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| Totals [a] | ||||||||
|---|---|---|---|---|---|---|---|---|
| Wins | 49 | |||||||
| Nominations | 158 | |||||||
Note
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Kenny Chesney is an American country singer. With over 30 million albums sold worldwide. He is one of the most popular touring acts in United States country music and has received many awards and nominations for his contributions to the music industry.
The Academy of Country Music Awards, also known as the ACM Awards, were first held in 1966, and honor the industry's accomplishments during the previous year. It was the first country music awards program held by a major organization.
| Year | Nominee / work | Award | Result |
|---|---|---|---|
| 1998 | Kenny Chesney | Top New Male Vocalist | Won |
| 2001 | Top Male Vocalist | Nominated | |
| 2002 [1] | Top Male Vocalist | Nominated | |
| 2003 [2] | Top Entertainer of the Year | Nominated | |
| Top Male Vocalist | Won | ||
| No Shoes, No Shirt, No Problems | Album of the Year | Nominated | |
| “The Good Stuff” | Single Record of the Year | Won | |
| 2004 [3] | Kenny Chesney | Entertainer of the Year | Nominated |
| Top Male Vocalist of the Year | Nominated | ||
| 2005 [4] | Entertainer of the Year | Won | |
| Top Male Vocalist of the Year | Nominated | ||
| "When The Sun Goes Down" | Vocal Event of the Year | Nominated | |
| When The Sun Goes Down | Album of the Year | Nominated | |
| 2006 [5] | Kenny Chesney | Entertainer of the Year | Won |
| Top Male Vocalist | Nominated | ||
| Triple Crown Winner [6] | Won | ||
| 2007 [7] | Entertainer of the Year | Won | |
| Top Male Vocalist | Nominated | ||
| 2008 [8] | Entertainer of the Year | Won | |
| Top Male Vocalist | Nominated | ||
| Just Who I Am: Poets & Pirates | Album of the Year | Nominated | |
| “Don’t Blink” | Single Record of the Year | Nominated | |
| Video of the Year | Nominated | ||
| “Find Out Who Your Friends Are” | Vocal Event of the Year (shared with Tracy Lawrence and Tim McGraw) | Won | |
| 2009 [9] | Kenny Chesney | Entertainer of the Year | Nominated |
| Top Male Vocalist | Nominated | ||
| “Down The Road ” | Vocal Event of the Year | Nominated | |
| 2010 [10] | Kenny Chesney | Entertainer of the Year | Nominated |
| Top Male Vocalist | Nominated | ||
| "I'm Alive" | Vocal Event of the Year | Nominated | |
| 2011 [11] | Hemingway’s Whiskey | Album of the Year | Nominated |
| “The Boys Of Fall” | Video of the year | Nominated | |
| Single of the Year | Nominated | ||
| Kenny Chesney | Crystal Milestone Award [12] | Won | |
| 2012 [13] | Entertainer of the Year | Nominated | |
| Male Artist of the Year | Nominated | ||
| Hemingway’s Whiskey | Album of the Year | Nominated | |
| “You and Tequila" | Single of the Year | Nominated | |
| Vocal Event of the Year | Nominated | ||
| 2013 [14] | “Feel Like A Rock Star” | Nominated | |
| 2015 [15] | “American Kids" | Single of the Year | Nominated |
| Video of the Year | Won | ||
| Song of the Year | Nominated | ||
| Kenny Chesney | 50th Anniversary Milestone Award | Won | |
| 2016 [16] | “Wild Child" | Vocal Event of the Year | Nominated |
| 2019 [17] | Kenny Chesney | Entertainer of the Year | Nominated |
| “Everything's Gonna Be Alright" | Music Event of the Year | Nominated | |
| 2022 [18] | “Half of My Hometown" | Nominated |
The American Music Awards (AMAs) is an annual American music awards show held since 1974. Nominees are selected on commercial performance such as sales and airplay. Winners are determined by a poll of the public and fans who vote through the AMAs website.
