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 are shown in bold.
<small>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</small>