Kenny Chesney Is One Hit Away From Making History

Kenny Chesney has spent decades racking up dozens of hits in the country world, all of which have collectively made him a true superstar. He has long ranked among the most successful names in the history of the genre, and he never stays away from the Billboard charts for long.

The icon collects a new hit on multiple rankings this week. As he returns alongside one of country music’s hottest newcomers, he inches closer to a milestone that only a handful of superstars will ever come close to.

Kenny Chesney Almost Reaches 100 Hits

Chesney joined Meghan Moroney on her new single, “You Had to Be There.” The tune is expected to serve as the lead single from her forthcoming third album. The track reaches three of Billboard’s country-only tallies this week. As it arrives, it pushes Chesney closer to a major milestone.

“You Had to Be There” is Chesney’s ninety-ninth hit on both the Hot Country Songs and Country Airplay charts. The track opens at No. 23 on the radio list and No. 25 on the all-consumption ranking, which blends sales, streaming activity, and radio airplay to show which country tunes are the most popular in the U.S.

If Chesney can collect just one more win, he will reach 100 smashes on these two tallies. He’s all but certain to make it to that number at some point — whether in a few weeks or years from now — as he remains one of the top hitmakers in the genre.

“You Had to Be There” Debuts on Multiple Billboard Charts

“You Had to Be There” narrowly breaks onto the Country Digital Song Sales chart as well, launching at No. 15. It also earns Chesney his milestone sixtieth placement on the Hot 100. On that tally, which doesn’t look at any one form of consumption or any one style, the collaboration opens at No. 86.

Kenny Chesney’s No. 1s Record

Included in Chesney’s 99 Hot Country Songs wins are fifty-five top 10s and twenty-three No. 1s. The singer-songwriter claims the most rulers of all time on the Country Airplay list with 33. He beats both Tim McGraw and Blake Shelton, who jointly sit in second place with 29 apiece.

Source: https://www.forbes.com/sites/hughmcintyre/2025/05/22/kenny-chesney-is-one-hit-away-from-making-history/