| ID | Interpret | Skladba | Album | |
| 1. | Les Brown and His Orchestra with Doris Day | You Won't Be Satisfied Until You Break My Heart | Big Bands: Les Brown |  |
| 2. | Dave's True Story | How Do You Break a Heart? | Demo | |
| 3. | Taio Cruz | Break Your Heart | | |
| 4. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot |   |
| 5. | Wilco | I Am Trying To Break Your Heart (alt) | Yankee Hotel Foxtrot | |
| 6. | Wilco | I am trying to break your heart | Yankee Hotel Foxtrot | |
| 7. | Wilco | I am Trying to Break Your Heart | Yankee Hotel Foxtrot | |
| 8. | Caitlin Cary & Thad Cockrell | Please Break My Heart | Begonias | |
| 9. | Wilco | I am Trying to Break Your Heart | Yankee Hotel Foxtrot | |
| 10. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 11. | BLOOM | Don't Break This Heart | the ModPopPunk Archives | |
| 12. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 13. | Wilco | I Am Trying To Break Your Heart | 6/19/07 Chastain Park Amphitheater - Atlanta, GA | |
| 14. | The Beat Club | Don't Break My Heart | Paris | |
| 15. | A.D. | Heart break | Records | |
| 16. | ATB | Break My Heart | Addicted To Music | |
| 17. | Wilco | I Am Trying To Break Your Heart | Yankee Hotel Foxtrot | |
| 18. | A.D. | Heart break | Records | |
| 19. | James Eric & Erin Vogel | I Am Trying To Break Your Heart | Jim and Erin Cover 'Yankee Hotel Foxtrot' Live | |
| 20. | Yarn | Don't Break My Heart Again | Yarn | |
| 21. | James Eric & Erin Vogel | I Am Trying To Break Your Heart | Jim and Erin Cover 'Yankee Hotel Foxtrot' Live | |
| 22. | Kane & Abel | He Will Break Your Heart | A Wall Of Soundalikes | |
| 23. | Carrie Newcomer | Not Going To Let You Break My Heart | | |
| 24. | Yarn | Don't Break My Heart Again | Yarn | |
| 25. | Robert Jardell | You'll Never Break My Heart | Robert Jardell and Pure Cajun | |
| 26. | All Time Low | Break Your Little Heart | Nothing Personal | |
| 27. | A.D. | Heart break | Records | |
| 28. | Carrie Newcomer | Not Going To Let You Break My Heart | | |
| 29. | Dave & Margaret Gloyd | Break My Heart | In This Place | |
| 30. | Brookville | Break My Heart | Broken Lights | |