| Year | Nominee / work | Award | Result |
|---|---|---|---|
| 2003 | Kenny Chesney | Favorite Country Male Artist | Nominated |
| 2004 | Artist of the Year [19] | Won | |
| Favorite Country Male Artist | Nominated | ||
| When the Sun Goes Down | Favorite Country Album | Nominated | |
| 2005 | Kenny Chesney | Favorite Country Male Artist | Nominated |
| 2006 | Nominated | ||
| 2008 | Nominated |
The American Country Awards was a country music awards show, entirely voted on by fans. Created by the Fox Network, the awards honored country music artists in music, video, and touring categories. It lasted four years. Underwood won twelve awards, more than any other artist. [20]
| Year | Nominee / work | Award | Result |
|---|---|---|---|
| 2010 | Kenny Chesney | Make Artist of the Year | Nominated |
| 2011 | Artist of the Year | Nominated | |
| "You and Tequila" | Single by a Vocal Collaboration | Nominated | |
| Kenny Chesney | Touring Artist of the Year | Nominated | |
| 2012 | Male Artist of the Year | Nominated | |
| 2013 | Nominated |
The American Country Countdown Awards was an annual country music awards show that honors artists based on their album sales, touring data and the amount of their radio airplay. It is named after the long-running radio show American Country Countdown. [21]
| Year | Nominee / work | Award | Result |
|---|---|---|---|
| 2014 | Kenny Chesney | Groundbreaker Award | Won |
| 2016 | Touring Artist of the Year | Nominated |
The Billboard Music Awards are honors given out annually by Billboard , a publication covering the music business and a music popularity chart. The Billboard Music Awards have been held annually since 1990.
| Year | Nominee / work | Award | Result |
|---|---|---|---|
| 2001 | Kenny Chesney | Top Country Artist | Nominated |
| Top Male Country Artist | Nominated | ||
| 2005 | Top Country Artist | Nominated | |
| Top Male Country Artist | Nominated | ||
| 2006 | Country Artist of the Year | Won | |
| Male Country Artist of the Year | Won | ||
| Country Songs Artist of the Year | Won | ||
| “Summertime” | Top Country Song | Nominated | |
| The Road and the Radio | Top Country Album | Nominated | |
| 2011 | Kenny Chesney | Top Country Artist | Nominated |
| 2017 [22] | “Setting the World on Fire” | Top Country Song | Nominated |
| Top Country Collaboration (shared with Pink!) | Won | ||
| Kenny Chesney | Top Country tour | Won | |
| 2019 [23] | Won | ||
| 2024 | Nominated |
The Billboard Live Music Awards were an annual meeting sponsored by Billboard that honored the top international live entertainment industry artists and professionals. Established in 2004.
| Year | Nominee / work | Award | Result |
|---|---|---|---|
| 2005 [24] | Kenny Chesney | Top Draw | Nominated |
| A Place in the Sun | Top Tour | Nominated | |
| Somewhere in the Sun | Top Package | Won | |
| 2006 [25] | The Road and the Radio Tour | Won | |
| 2007 [26] | Flip Flop Summer Tour | Won | |
| Top Draw | Nominated | ||
| 2008 [27] | Poets and Pirates Tour | Fans Choice | Won |
| Top Package | Won | ||
| 2009 [28] | Sun City Carnival Tour | Won | |
| 2012 [29] | Brothers of the Sun Tour | Won | |
| Kenny Chesney | Road Warrior | Won | |
| 2015 [30] | The Big Revival Tour | Top Package | Won |
The Country Music Association Awards, were established in 1967 to recognize outstanding achievement in the country music industry.
| Year | Nominee / work | Award | Result |
|---|---|---|---|
| 1999 | Kenny Chesney | Horizon Award | Nominated |
| 2002 | Entertainer of the Year | Nominated | |
| Male Vocalist of the Year | Nominated | ||
| No Shoes, No Shirt, No Problems | Album of the Year | Nominated | |
| 2003 | Kenny Chesney | Entertainer of the Year | Nominated |
| Male Vocalist of the Year | Nominated | ||
| 2004 | Entertainer of the Year | Won | |
| Male Vocalist of the Year | Nominated | ||
| When The Sun Goes Down | Album of the Year | Won | |
| “Hey Good Lookin'” | Music Event of the Year | Nominated | |
| “When the Sun Goes Down” | Nominated | ||
| 2005 | Kenny Chesney | Entertainer of the Year | Nominated |
| Male Vocalist of the Year | Nominated | ||
| 2006 | Entertainer of the Year | Won | |
| Male Vocalist of the Year | Nominated | ||
| The Road And The Radio | Album of the Year | Nominated | |
| “Summertime” | Single of the Year | Nominated | |
| 2007 | Kenny Chesney | Entertainer of the Year | Won |
| Male Vocalist of the Year | Nominated | ||
| “Find Out Who Your Friends Are” | Music Event of the Year (shared with multiple artists) | Won | |
