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.

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
Don't Rock the Jukebox — ranked #22
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.
638pts
Where I Come From — ranked #33
Where I Come From
A 2001 No. 1 roots anthem celebrating small-town Southern identity that resonated deeply with his core fanbase.
628pts
Remember When — ranked #44
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.
616pts
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.
616pts
Livin' On Love — ranked #66
Livin' On Love
A 1994 No. 1 honky-tonk love song celebrating the idea that romance can conquer poverty and hardship.
592pts
Mercury Blues — ranked #77
Mercury Blues
Jackson's 1993 blues-influenced No. 1 cover that became a concert crowd-pleaser with its revved-up energy.
580pts
I'd Love You All Over Again — ranked #88
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.
573pts
Here in the Real World — ranked #99
Here in the Real World
Jackson's 1990 debut No. 1 that contrasted Hollywood romance with the messy reality of everyday relationships.
573pts
Drive (for Daddy Gene) — ranked #1010
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.
561pts
It's Five O'Clock Somewhere — ranked #1111
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.
561pts
Where Were You (When the World Stopped Turning) — ranked #1212
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.
548pts
She's Got the Rhythm (and I Got the Blues) — ranked #1313
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.
540pts
Tall, Tall Trees — ranked #1414
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.
524pts
A Little Bluer Than That — ranked #1515
A Little Bluer Than That
A 2010 heartbreak ballad with understated production that showcased the tender, restrained side of Jackson's vocal style.
497pts
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.
460pts
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.
408pts

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