More history for the Hall of Famer. Though you’d be hard-pressed to find anyone who says he’s one of the quintessential country acts of all time, there’s simply no denying the career Kenny Chesney has had over the past four decades. Beyond his recent induction into the Country Music Hall of Fame last year, the Tennessee native has additionally been named Billboard’s Top Country Artist of the 21st Century and the seventh-most popular touring act of the millennium by Pollstar. Of course, this fails to mention the fact that Chesney has additionally scored 33 #1 hits throughout his career, sold over 100 million units in the U.S. alone, won a combined 23 CMA and ACM Awards over the past three decades and curated one of the most successful live shows in country music thanks to the dedication of his fanbase, No Shoes Nation. Today, Chesney has added yet another accomplishment to his belt on the Billboard Hot Country Songs chart with the release of the new track, “Carry On,” which was released on May 8th and marked the first single on Hey Now Records. This week, “Carry On” debuted at #31 on the Hot Country Songs chart and #20 on Country Airplay, totaling 1.5 million streams, 10.5 million radio impressions and selling 2,000 units. With the placement on both charts, Chesney has now scored his 100th hit. In turn, he is now the fourth artist in history to pass the elusive 100-song mark on the Hot Country Songs chart, joining the likes of George Jones, who leads with a staggering 157, Morgan Wallen, who has an impressive 119 in the past eight years, and Taylor Swift, who managed to chart 108 songs before transitioning to pop. As for the Country Airplay chart, Chesney is now tied with George Strait for the most ever, with both scoring 100 hits as of today. The “Summertime” singer is now ahead of the likes of Garth Brooks (93), Tim McGraw (91) and Alan Jackson (82), all of whom round out the top five. Due to Chesney’s longevity on the charts over the past 30 years, he’s looking to extend his lead for most #1 hits on the Country Airplay chart with “Carry On.” As of today, he has the most ever with 33, which is ahead of the likes of Wallen, Jackson, Strait, McGraw, Blake Shelton, Toby Keith and more. Most #1s On Billboard’s Country Airplay Chart Kenny Chesney – 33 Blake Shelton – 30 Tim McGraw – 29 Jason Aldean – 26 Luke Bryan – 26 Alan Jackson – 26 George Strait – 26 Thomas Rhett – 21 Keith Urban – 21 Brooks & Dunn – 20 Luke Combs – 20 Toby Keith – 20 Brad Paisley – 20 Morgan Wallen – 20 “Carry On” I Go Back 2026 Dates Friday, June 19 Saturday, June 20 Wednesday, June 24 Friday, June 26 Saturday, June 27 Wednesday, July 1 Wednesday, July 8 Friday, July 10 Saturday, July 11The post Kenny Chesney Charts His 100th Hit On Billboard’s Country Airplay Chart, Tying George Strait’s Record first appeared on Whiskey Riff.