
| 32. | Cry Baby | Heart Break | V/A PALLADIUM - ROCK GENEVE 81 EN PUBLIC Comp LP | |
| 33. | Carrie Newcomer | Not Going To Let You Break My Heart | | |
| 34. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 35. | Toni Braxton | Un-Break My Heart | Virtual Dimension 514-678-4010 | |
| 36. | Toni Braxton | Un-Break My Heart | The World's Greatest Love Songs | |
| 37. | A.D. | Heart break | Records | |
| 38. | Toni Braxton | Un-Break My Heart | The World's Greatest Love Songs | |
| 39. | Taio Cruz f. Ludacris | Break Your Heart | | |
| 40. | Caitlin Cary & Thad Cockrell | Please Break My Heart | Begonias | |
| 41. | Cry Baby | Heart Break | V/A PALLADIUM - ROCK GENEVE 81 EN PUBLIC Comp LP | |
| 42. | Wilco | I Am Trying to Break Your Heart | 06/13/09 - What Stage @ Bonnaroo, Manchester, TN - 16 | |
| 43. | Toni Braxton | Un-Break My Heart | RTL Ultimative Chart Show | |
| 44. | backstreet.cn | 4.I'll Never Break Your Heart | | |
| 45. | Toni Braxton | Un-Break My Heart | Secrets | |
| 46. | A.D. | Heart break | Records | |
| 47. | Wilco | I Am Trying To Break Your Heart (alt) | Yankee Hotel Foxtrot | |
| 48. | Dave & Margaret Gloyd | Break My Heart | In This Place | |
| 49. | James Eric & Erin Vogel | I Am Trying To Break Your Heart | Jim and Erin Cover 'Yankee Hotel Foxtrot' Live | |
| 50. | Toni Braxton | Un-Break My Heart | Secrets | |
| 51. | Caves | break your heart | Hail The Goer | |
| 52. | Dave's True Story | How Do You Break a Heart? | Demo | |
| 53. | Kane & Abel | He Will Break Your Heart | A Wall Of Soundalikes | |
| 54. | Faye Reis | Don't break my heart | Savage Rockin` Girls | |
| 55. | Yarn | Don't Break My Heart Again | Yarn | |
| 56. | Mayor Byrne | Break My Heart | Meander. | |
| 57. | Yarn | Don't Break My Heart Again | Yarn | |
| 58. | ATB | Break My Heart | Addicted To Music | |
| 59. | Brookville | Break My Heart | Broken Lights | |
| 60. | James Eric & Erin Vogel | I Am Trying To Break Your Heart | Jim and Erin Cover 'Yankee Hotel Foxtrot' Live | |
