Kenny Chesney Songs Ranked

Kenneth Arnold Chesney(born March 26, 1968) is an American country music singer, songwriter, and record producer. He has recorded more than 20 albums. He has also produced more than 40 Top 10 singles on the US Billboard Hot Country Songs and Country Airplay charts, 31 of which have reached number one. Many of these have also charted within the Top 40 of the US Billboard Hot 100, making him one of the most successful crossover country artists. He has sold over 30 million albums worldwide. Here are all Kenny Chesney songs ranked.

Don’t miss out on the music of Kenny Chesney below! Click to enjoy the great music of his long career!

20. Pirate Flag (Life on a Rock, 2013)

“This song is just plain fun. It has a great driving rock sound and Kenny’s flare for the island life. Makes me want to be on a beach with a big frosty umbrella drink.”

19. What I Need to Do (Everywhere We Go, 1999)

“This live version is even better than the studio one. A Kenny Chesney fan must-have. Although it could do without the band intro.”

18. Old Blue Chair (When the Sun Goes Down, 2004)

“Probably my absolute most favorite Kenny song. I can almost put myself on that beach when I hear him sing this. Such a peaceful tune.”

17. Beer in Mexico (The Road and the Radio, 2005)

“Just a fun song about reflecting on where you are going to go in life. Upbeat and catchy tune. This song is fun to listen to and you can picture yourself on the beach in Mexico. Don’t let things you can’t control overtake you! Just sit back!”

See more: Kenny Chesney Albums Ranked

16. She’s Got It All (I Will Stand, 1997)

“This radiant country love song that is She’s Got It All by Kenny Chesney is a song that I am at least a little familiar with because I heard this song quite a bit during my teenage years via a local radio station that my late adoptive mother would often listen to.”

15. Come Over (Welcome to the Fishbowl, 2012)

“I like the song but I am not crazy about electronic sounding instruments , I prefer country songs with authentic instruments.In defense of the song , it’s more pop leaning than country, but not as terrible as what passes for country now days.”

14. Never Gonna Feel Like that Again (No Shoes, No Shirt, No Problems, 2003)

“Chesney does a fantastic job with the vocals throughout the entire album, handling slower ballads with the more upbeat numbers with vocal ease. He remains one of the few contemporary country stars that I can stomach, mostly due to the combination of his image, voice, and noticeably different attitude on life.”

13. She Thinks My Tractor’s Sexy (Everywhere We Go, 1999)

“A great fun song to listen to. I can take it with me everywhere that I go since I bought your Kindle Fire HD. Of course, a lot of us women think that Kenny Chesney is what is Sexy.LOL”

12. Young (No Shoes, No Shirt, No Problems, 2003)

“I love Kenny Chesney!!!! I love his lifestyle; his music makes me dream that someday I could live near an ocean and have no worries.”

11. The Good Stuff (No Shoes, No Shirt, No Problems, 2003)

“Kenny Chesney is a fantastic artist, and sings this song so well. I really appreciated the lyrics, the message in the song, and its very easy to listen to his voice singing it. I love his singing.”

10. Somewhere with You (Hemingway’s Whiskey, 2010)

“Interesting Kenny Chesney single which I didn’t really expect to be released as a single. Has a sophisticated arrangement and chord changes and a moody sound without much singalong-ability.. ok the chorus is a bit straighter, but it’s a cool single nonetheless”

9. Don’t Happen Twice (Greatest Hits, 2000)

“he sound is good 90s kind, actually more in the neo-traditional vein than too Poppy. Good family man music with some real catchy singalong stuff and sweet ballads.”

8. How Forever Feels (Everywhere We Go, 1999)

“Kenny Chesney is one of those singers that can make a sad song upbeat. He relaxes me all the time when listening to him and at the same time he makes me want to dance!”

7. When the Sun Goes Down (When the Sun Goes Down, 2004)

“These extraordinary country artists remind me of home back in the days when things were a lot more simpler. Country music has a phenomenal way of expressing your feelings through music and it brings good times to enjoy in my life”

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6. I Go Back (When the Sun Goes Down, 2004)

“We all have those songs that make us think of our past whether it’s a memory, a smell, a person… This song reminds me of that AND it’s catchy.”

5. You Save Me (The Road and the Radio, 2005)

“A great strolling waltz, so rarely done these days, with super writing and Kenny Chesney’s fantastic voice. One of those country songs that appeals to young and old alike.”

4. Don’t Blink (Just Who I Am: Poets & Pirates, 2007)

“A great song to remind preschool parents to take in every moment with their children. This song allowed us to share moments we had with their kids through the year! Thank you Kenny Chesney.”

3. Anything but Mine (When the Sun Goes Down, 2004)

“Kenny Chesney is one of my all time favorites. This is a great song, definitely one of the best Kenny has done. It’s a fun summer love song everyone can relate to! It’s about finding quick love and watching it fade like the season. Makes me want to hold on to love and summer and move to a beach to do both!”

2. There Goes My Life (When the Sun Goes Down, 2004)

“This song rips at the heartstrings of grown men. As a father of two girls, I felt like it was speaking to me. The original feelings of fear, the immature selfish feelings that your life is over, ie: “There goes my life…”

1. Summertime (The Road and the Radio, 2005)

“A truly inspired tune with a transparent sound. I love the pristine sound Beamish creates for Kenny and the various “atmospheres” for the various elements in the mix–voice, snare, etc. The seal of the greats.”