| 1. | Cold Cold Heart - Johnny Cash |
| 2. | All I Really Wanna Do - The Byrds |
| 3. | Why Do They Leave? - Ryan Adams |
| 4. | Time Has Told Me - Kelly Willis |
| 5. | Tonight I'm Gonna Go Downtown - The Flatlanders |
| 6. | No One Is Gonna Love You Better - Heather Myles |
| 7. | You'll Get No More Out of Me - Lynn Morris |
| 8. | Working on a Building - Ralph Stanley |
| 9. | Man of Constant Sorrow - Soggy Bottom Boys |
| 10. | Didn't Leave Nobody But the Baby |
| 11. | Three Cigarettes in an Ashtray - Patsy Cline |
| 12. | Good Year For the Roses - Johnny Paycheck |
| 13. | Mansion on the Hill - The Whitstein Brothers |
| 14. | Blue Eyes Crying in the Rain - Johnny Russell |
| 15. | Shelter of Your Arms - Willie Nelson |
| 16. | Do Right Woman - The Flying Burrito Brothers |
| 17. | Standing by the Bedside of a Neighbour - The Cox Family |
| 18. | Jolene - Dolly Parton |
| 19. | In the Jailhouse Now - Webb Pierce |
| 20. | Pecan Pie - Golden Smog |
| 21. | Amazed - Lonestar |
| 22. | Nickel & A Spoon - Alejandro Escovedo |
| 23. | Archy's Lullaby - Willard Grant Conspiracy |
| 24. | Me & Bobby McGee |
| 25. | You'll Lose a Good Thing - Freddy Fender |
| 26. | Before the Next Teardrop Falls - Jeannie C. Riley |
| 27. | Most Beautiful Girl - Charlie Rich |
| 28. | Blue Yodel (T For Texas) - Jimmie Rodgers |
| 29. | Goodnight Irene - Ernest Tubb |
| 30. | Stand by Your Man - Tammy Wynette |
| 31. | Banks of the Pontchartrain - Nanci Griffith |
| 32. | Angel of the Morning - Rita Remington |
| 33. | My Arms Stay Open Late - Billie Jo Spears |
| 34. | Sylvia's Mother - Dr. Hook |
| 35. | Lookin' Up - Shelby Lynne |
| 36. | I Can't Stop Loving You - Kitty Wells |
| 37. | Invisible - Josh Rouse |
| 38. | So Doggone Lonesome - Johnny Cash |
| 39. | Walkin' After Midnight - Patsy Cline |
| 40. | Faithless Love - Lynn Anderson |
| 41. | Great Speckled Bird - Roy Acuff |
| 42. | Cool Water - Sons of the Pioneers |
| 43. | Peace in the Valley - Red Foley |
| 44. | End of the World - Skeeter Davis |
| 45. | I'm So Lonesome I Could Cry - Hank Williams |