From Eddy Arnold in 1967 to Taylor Swift in 2011, the Country Music Association has voted on their Entertainer of the Year.
Garth Brooks and Kenny Chesney have both won four times. Other multiple winners have included Barbara Mandrell, Hank Williams Jr, Vince Gill and Alan Jackson.
CMA Entertainer of the Year Winners
| 2011 Taylor Swift | |
| Other Nominees: Jason Aldean; Brad Paisley; Blake Shelton; Keith Urban | |
| 2010 Brad Paisley | |
| Other Nominees: Lady Antebellum; Miranda Lambert; Keith Urban; Zac Brown Band | |
| 2009 Taylor Swift | |
| Other Nominees: Kenny Chesney; Brad Paisley; George Strait; Keith Urban | |
| 2008 Kenny Chesney | |
| Other Nominees: Brad Paisley; George Strait; Sugarland; Keith Urban | |
| 2007 Kenny Chesney | |
| Other Nominees: Brad Paisley; Rascal Flatts; George Strait; Keith Urban | |
| 2006 Kenny Chesney | |
| Other Nominees: Brooks & Dunn; Brad Paisley; Rascal Flatts; Keith Urban | |
| 2005 Keith Urban | |
| Other Nominees: Kenny Chesney; Alan Jackson; Toby Keith; Brad Paisley | |
| 2004 Kenny Chesney | |
| Other Nominees: Brooks & Dunn; Alan Jackson; Toby Keith; Tim McGraw | |
| 2003 Alan Jackson | |
| Other Nominees: Brooks & Dunn; Kenny Chesney; Toby Keith; Tim McGraw | |
| 2002 Alan Jackson | |
| Other Nominees: Brooks & Dunn; Kenny Chesney; Toby Keith; George Strait | |
| 2001 Tim McGraw | |
| Other Nominees: Brooks & Dunn; Dixie Chicks; Alan Jackson; George Strait | |
| 2000 Dixie Chicks | |
| Other Nominees: Faith Hill; Alan Jackson; Tim McGraw; George Strait | |
| 1999 Shania Twain | |
| Other Nominees: Garth Brooks; Dixie Chicks; Tim McGraw; George Strait | |
| 1998 Garth Brooks | |
| Other Nominees: Brooks & Dunn; Vince Gill; Tim McGraw; George Strait | |
| 1997 Garth Brooks | |
| Other Nominees: Brooks & Dunn; Vince Gill; Alan Jackson; George Strait | |
| 1996 Brooks & Dunn | |
| Other Nominees: Garth Brooks; Vince Gill; Alan Jackson; George Strait | |
| 1995 Alan Jackson | |
| Other Nominees: Brooks & Dunn; Garth Brooks; Vince Gill; Reba McEntire | |
| 1994 Vince Gill | |
| Other Nominees: Brooks & Dunn; Garth Brooks; Alan Jackson; Reba McEntire | |
| 1993 Vince Gill | |
| Other Nominees: Brooks & Dunn; Garth Brooks; Alan Jackson; Reba McEntire | |
| 1992 Garth Brooks | |
| Other Nominees: Vince Gill; Alan Jackson; Reba McEntire; Travis Tritt | |
| 1991 Garth Brooks | |
| Other Nominees: Clint Black; Vince Gill; Reba McEntire; George Strait | |
| 1990 George Strait | |
| Other Nominees: Clint Black; Kathy Mattea; Randy Travis; Ricky Van Shelton | |
| 1989 George Strait | |
| Other Nominees: Reba McEntire; Randy Travis; Ricky Van Shelton; Hank Williams Jr | |
| 1988 Hank Williams Jr | |
| Other Nominees: The Judds; Reba McEntire; George Strait; Randy Travis | |
| 1987 Hank Williams Jr | |
| Other Nominees: The Judds; Reba McEntire; George Strait; Randy Travis | |
| 1986 Reba McEntire | |
| Other Nominees: The Judds; Willie Nelson; Ricky Skaggs; George Strait | |
| 1985 Ricky Skaggs | |
| Other Nominees: Alabama; Lee Greenwood; Reba McEntire; George Strait | |
| 1984 Alabama | |
| Other Nominees: Lee Greenwood; Barbara Mandrell; Ronnie Milsap; Oak Ridge Boys | |
| 1983 Alabama | |
| Other Nominees: Merle Haggard; Barbara Mandrell; Willie Nelson; Ricky Skaggs | |
| 1982 Alabama | |
| Other Nominees: Barbara Mandrell; Willie Nelson; Oak Ridge Boys; Ricky Skaggs | |
| 1981 Barbara Mandrell | |
| Other Nominees: Alabama; George Jones; Oak Ridge Boys; Kenny Rogers | |
| 1980 Barbara Mandrell | |
| Other Nominees: Charlie Daniels Band; Larry Gatlin; Willie Nelson; Kenny Rogers | |
| 1979 Willie Nelson | |
| Other Nominees: Crystal Gayle; Barbara Mandrell; Kenny Rogers; Statler Brothers | |
| 1978 Dolly Parton | |
| Other Nominees: Crystal Gayle; Ronnie Milsap; Kenny Rogers; Mel Tillis | |
| 1977 Ronnie Milsap | |
| Other Nominees: Merle Haggard; Waylon Jennings; Dolly Parton; Kenny Rogers | |
| 1976 Mel Tillis | |
| Other Nominees: Waylon Jennings; Ronnie Milsap; Willie Nelson; Dolly Parton | |
| 1975 John Denver | |
| Other Nominees: Waylon Jennings; Loretta Lynn; Ronnie Milsap; Conway Twitty | |
| 1974 Charlie Rich | |
| Other Nominees: Roy Clark; Mac Davis; Loretta Lynn; Olivia Newton-John | |
| 1973 Roy Clark | |
| Other Nominees: Merle Haggard; Tom T Hall; Loretta Lynn; Charley Pride | |
| 1972 Loretta Lynn | |
| Other Nominees: Merle Haggard; Freddie Hart; Charley Pride; Jerry Reed | |
| 1971 Charley Pride | |
| Other Nominees: Merle Haggard; Loretta Lynn; Jerry Reed; Conway Twitty | |
| 1970 Merle Haggard | |
| Other Nominees: Glen Campbell; Johnny Cash; Roy Clark; Charley Pride | |
| 1969 Johnny Cash | |
| Other Nominees: Glen Campbell; Roy Clark; Merle Haggard; Charley Pride | |
| 1968 Glen Campbell | |
| Other Nominees: Eddy Arnold; Johnny Cash; Merle Haggard; Charley Pride | |
| 1967 Eddy Arnold | |
| Other Nominees: Bill Anderson; Merle Haggard; Sonny James; Buck Owens | |
Every attempt is made to insure the accuracy of the above information, however accuracy is not guaranteed.
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