The Greatest Country Music Stars of All-Time

24. Kenny Chesney

Saul Young/News Sentinel

Image Source: Saul Young/News Sentinel

Chesney is one of the most electrifying country music performers of all-time. The Knoxville native has been awarded Entertainer of the Year from the Country Music Association on four different occasions. 29 of Chesney’s singles have reached the top spot on the US Billboard Hot Country Songs list.