2021: Chris Young + Kane Brown, "Famous Friends"
2020: Morgan Wallen, "Chasin' You"
2019: Morgan Wallen, "Whiskey Glasses"
2018: Kane Brown, "Heaven"
2017: Sam Hunt, "Body Like a Back Road"
2016: Jon Pardi, "Head Over Boots"
2015: Lee Brice, "Drinking Class"
2014: Brett Eldredge, "Beat of the Music"
2013: Billy Currington, "Hey Girl"
2012: Josh Turner, "Time Is Love"
2011: Eli Young Band, "Crazy Girl"
2010: Lee Brice, "Love Like Crazy"
2009: Lady A, "I Run To You"
2008: James Otto, "Just Got Started Loving You"
2007: Rodney Atkins, "Watching You'
2006: Rodney Atkins, "If You're Going Through Hell"
2005: Craig Morgan, "That's What I Love About Sunday
2004: Tim McGraw, "Live Like You Were Dying"
2003: Lonestar, "My Front Porch Looking In"
2002: Kenny Chesney, "The Good Stuff"
2001: Brooks & Dunn, "Ain't Nothing 'Bout You"
2000: Toby Keith, "How Do You Like Me Now?"
1999: Lonestar, "Amazed"
1998: Tim McGraw, "Just To See You Smile"
1997: Tim McGraw + Faith Hill, "It's Your Love"
1996: Brooks & Dunn, "My Maria"
1995: John Michael Montgomery, "Sold (The Grundy County Auction Incident)"
1994: John Michael Montgomery, "I Swear"
1993: Alan Jackson, "Chattahoochee"
1992: Wynonna, "I Saw the Light"
1991: Alan Jackson, "Don't Rock the Jukebox"
1990: Clint Black, "Nobody's Home"
1989: Clint Black, "Better Man"
1988: Keith Whitley, "Don't Close Your Eyes"
1987: Michael Johnson, "Give Me Wings"
1986: Rosanne Cash, "Never Be You"
1985: Ronnie Milsap, "Lost In the Fifties Tonight"
1984: Julio Iglesias + Willie Nelson, "To All the Girls I've Loved Before"
1983: Shelly West, "Jose Cuervo"
1982: Willie Nelson, "Always On My Mind"
1981: Earl Thomas Conley, "Fire and Smoke
1980: Ronnie Milsap, "My Heart"
1979: Anne Murray, "I Just Fall In Love Again"
1978: Waylon Jennings and Willie Nelson, "Mammas Don't Let Your Babies Grow Up To Be Cowboys"
1977: Waylon Jennings, "Luckenbach, Texas (Back To the Basics of Love)"
1976: C.W. McCall, "Convoy"
1975: Glen Campbell, "Rhinestone Cowboy"
1974: Charlie Rich, "There Won't Be Anymore"
1973: Conway Twitty, "You've Never Been This Far Before"
1972: Freddie Hart, "My Hang-Up Is You"
1971: Freddie Hart, "Easy Loving"
1970: Conway Twitty, "Hello Darlin'"
1969: Bill Anderson, "My Life (Throw It Away If You Want To)"
1968: Johnny Cash, "Folsom Prison Blues"
1967: Jack Greene, "All the Time"
1966: David Houston, "Almost Persuaded"
1965: Eddy Arnold, "What's He Doing In My World"
1964: Buck Owens, "My Heart Skips a Beat"
1963: Bill Anderson, "Still"
1962: Claude King, "Wolverton Mountain"
1961: Patsy Cline, "I Fall To Pieces"
1960: Hank Locklin, "Please Help Me I'm Falling"
1959: Johnny Horton, "The Battle of New Orleans"
1958: Don Gibson, "Oh Lonesome Me / I Can't Stop Loving You"
1957: Ferlin Husky, "Gone"
1956: Ray Price, "Crazy Arms"
1955: Webb Pierce, "In the Jailhouse Now"
1954: Hank Snow, "I Don't Hurt Anymore"
1953: Hank Williams, "Kaw-Liga"
1952: HankThompson, "Wild Side of Life"
1951: Hank Williams, "Cold, Cold Heart"
1950: Hank Snow, "I'm Movin' On"
1949: Hank Williams, "Lovesick Blues"
1948: Eddy Arnold, "Bouguet of Roses"
1947: Tex Williams, "Smoke, Smoke, Smoke (That Cigarette)"
1946: Bob Wills and His Texas Playboys, "New Spanish Two Step"