| Year | Entertainer of the Year | Male Vocalist of the Year | Female Vocalist of the Year | Song of the Year |
|---|
| 2019 | Garth Brooks | Kacey Musgraves | Ashley McBryde | Luke Combs, Wyatt B. Durrette III, Robert Williford - "Beautiful Crazy" |
| 2011 | Taylor Swift | Blake Shelton | Miranda Lambert | Kimberly Perry – "If I Die Young" |
| 2010 | Brad Paisley | Blake Shelton | Miranda Lambert | Tom Douglas, Allen Shamblin – "The House That Built Me" |
| 2009 | Taylor Swift | Brad Paisley | Taylor Swift | Jamey Johnson, Lee Thomas Miller, James Otto – "In Color" |
| 2008 | Kenny Chesney | Brad Paisley | Carrie Underwood | Jennifer Nettles – "Stay" |
| 2007 | Kenny Chesney | Brad Paisley | Carrie Underwood | Bill Anderson, Jamey Johnson, Buddy Cannon – "Give It Away" |
| 2006 | Kenny Chesney | Keith Urban | Carrie Underwood | Craig Wiseman, Ronnie Dunn – "Believe" |
| 2005 | Keith Urban | Keith Urban | Gretchen Wilson | Bill Anderson, Jon Randall – "Whiskey Lullaby" |
| 2004 | Kenny Chesney | Keith Urban | Martina McBride | Craig Wiseman, Tim Nichols – "Live Like You Were Dying" |
| 2003 | Alan Jackson | Alan Jackson | Martina McBride | Doug Johnson, Kim Williams – "Three Wooden Crosses" |
| 2002 | Alan Jackson | Alan Jackson | Martina McBride | Alan Jackson – "Where Were You (When the World Stopped Turning)" |
| 2001 | Tim McGraw | Toby Keith | Lee Ann Womack | Larry Cordle, Larry Shell – "Murder on Music Row" |
| 2000 | Dixie Chicks | Tim McGraw | Faith Hill | Mark D. Sanders, Tia Sillers – "I Hope You Dance" |
| 1999 | Shania Twain | Tim McGraw | Martina McBride | Beth Neilsen Chapman, Annie Roboff, Rob Lerner – "This Kiss" |
| 1998 | Garth Brooks | George Strait | Trisha Yearwood | Steve Wariner, Billy Kirsch – "Holes in the Floor of Heaven" |
| 1997 | Garth Brooks | George Strait | Trisha Yearwood | Matraca Berg, Gary Harrison – "Strawberry Wine" |
| 1996 | Brooks & Dunn | George Strait | Patty Loveless | Vince Gill – "Go Rest High on That Mountain" |
| 1995 | Alan Jackson | Vince Gill | Alison Krauss | Gretchen Peters – "Independence Day" |
| 1994 | Vince Gill | Vince Gill | Pam Tillis | Alan Jackson, Jim McBride – "Chattahoochee" |
| 1993 | Vince Gill | Vince Gill | Mary Chapin Carpenter | John Barlow Jarvis, Vince Gill – "I Still Believe in You" |
| 1992 | Garth Brooks | Vince Gill | Mary Chapin Carpenter | Max D. Barnes, Vince Gill – "Look at Us" |
| 1991 | Garth Brooks | Vince Gill | Tanya Tucker | Tim DuBois, Vince Gill – "When I Call Your Name" |
| 1990 | George Strait | Clint Black | Kathy Mattea | Don Henry, Jon Vezner – "Where've You Been" |
| 1989 | George Strait | Ricky Van Shelton | Kathy Mattea | Max D. Barnes, Vern Gosdin – "Chiseled in Stone" |
| 1988 | Hank Williams, Jr. | Randy Travis | K. T. Oslin | K. T. Oslin – "80's Ladies" |
| 1987 | Hank Williams, Jr. | Randy Travis | Reba McEntire | Paul Overstreet, Don Schlitz – "Forever and Ever, Amen" |
| 1986 | Reba McEntire | George Strait | Reba McEntire | Paul Overstreet, Don Schlitz – "On the Other Hand" |
| 1985 | Ricky Skaggs | George Strait | Reba McEntire | Lee Greenwood – "God Bless the USA" |
| 1984 | Alabama | Lee Greenwood | Reba McEntire | Larry Henley, Jeff Silbar – "Wind Beneath My Wings" |
| 1983 | Alabama | Lee Greenwood | Janie Fricke | Wayne Carson Thompson, Johnny Christopher, Mark James – "Always on My Mind" |
| 1982 | Alabama | Ricky Skaggs | Janie Fricke | Wayne Carson Thompson, Johnny Christopher, Mark James – "Always on My Mind" |
| 1981 | Barbara Mandrell | George Jones | Barbara Mandrell | Bobby Braddock, Curly Putman – "He Stopped Loving Her Today" |
| 1980 | Barbara Mandrell | George Jones | Emmylou Harris | Bobby Braddock, Curly Putman – "He Stopped Loving Her Today" |
| 1979 | Willie Nelson | Kenny Rogers | Barbara Mandrell | Don Schlitz – "The Gambler" |
| 1978 | Dolly Parton | Don Williams | Crystal Gayle | Richard Leigh – "Don't It Make My Brown Eyes Blue" |
| 1977 | Ronnie Milsap | Ronnie Milsap | Crystal Gayle | Roger Bowling, Hal Bynum – "Lucille" |
| 1976 | Mel Tillis | Ronnie Milsap | Dolly Parton | Larry Weiss – "Rhinestone Cowboy" |
| 1975 | John Denver | Waylon Jennings | Dolly Parton | John Denver – "Back Home Again" |
| 1974 | Charlie Rich | Ronnie Milsap | Olivia Newton-John | Don Wayne – "Country Bumpkin" |
| 1973 | Roy Clark | Charlie Rich | Loretta Lynn | Kenny O'Dell – "Behind Closed Doors" |
| 1972 | Loretta Lynn | Charley Pride | Loretta Lynn | Freddie Hart – "Easy Loving" |
| 1971 | Charley Pride | Charley Pride | Lynn Anderson | Freddie Hart – "Easy Loving" |
| 1970 | Merle Haggard | Merle Haggard | Tammy Wynette | Kris Kristofferson – "Sunday Mornin' Comin' Down" |
| 1969 | Johnny Cash | Johnny Cash | Tammy Wynette | Bob Ferguson – "The Carroll County Accident" |
| 1968 | Glen Campbell | Glen Campbell | Tammy Wynette | Bobby Russell – "Honey" |
| 1967 | Eddy Arnold | Jack Greene | Loretta Lynn | Dallas Frazier – "There Goes My Everything" |
