| ID | Interpret | Skladba | Album | |
| 31. | Yarn | Don't Break My Heart Again | Yarn |   |
| 32. | Yarn | Don't Break My Heart Again | Yarn | |
| 33. | Westlife | How to Break a Heart | Where We Are | |
| 34. | Dave & Margaret Gloyd | Break My Heart | In This Place | |
| 35. | Yarn | Don't Break My Heart Again | Yarn | |
| 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. | ATB | Break My Heart | Addicted To Music | |
| 39. | Wilco | I am Trying to Break Your Heart | Yankee Hotel Foxtrot | |
| 40. | Wilco | I am Trying to Break Your Heart | Yankee Hotel Foxtrot | |
| 41. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 42. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 43. | WILCO | i am trying to break your heart | Yankee Hotel Foxtrot | |
| 44. | Caves | break your heart | Hail The Goer | |
| 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. | Cry Baby | Heart Break | V/A PALLADIUM - ROCK GENEVE 81 EN PUBLIC Comp LP | |
| 48. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 49. | Wilco | I Am Trying to Break Your Heart | 06/13/09 - What Stage @ Bonnaroo, Manchester, TN - 16 | |
| 50. | Wilco | I Am Trying To Break Your Heart | 6/19/07 Chastain Park Amphitheater - Atlanta, GA | |
| 51. | All Time Low | Break Your Little Heart | Nothing Personal | |
| 52. | Dave's True Story | How Do You Break a Heart? | Demo | |
| 53. | Caitlin Cary & Thad Cockrell | Please Break My Heart | Begonias | |
| 54. | James Eric & Erin Vogel | I Am Trying To Break Your Heart | Jim and Erin Cover 'Yankee Hotel Foxtrot' Live | |
| 55. | Kane & Abel | He Will Break Your Heart | A Wall Of Soundalikes | |
| 56. | James Eric & Erin Vogel | I Am Trying To Break Your Heart | Jim and Erin Cover 'Yankee Hotel Foxtrot' Live | |
| 57. | Mayor Byrne | Break My Heart | Meander. | |
| 58. | Mandy Moore | I Could Break Your Heart Any Day Of The Week | Amanda Leigh | |
| 59. | Karen Kimberly & Big Action Sound | Heart Break Of Love | Song Poem Archived Music - Vol. 1 - It's Not The World | |
| 60. | Ska Ska Club | Heart Break Cafe | Twelve Ways To Go | |
