
18 Country Legends Who’ve Never Won a Grammy Award, Ranked
Move over Martina McBride, there's a new king of country music Grammy snubs.
For years, her 14 swings and misses at the Grammys stood as a mark to avoid, but Dierks Bentley couldn't help it. After losing in the Best Country Duo/Group Performance category in 2024, he surpassed McBride, making him 0-15.
But he's got competition. Not only have these 18 country hitmakers never won a Grammy Award, they're a collective 0-111! What's worse is that two of the singers on this list have never even been nominated!
Related: 2025 Grammy Awards: Full List of Country Nominees
Two Country Music Hall of Famers make this list, as do five who most feel will be inducted in good time. We've ranked these 18 artists in order of least to most nominations and noted where they should have won when possible. For example, Kenny Chesney's best chance came at the 2012 Grammys, but "You & Tequila" lost to a pair that would break up soon after.
Jason Aldean's best shot also went to that same niche duo. Toby Keith lost out to James Taylor — yes, you read that right.
Two streaks can end come February 2025. Morgan Wallen is up for his first two Grammy Awards ever, both for his collab. with Post Malone.
Post's bridesmaid legacy could also end, but if it doesn't he'll be an astonishing 0-18. At least one of the awards around his F-1 Trillion album has to win, right?
18 Country Stars Who've Never Won a Grammy, Ranked
Gallery Credit: Billy Dukes
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Gallery Credit: Billy Dukes
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