Chris Young was a guest on Taste of Country Nights recently, where he revealed a memory of his from 16 years ago that involves Kenny Chesney.

Host Evan Paul asked Young for a Chesney memory, as he was just announced to be inducted into the Country Music Hall of Fame.

The "I'm Coming Over" singer brought the heat.

"My very first No. 1 was 'Getting You Home.' I was flying from Idaho, or somewhere Midwest, and I was flying back home that night."

Young continued, "It was a Sunday, I knew that we would know that night at midnight if we got the No. 1. I landed and my VP immediately calls me, I'm walking through the airport to baggage claim, and he goes, 'Hey, somebody wants to talk to you.'"

Young said the next voice that came on the phone sounded kind of familiar, but he wasn't quite sure.

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"He hands the phone over and it's this guy and he goes, 'Yeah, man, this is Kenny. I just wanna say congrats on your first No. 1. I remember mine like it's yesterday, that's a big deal!'"

Young then told us how he for sure thought this was one of his friends pranking him.

"I was like, 'Okay, okay.' The caveat is, the guy that had handed the phone off, was my VP of promotion at the time, but I knew that he would pull pranks."

Young said that when Chesney handed the phone back to his VP, he then asked him, "Who was that, and did we really get the No. 1?"

His VP of promotion responded, "'That's actually Kenny Chesney. I'm in his plane right now. He wants to buy you a beer."

The "Raised on Country" singer later met Chesney at a small Nashville saloon called Red Door, where Chesney bought him his first beer after his first No. 1 song.

25 Best Kenny Chesney Songs That Prove He's Country Music Hall of Fame Worthy

Kenny Chesney's best songs come from three distinct eras of his career. There are early career singles like "How Forever Feels" and mid-2000s hits like "When the Sun Goes Down," "Summertime" and "Anything But Mine."

What truly separates Chesney — a 2025 Country Music Hall of Fame inductee — from other artists is his third act. Six of the 25 songs on this list of Kenny Chesney's best were released after 2010. It's there he took some of his biggest risks, rewarding fans with some of the greatest lyrical moments and sounds of the 21st century.

We ranked the Top 25 Kenny Chesney songs using chart data, streaming and airplay numbers and staff/reader opinion. The year listed alongside the title is the year it was released as a radio single. The No. 1 song on this list exemplifies the best of what the Tennessee native is capable of.

Gallery Credit: Billy Dukes

62 Artists Not in the Country Music Hall of Fame

Which county singer is most deserving of a Country Music Hall of Fame induction? Here are 62 artists who don't have a medallion yet, with some thoughts on when each is eligible and if their fans can expect that nod soon.

Gallery Credit: Billy Dukes

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