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The 17 Best Alan Jackson Songs of All Time

By YPB Team

Alan Jackson spent three decades at the top of country music, stacking up more No. 1 hits than almost anyone in the genre's history. From rowdy honky-tonk stompers to heartfelt tributes, this ranking covers the songs that defined his career.

  1. Chattahoochee — ranked #11
    Chattahoochee
    A 1993 No. 1 hit about summer youth and good times on the Chattahoochee River that became one of country music's defining anthems.
    1000pts
  2. I'd Love You All Over Again — ranked #22
    I'd Love You All Over Again
    Jackson's 1990 romantic No. 1 debut love song that launched his reputation as a master of heartfelt, unpretentious country balladry.
    475pts
  3. Where Were You (When the World Stopped Turning) — ranked #33
    Where Were You (When the World Stopped Turning)
    Jackson's Grammy-winning 2001 tribute to 9/11 that debuted on the CMA Awards and became a touchstone of national reflection.
    468pts
  4. A Little Bluer Than That — ranked #44
    A Little Bluer Than That
    A 2010 heartbreak ballad with understated production that showcased the tender, restrained side of Jackson's vocal style.
    419pts
  5. Murder on Music Row — ranked #55
    Murder on Music Row
    A 2000 duet with George Strait that lamented the death of traditional country music and became a rallying cry for purists.
    419pts
  6. Where I Come From — ranked #66
    Where I Come From
    A 2001 No. 1 roots anthem celebrating small-town Southern identity that resonated deeply with his core fanbase.
    419pts
  7. Remember When — ranked #77
    Remember When
    A tender 2003 ballad tracing a couple's journey through life's stages that became his 21st No. 1 on the country charts.
    419pts
  8. Tall, Tall Trees — ranked #88
    Tall, Tall Trees
    A 1995 No. 1 re-recording of the George Jones and Roger Miller classic that appeared on Jackson's first greatest-hits collection.
    363pts
  9. She's Got the Rhythm (and I Got the Blues) — ranked #99
    She's Got the Rhythm (and I Got the Blues)
    A 1992 up-tempo No. 1 that highlighted Jackson's playful side and became one of his most beloved concert staples.
    363pts
  10. Livin' On Love — ranked #1010
    Livin' On Love
    A 1994 No. 1 honky-tonk love song celebrating the idea that romance can conquer poverty and hardship.
    363pts
  11. Mercury Blues — ranked #1111
    Mercury Blues
    Jackson's 1993 blues-influenced No. 1 cover that became a concert crowd-pleaser with its revved-up energy.
    363pts
  12. Drive (for Daddy Gene) — ranked #1212
    Drive (for Daddy Gene)
    A heartfelt 2002 No. 1 tribute to his late father built around memories of learning to drive that earned him 10 CMA nominations.
    299pts
  13. It's Five O'Clock Somewhere — ranked #1313
    It's Five O'Clock Somewhere
    A 2003 crossover smash with Jimmy Buffett celebrating the art of day-drinking that hit No. 1 on country and No. 17 on pop charts.
    299pts
  14. Here in the Real World — ranked #1414
    Here in the Real World
    Jackson's 1990 debut No. 1 that contrasted Hollywood romance with the messy reality of everyday relationships.
    299pts
  15. Don't Rock the Jukebox — ranked #1515
    Don't Rock the Jukebox
    Jackson's breakthrough 1991 debut single and No. 1 hit that established him as a proud defender of traditional country music.
    226pts
  16. Small Town Southern Man — ranked #1616
    Small Town Southern Man
    A 2007 No. 1 biographical song honoring his father's hardworking, faith-driven life in rural Georgia.
    226pts
  17. Midnight in Montgomery — ranked #1717
    Midnight in Montgomery
    A 1992 atmospheric No. 1 tribute to Hank Williams that paints a ghostly picture of stopping at the country legend's grave.
    140pts

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