The 34th Academy of Country Music Awards was held on May 5, 1999, at the Universal Amphitheatre, in Los Angeles, California . The ceremony was not hosted by anyone.

Winners and nominees Winners are shown in bold. Entertainer of the YearAlbum of the Year Garth Brooks Brooks & Dunn Tim McGraw George Strait Shania Twain Wide Open Spaces — The Dixie Chicks Double Live — Garth Brooks Faith — Faith Hill I'm Alright — Jo Dee Messina One Step at a Time — George StraitTop Female Vocalist of the YearTop Male Vocalist of the Year Faith Hill Martina McBride Jo Dee Messina Shania Twain Trisha Yearwood Tim McGraw Garth Brooks Vince Gill Collin Raye George StraitTop Vocal Duo or Group of the YearTop Vocal Event of the Year The Dixie Chicks Alabama Brooks & Dunn Sawyer Brown The Wilkinsons "Just to Hear You Say That You Love Me" — Faith Hill (feat. Tim McGraw) "Burnin' the Roadhouse Down" — Steve Wariner (feat. Garth Brooks) "If You See Him/If You See Her" — Brooks & Dunn (feat. Reba McEntire) "No Place That Far" — Sara Evans (feat. Vince Gill) "Same Old Train" — Various ArtistsSingle Record of the YearSong of the Year "This Kiss" — Faith Hill "26 Cents" — The Wilkinsons "A Broken Wing" — Martina McBride "Holes in the Floor of Heaven" — Steve Wariner "You're Still the One" — Shania Twain "Holes in the Floor of Heaven" — Billy Kirsch, Steve Wariner "A Broken Wing" — James House, Sam Hogin, Phil Barnhart "Don't Laugh at Me" — Steve Seskin, Allen Shamblin "Husbands and Wives" — Roger Miller "This Kiss" — Beth Nielsen Chapman, Robin Lerner, Annie RoboffTop New Male VocalistTop New Female Vocalist Mark Wills Deryl Dodd David Kersh Jo Dee Messina Sherrie Austin Allison MoorerTop New Vocal Duo or GroupVideo of the Year The Dixie Chicks The Warren Brothers The Wilkinsons "This Kiss" — Faith Hill "Drive Me Wild" — Sawyer Brown "Getcha Some" — Toby Keith "Holes in the Floor of Heaven" — Steve Wariner "I'll Go On Loving You" — Alan JacksonArtist of the Decade Award Garth BrooksPioneer Award Glen CampbellDouble Diamond Award Shania Twain Artists featured on the song "Same Old Train" include: Clint Black, Joe Diffie, Merle Haggard, Emmylou Harris, Alison Krauss, Patty Loveless, Earl Scruggs, Ricky Skaggs, Marty Stuart, Pam Tillis, Randy Travis, Travis Tritt and Dwight Yoakam

Performers Performer(s)Song(s)Sawyer Brown"Drive Me Wild"Tim McGraw"Please Remember Me"The Dixie ChicksThe Warren BrothersThe WilkinsonsTop New Vocal Duo or Group Medley"There's Your Trouble""She Wants to Rock""Boy, Oh Boy"Jo Dee Messina"Stand Beside Me"Brooks & Dunn"South of Santa Fe"Trisha Yearwood"I'll Still Love You More"Kenny Chesney"How Forever Feels"The Dixie Chicks"You Were Mine"Sherrie AustinJo Dee MessinaAllison MoorerTop New Female Vocalist Medley"Never Been Kissed""I'm Alright""A Soft Place to Fall"Steve Wariner"Two Teardrops"Faith Hill"Let Me Let Go"Deryl DoddDavid KershMark WillsTop New Male Vocalist Medley"A Bitter End""If I Never Stop Loving You""Wish You Were Here"Martina McBride"Whatever You Say"Reba McEntire"One Honest Heart"Garth Brooks"To Make You Feel My Love"Clay Walker"Cold Hearted"Trace AdkinsTy HerndonCollin RayeSilver Screen Cowboys Tribute"Happy Trails""One Has My Name (The Other Has My Heart)""Back in the Saddle Again"

Presenters Presenter(s)NotesLouise MandrellAaron TippinLila McCannVideo of the YearMickey GilleyLee Ann WomackTop New Vocal Duo or GroupCollin RayePresented Cliffie Stone Pioneer Award to Glen CampbellLynn AndersonNeal McCoySara EvansSong of the YearTim McGrawShania TwainTop Vocal Group or Duo of the YearDoug StoneTracy LawrenceTop New Female VocalistDick ClarkPresented Double Diamond Award to Shania TwainAlan AutryJanie FrickeJoe DiffieTop Vocal Event of the YearBilly DeanCrystal BernardTop New Male VocalistBilly Ray CyrusMarie OsmondSingle Record of the YearBuck OwensChely WrightAlbum of the YearJay LenoPresented Artist of the Decade Award to Garth BrooksChuck NorrisLeAnn RimesTop Male Vocalist of the YearLarry GatlinJack HannaTop Female Vocalist of the YearJohn SchneiderJane SeymourEntertainer of the Year

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