| "You Save Me" | Music Video of the Year | Nominated | |
| 2008 | Kenny Chesney | Entertainer of the Year | Won |
| Male Vocalist of the Year | Nominated | ||
| Just Who I Am: Poets & Pirates | Album of the Year | Nominated | |
| "Don't Blink" | Single of the Year | Nominated | |
| Music Video of the Year | Nominated | ||
| “Every Other Weekend” | Music Event of the Year | Nominated | |
| "Shiftwork" | Nominated | ||
| 2009 | Kenny Chesney | Entertainer of the Year | Nominated |
| Male Vocalist of the Year | Nominated | ||
| "Down The Road" | Music Event of the Year | Nominated | |
| 2010 | "I'm Alive" | Nominated | |
| 2011 | Kenny Chesney | Male Vocalist of the Year | Nominated |
| "You and Tequila" | Music Event of the Year | Nominated | |
| Music Video of the Year | Won | ||
| 2012 | Kenny Chesney | Entertainer of the Year | Nominated |
| "Come Over" | Music video of the Year | Nominated | |
| "Feel Like a Rock Star" | Music Event of the Year (shared with Tim McGraw) | Won | |
| 2015 | Kenny Chesney | Entertainer of the Year | Nominated |
| The Big Revival | Album of the Year | Nominated | |
| "American Kids" | Single of the Year | Nominated | |
| 2016 | Kenny Chesney | CMA Pinnacle Award [31] | Won |
| 2017 | "Setting the World on Fire" | Musical Event of the Year | Nominated |
| 2018 | Kenny Chesney | Entertainer of the Year | Nominated |
| "Everything's Gonna Be Alright" | Musical Event of the Year (shared with David Lee Roth) | Won | |
| 2021 | "Half of My Hometown" | Musical Event of the Year (shared with Kelsea Ballerini) | Won |
| Music Video of the Year | Won | ||
| 2022 | Single of the Year | Nominated | |
| 2025 | "You Had To Be There" | Musical Event of the Year | Nominated |
The Country Music Hall of Fame, is the highest honor the genre can bestow. An invitation can be extended to performers, songwriters, broadcasters, musicians, and executives in recognition of their contributions to the development of country music. The hall of fame honor was created in 1961 by the Country Music Association.
| Year | Nominee / work | Award | Result |
|---|---|---|---|
| 2025 | Kenny Chesney | The Country Music Hall of Fame | Inducted |
The CMT Music Awards is a fan-voted awards show for country music videos and television performances. The ceremony launched in 1967 as Music City News Awards; it is the oldest award show currently airing under Paramount Global.
| Year | Nominee / work | Award | Result |
|---|---|---|---|
| 2002 | "Young" | Video of the Year | Won |
| Male Video of the Year | Won | ||
| 2004 | "There Goes My Life" | Won | |
| 2005 | "I Go Back" | Won | |
| 2006 | "Who You'd Be Today" | Won | |
| 2007 | "You Save Me" | Won |
The annual Grammy Awards are presented by the National Academy of Recording Arts and Sciences, and are and are considered one of the four major annual American entertainment awards.
| Year | Nominee / work | Award | Result |
|---|---|---|---|
| 2005 | “Hey, Good Lookin” | Best Country Collaboration With Vocals (shared with multiple artists) | Nominated |
| 2009 | "Shiftwork" | Best Country Collaboration With Vocals (shared with George Strait) | Nominated |
| 2010 | "Down the Road" | Best Country Collaboration With Vocals (shared with Mac McAnally) | Nominated |
| 2012 | “You and Tequila” | Best Country Duo/Group Performance (shared with Grace Potter) | Nominated |
| 2017 | “Setting the World on Fire” | Best Country Duo/Group Performance (shared with Pink!) | Nominated |
| 2018 | Cosmic Hallelujah | Best Country Album | Nominated |
The IHeart Radio Music Awards were established in 2014 to celebrate music heard throughout the year across iHeartMedia radio stations nationwide and on iHeartRadio and iHeartMedia's digital music platform.
| Year | Nominee / work | Award | Result |
|---|---|---|---|
| 2023 | “Half of My Hometown" | Best Collaboration (shared with Kelsea Ballerini) | Nominated |
| Best Country Song | Nominated |
The Radio Music Awards were an annual U.S. award that honored the year's most successful songs. Originally a televised show recognizing mainstream radio, nominations were based on the amount of airplay recording artists received on radio stations in various formats using chart information compiled by Mediabase.
| Year | Nominee / work | Award | Result |
|---|---|---|---|
| 1999 | Kenny Chesney | Country Artist of the Year | Nominated |
| “How Forever Feels” | Best Car Jam | Nominated | |
| 2003 | Kenny Chesney | Artist of the Year: Country Radio | Nominated |
| 2005 | “When the Sun Goes Down” | Viewers Choice for Best Driving Song [32] | Won |