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Kenny Chesney Achievements
| Award |
Year |
Category |
| Academy of Country Music |
2005 |
Entertainer of the Year |
| CMA |
2004 |
Album of the Year |
| CMA |
2004 |
Entertainer of the Year |
| CMT Flameworthy Video Music Awards |
2004 |
Hottest Video of the Year |
| CMT Flameworthy Video Music Awards |
2004 |
Male Video of the Year |
| Academy of Country Music |
2003 |
Single of the Year |
| Academy of Country Music |
2003 |
Top Male Vocalist |
| CMT Flameworthy Video Music Awards |
2002 |
Video of the Year |
| CMT Flameworthy Video Music Awards |
2002 |
Male Video of the Year |
| Academy of Country Music |
1997 |
Top New Male Vocalist |
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