| ID | Interpret | Skladba | Album | |
| 31. | A.D. | Heart break | Records |  |
| 32. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot |   |
| 33. | Michael Flowers | Break My Heart | Identified | |
| 34. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 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 | Yankee Hotel Foxtrot | |
| 38. | A.D. | Heart break | Records | |
| 39. | Wilco | I Am Trying to Break Your Heart | 06/13/09 - What Stage @ Bonnaroo, Manchester, TN - 16 | |
| 40. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 41. | Carrie Newcomer | Not Going To Let You Break My Heart | | |
| 42. | Wilco | I Am Trying To Break Your Heart (alt) | Yankee Hotel Foxtrot | |
| 43. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 44. | Wilco | I Am Trying To Break Your Heart | 6/19/07 Chastain Park Amphitheater - Atlanta, GA | |
| 45. | Wilco | I am trying to break your heart | Yankee Hotel Foxtrot | |
| 46. | Wilco | I am Trying to Break Your Heart | Yankee Hotel Foxtrot | |
| 47. | Wilco | I am Trying to Break Your Heart | Yankee Hotel Foxtrot | |
| 48. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 49. | Caitlin Cary & Thad Cockrell | Please Break My Heart | Begonias | |
| 50. | Westlife | How to Break a Heart | Where We Are | |
| 51. | Toni Braxton | Un-Break My Heart | Virtual Dimension 514-678-4010 | |
| 52. | Toni Braxton | Un-Break My Heart | The World's Greatest Love Songs | |
| 53. | The Beat Club | Don't Break My Heart | Paris | |
| 54. | Yarn | Don't Break My Heart Again | Yarn | |
| 55. | Yarn | Don't Break My Heart Again | Yarn | |
| 56. | Toni Braxton | Un-Break My Heart | Secrets | |
| 57. | Toni Braxton | Un-Break My Heart | Secrets | |
| 58. | Toni Braxton | Un-Break My Heart | RTL Ultimative Chart Show | |
| 59. | Toni Braxton | Un-break My Heart | Grammy Nominees 1997 | |
| 60. | Tony Braxton | Un-break my heart | Romantic Rock 4 - CD1 | |
