Who Has Won the Most CMA Awards This Century?

You may be aware that Brooks & Dunn and Vince Gill are tied for the most CMA Awards wins with 18 each. But Brooks & Dunn won most of their awards, and Gill won all of his, in the last century. So who leads for the most awards won in this century? We have prepared a list of everyone who has won five or more CMA Awards since 2000.

The 58th annual CMA Awards are set to air Wednesday, Nov. 20, on ABC. The show will be held at its usual home, Bridgestone Arena in Nashville.

Lainey Wilson — who has won seven awards in the last two years — has four more nominations this year. Morgan Wallen, who won new artist of the year in 2020, is this year’s leading nominee with seven nods. If he wins four of them, he’ll join this list of artists who have won five or more CMA Awards in this century.

We’ll get to the list, we promise, but first, to tease you just a bit more, we have four lists of all-time CMA winners: The five acts with the most wins are Brooks & Dunn and Vince Gill (18 each), George Strait (17), and Alan Jackson and Chris Stapleton (16 each).

The seven female solo artists with the most wins are Miranda Lambert (14), Dolly Parton and Taylor Swift (nine each), Loretta Lynn (eight), and Alison Krauss, Carrie Underwood and Wilson (seven each).

The five groups with the most wins are The Chicks (10), Alabama and The Statler Brothers (nine each), Little Big Town (eight) and Rascal Flatts (seven).

The five duos with the most wins are Brooks & Dunn (18), The Judds (nine), Brothers Osborne (seven), Sugarland (five) and Florida Georgia Line (four).

OK, you’ve waited long enough. Here’s an updated list of everyone who has won five or more CMA Awards in this century.