| 1. Kenny Chesney - Old Blue Chair | not rated | 3:24 |
| 2. Kenny Chesney - What I Need to Do | not rated | 4:04 |
| 3. Kenny Chesney - She's Got It All | not rated | 3:25 |
| 4. Kenny Chesney - Whatever It Takes | not rated | 2:59 |
| 5. Kenny Chesney - Back in My Arms Again | not rated | 3:27 |
| 6. Kenny Chesney - Young | not rated | 3:57 |
| 7. Kenny Chesney - The Road And The Radio | not rated | 5:09 |
| 8. Kenny Chesney, Neil Thrasher/Wendell Mobley - There Goes My Life | not rated | 5:02 |
| 9. Kenny Chesney - Be As You Are | not rated | 4:19 |
| 10. Kenny Chesney - How Forever Feels | not rated | 3:08 |
| 11. Kenny Chesney - You Win, I Win, We Lose | not rated | 3:25 |
| 12. Kenny Chesney - Somebody's Callin' | not rated | 2:35 |
| 13. Kenny Chesney - Ain't That Love | not rated | 3:16 |
| 14. Kenny Chesney - I Remember | not rated | 4:52 |
| 15. Kenny Chesney, David Lee Murphy/Rivers Rutherford - Living In Fast Forward | not rated | 3:32 |
| 16. Kenny Chesney - I Go Back | not rated | 4:03 |
| 17. Kenny Chesney - Guitars And Tiki Bars | not rated | 4:36 |
| 18. Kenny Chesney - She Gets That Way | not rated | 3:19 |
| 19. Kenny Chesney - The Tin Man | not rated | 3:26 |
| 20. Kenny Chesney - When I Close My Eyes | not rated | 3:30 |
| 21. Kenny Chesney - A Lot of Things Different | not rated | 4:44 |
| 22. Kenny Chesney - Who You'd Be Today | not rated | 4:15 |
| 23. Kenny Chesney, Kenny Chesney/Skip Ewing - You Had Me from Hello | not rated | 3:51 |
| 24. Kenny Chesney, Brett James - When The Sun Goes Down | not rated | 4:50 |
| 25. Kenny Chesney - Kiss Me, Kiss Me, Kiss Me | not rated | 4:02 |
| 26. Kenny Chesney - I Will Stand | not rated | 3:25 |
| 27. Kenny Chesney - Island Boy | not rated | 3:56 |
| 28. Kenny Chesney - High And Dry | not rated | 2:55 |
| 29. Kenny Chesney - Back Where I Come From | not rated | 3:57 |
| 30. Kenny Chesney, Craig Wiseman/Jim Collins - The Good Stuff | not rated | 3:20 |
| 31. Kenny Chesney - You Save Me | not rated | 3:55 |
| 32. Kenny Chesney - The Woman With You | not rated | 4:31 |
| 33. Kenny Chesney - Life Is Good | not rated | 3:25 |
| 34. Kenny Chesney - I Finally Found Somebody | not rated | 2:38 |
| 35. Kenny Chesney - Somewhere In The Sun | not rated | 4:45 |
| 36. Kenny Chesney - That's Why Im Here | not rated | 4:02 |
| 37. Kenny Chesney - Turn for the Worse | not rated | 2:38 |
| 38. Kenny Chesney, Stephony Smith - Big Star | not rated | 3:59 |
| 39. Kenny Chesney, Craig Wiseman/Steve McEwan - Summertime | not rated | 3:26 |
| 40. Kenny Chesney - Some People Change | not rated | 3:27 |
| 41. Kenny Chesney - When She Calls Me Baby | not rated | 3:31 |
| 42. Kenny Chesney - Me and You | not rated | 3:40 |
| 43. Kenny Chesney, Kenny Chesney/Mark Tamburino - Boston | not rated | 4:16 |
| 44. Kenny Chesney - Steamy Windows | not rated | 4:28 |
| 45. Kenny Chesney - Everywhere We Go | not rated | 3:05 |
| 46. Kenny Chesney - On the Coast of Somewhere Beautiful | not rated | 3:34 |
| 47. Kenny Chesney - In A Small Town | not rated | 4:12 |
| 48. Kenny Chesney, Scooter Carusoe - Anything But Mine | not rated | 5:25 |
| 49. Kenny Chesney - In My Wildest Dreams | not rated | 2:36 |
