Who Has Won the Most CMA Awards This Century?

Miranda Lambert, 14: Lambert has amassed all of these wins since 2010. The tally includes two awards for album of the year, for Revolution (2010) and Platinum (2014).

Brad Paisley, 14: Paisley has amassed all of these wins since 2000, when he won the horizon award (now called new artist of the year). His wins include album of the year for Time Well Wasted (2006) and entertainer of the year (2010).

Keith Urban, 12: Urban has landed all of these wins since 2001, when he won the horizon award. His awards include widely separated wins for entertainer of the year (2005 and 2018).

Kenny Chesney, 11: Chesney has landed all these wins since 2004. His tally includes four wins for entertainer of the year and two awards that were announced earlier today – musical event of the year and music video of the year for “Half of My Hometown,” a collab with Kelsea Ballerini.

Mac McAnally, 10: The session guitarist has won all these awards since 2008. They have all come in the musician of the year category.

Blake Shelton, 10: Shelton has won all of these awards since 2010. His tally includes entertainer of the year (2012) and album of the year for Based on a True Story (2013).

Chris Stapleton, 10: Stapleton has amassed all of these wins since 2015, when he won new artist of the year. His tally includes two wins for album of the year for Traveller (2015) and From A Room: Volume 1 (2017).

Alan Jackson, 9: Jackson has won more CMA Awards in this century than anyone else who landed their first CMA Award in the last century. He won seven CMA Awards in the 1990s. His tally for this century includes back-to-back wins for entertainer of the year (2002-03).

Taylor Swift, 9: Swift has won all of these awards since 2007, when she won the horizon award. She won twice for entertainer of the year, in 2009 and 2011. (Imagine how high up the list she would be if she hadn’t made a mid-career transition to pop.)

Brooks & Dunn, 8: In addition to these eight awards, the duo won 10 awards in the 1990s. Kix Brooks & Ronnie Dunn’s wins in this century include single and music video of the year for “Believe” (2006). (In addition, Dunn won one award apart from Brooks for song of the year for “Believe.”)

Little Big Town, 8: The quartet has won all of these awards since 2012. Its tally includes two wins for single of the year, for “Pontoon” (2012) and “Girl Crush” (2015).

Tim McGraw, 7: In addition to these seven awards, McGraw won four awards in the ‘90s. His top award in this century is entertainer of the year (2001).

Rascal Flatts, 7: The trio won all of these prizes since 2002, when they won the horizon award. Their other six awards were for vocal group of the year.

Carrie Underwood, 7: Underwood has won all of these awards since 2006, when she won the horizon award. Her tally includes five trophies for female vocalist of the year.

Lady A, 6: The trio has won all of these awards since 2008, when they became the first winners of new artist of the year following its name change from the horizon award. Their wins include back-to-back single of the year awards for “I Run to You” (2009) and “Need You Now” (2010).

George Strait, 6: These six wins are in addition to 11 that King George won in the ‘80s and ‘90s. His wins in this century include back-to-back album of the year awards for It Just Comes Natural (2007) and Troubadour (2008).

Lee Ann Womack, 6: Womack has won all of these awards since 2000. Her tally includes two awards for single of the year for “I Hope You Dance” (2000) and “I May Hate Myself in the Morning” (2005).

The Chicks, 5: In addition to these five awards, the trio won five awards in the ‘90s. Their top awards in this century include album of the year for Fly and entertainer of the year (both 2000).

Luke Combs, 5: Combs has won all of these awards since 2018, when he won new artist of the year. He won album of the year last year for What You See Is What You Get.

Dann Huff, 5: The producer has won all of these awards since 2001. The wins include back-to-back awards for single of the year for Thomas Rhett’s “Die a Happy Man” (2016) and Keith Urban’s “Blue Ain’t Your Color” (2017).

Maren Morris, 5: Morris has won all of these awards since 2016, when she was named new artist of the year. Her wins include album of the year for Girl (2019).

Kacey Musgraves, 5: Musgraves has won all of these awards since 2013, when she was named new artist of the year. Her wins include album of the year for Golden Hour (2018).

Sugarland, 5: The duo has won all of these awards since 2007. All five were for vocal duo of the year.

Note to our readers: We’ll update this story following Wednesday night’s awards show. Check back and see how high your favorites land.

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