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Kenny Chesney Is No. 1 on Billboard’s Top Country Artists of the 21st Century Chart

Chesney leads Billboard‘s 100-position Top Country Artists of the 21st Century retrospective. Below, find a breakdown of the 2000-24 top 10.

Kenny Chesney rules as the No. 1 country act on Billboard’s recap of the first 25 years of the 21st century, leading Billboard’s Top Country Artists of the 21st Century chart. The ranking is based on performance on the weekly Top Country Albums and Hot Country Songs charts from the start of 2000 through the end of 2024.

After debuting on Billboard’s charts in December 1993 and becoming a format force by 1995, Chesney dominated the first quarter of the 21st century, landing all 17 of his No. 1s on the weekly Top Country Albums chart between 2000 and 2020. With his trademark mix of love songs and breezy beach singalongs, he also ran up 20 No. 1s (of 23 total) on Hot Country Songs in that span. Both totals are the highest among all artists in those years.

Reflecting the biggest names in country from Y2K to today, count down the top 10 acts below on Billboard’s Top Country Artists of the 21st Century retrospective, and check out the entire 100-position chart in Billboard’s Greatest of All Time charts menu.

Plus, check back Wednesday (May 28) for Billboard’s Top Country Albums of the 21st Century chart and Thursday (May 29) for Billboard’s Top Hot Country Songs of the 21st Century chart, with all coverage of Billboard’s 21st Century charts here.

Billboard’s Top Country Artists, Top Country Albums and Top Hot Country Songs of the 21st Century recaps reflect performance on weekly charts dated Jan. 1, 2000, through Dec. 28, 2024. The Top Country Artists category ranks the best-performing acts in that span based on activity on Top Country Albums and Hot Country Songs. (Titles released prior to mid-1999 are excluded, although such entries that appeared on Top Country Albums or Hot Country Songs in that span contribute to the calculation of the Top Country Artists chart.)

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