Chesney, Taylor Swift

Kenny Chesney explains why Taylor Swift couldn't go on tour with him in 2007
Kenny Chesney is telling his side of a 2007 story that Taylor Swift shared during her Time Person of the Year piece. "We booked Taylor to go out on the road with us," Chesney told "Tonight Show" host Jimmy Fallon on Thursday during his interview promoting his 12-date concert residency at the Las Vegas Sphere.
Kenny Chesney Paid Taylor Swift ‘Quite a Bit' When a Joint Tour Fell Apart, Then Said ‘Gimme My Money Back' After Her CMA Win
The singer also talked to Jimmy Fallon about his love for late pal Jimmy Buffett and previewed his Sphere residency on Thursday's (Jan. 16) "Tonight Show."
Kenny Chesney reveals why he asked Taylor Swift to give back his money after cutting her from tour
Kenny Chesney shared why he had to cut Taylor Swift from his 2007 Flip Flop Summer Tour during his appearance on 'The Tonight Show with Jimmy Fallon'
Why Kenny Chesney Told Taylor Swift She Owed Him Money
Kenny Chesney recalled a pivotal moment when he had to call a then 17-year-old Taylor Swift and let her know she couldn't tour with him.
Kenny Chesney Recounts Canceling on Taylor Swift for This Shocking Reason Back in the Day
During a recent appearance o n The Tonight Show starring Jimmy Fallon, Kenny Chesney reflected on when he had to drop Taylor Swift from his tour early on. The 56-year-old booked t
Kenny Chesney Recalls Bait-and-Switch He Had to Pull on Taylor Swift Early in Her Career
Kenny Chesney recalls a bait-and-switch he pulled on Taylor Swift early in her career while on 'The Tonight Show Starring Jimmy Fallon.' "I had to call Taylor personally and tell her she couldn’t go on tour with me,
Watch: Why Kenny Chesney Gave 'Quite A Bit Of Money' To Taylor Swift
Kenny Chesney had to take on the "absurd" task of telling Taylor Swift she couldn't go on tour with him. Here's what happened next:

Las Vegas, Kenny Chesney and Sphere

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Watch Megan Moroney & Kenny Chesney Perform “Am I Okay?” During Sun Goes Down Tour
Celebrating the end of the tour, Moroney decided to play a little joke on Chesney by coming out on stage dressed like the singer. While sharing a laugh, Chesney offered a sweet message about the ...
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“This Year is Going to Be Unlike Any Other”: Kenny Chesney Teases Big Announcement Ahead of TODAY and Tonight Show Appearances
After hinting at a potential tour unveiling with a photo from rehearsals earlier in the month, Kenny Chesney has stoked the ...
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Big things are in the works for Kenny Chesney: Find out more on Thursday
Thursday might be a big day for Kenny Chesney fans. After recently teasing he’s in rehearsal for “new experiences” and “what’s next,” the country hitmaker has announced he’s making stops at NBC’s ...