| 50. Kenny Chesney - (Turn Out the Light And) Love Me Tonight | not rated | 2:12 |
| 51. Kenny Chesney - Never Gonna Feel Like That Again | not rated | 3:53 |
| 52. Kenny Chesney - Something Sexy About The Rain | not rated | 5:24 |
| 53. Kenny Chesney - From Hillbilly Heaven To Honky | not rated | 4:22 |
| 54. Kenny Chesney - Beer In Mexico | not rated | 4:33 |
| 55. Kenny Chesney - She Thinks My Tractor's Sexy | not rated | 4:08 |
| 56. Kenny Chesney, Brett James/Kenny Chesney - Keg In The Closet | not rated | 3:32 |
| 57. Kenny Chesney - I Want My Rib Back | not rated | 2:53 |
| 58. Kenny Chesney - California | not rated | 3:53 |
| 59. Kenny Chesney - Dreams | not rated | 4:11 |
| 60. Kenny Chesney - Another Friday Night | not rated | 2:38 |
| 61. Kenny Chesney - Freedom | not rated | 4:42 |
| 62. Kenny Chesney - French Kissing Life | not rated | 4:02 |
| 63. Kenny Chesney - She Always Says It First | not rated | 2:51 |
| 64. Kenny Chesney, Paul Overstreet/Rory Lee/Tim Johnson - When I Think About Leaving | not rated | 4:39 |
| 65. Kenny Chesney, Casey Beathard - No Shoes, No Shirt, No Problems | not rated | 3:31 |
| 66. Kenny Chesney / Randy Travis - Baptism | not rated | 4:15 |
| 67. Kenny Chesney - Angel Loved The Devil | not rated | 3:28 |
| 68. Kenny Chesney - No Small Miracle | not rated | 3:30 |
| 69. Kenny Chesney - Tequila Loves Me | not rated | 4:07 |
| 70. Kenny Chesney - Lonely, Needin Lonvin | not rated | 3:33 |
| 71. Kenny Chesney - Key Lime Pie | not rated | 4:40 |
| 72. Kenny Chesney - Being Drunk's A Lot Like Loving You | not rated | 3:33 |
| 73. Kenny Chesney - I'd Love To Change Your Name | not rated | 2:46 |
| 74. Kenny Chesney - Somebody Take Me Home | not rated | 3:31 |
| 75. Kenny Chesney - A Woman Knows | not rated | 3:40 |
| 76. Kenny Chesney - Sherry's Living In Paradise | not rated | 3:20 |
| 77. Kenny Chesney - A Chance | not rated | 3:43 |
| 78. Kenny Chesney - My Poor Old Heart | not rated | 3:08 |
| 79. Kenny Chesney, Chris Bain/Cole Degges/David Lowe - Live Those Songs | not rated | 3:51 |
| 80. Kenny Chesney - Outta Here | not rated | 2:47 |
| 81. Kenny Chesney - When I Close My Eyes (Acoustic | not rated | 3:37 |
| 82. Kenny Chesney - I Might Get over You | not rated | 3:25 |
| 83. Kenny Chesney - Magic | not rated | 4:40 |
| 84. Kenny Chesney - It's Never Easy to Say Goodbye | not rated | 4:42 |
| 85. Kenny Chesney - Like Me | not rated | 5:11 |
| 86. Kenny Chesney - One Step Up | not rated | 5:54 |
| 87. Kenny Chesney - Old Blue Chair | not rated | 3:27 |
| 88. Kenny Chesney - Soul Of A Sailor | not rated | 4:14 |
| 89. Kenny Chesney - I Can't Go There [Acoustic Version][*] | not rated | 3:46 |
| 90. Kenny Chesney - Brandy, You're a Fine Girl | not rated | 3:58 |
| 91. Kenny Chesney - Live Those Songs (Live) | not rated | 4:07 |
| 92. Kenny Chesney - In This Boat alone | not rated | 4:20 |
| 93. Kenny Chesney - Old Blue Chair (Ocean Mix) | not rated | 3:31 |
| 94. Kenny Chesney - What I Need To Do (Live) | not rated | 4:39 |
| 95. Kenny Chesney - Flip Flop Summer | not rated | 4:16 |
| 96. Kenny Chesney - Please Come To Boston (Live) | not rated | 4:00 |
| 97. Kenny Chesney - Old Bird Dog | not rated | 4:51 |
| 6:14:10 |
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