1999 CMA Awards

Updated September 9, 2022 | Infoplease Staff

The 33nd Annual Country Music Association Awards were presented September 22, 1999 at Nashville's Grand Ole Opry House.

Entertainer of the Year:Shania Twain
Single of the Year:“Wide Open Spaces,” Dixie Chicks
Album of the Year:A Place in the Sun, Tim McGraw
Song of the Year:“This Kiss,” Robin Lerner and Beth Nielsen Chapman
Male Vocalist of the Year:Tim McGraw
Female Vocalist of the Year:Martina McBride
Vocal Group of the Year:Dixie Chicks
Vocal Duo of the Year:Brooks & Dunn
Vocal Event of the Year:“My Kind of Woman/My Kind of Man,” Vince Gill with Patty Loveless
Horizon Award:Jo Dee Messina
Musician of the Year:Randy Scruggs
Music Video of the Year:“Wide Open Spaces,” Dixie Chicks

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