The 17 Best Alan Jackson Songs of All Time

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

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

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.

482pts

3

Where I Come From

A 2001 No. 1 roots anthem celebrating small-town Southern identity that resonated deeply with his core fanbase.

467pts

4

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.

451pts

5

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.

450pts

6

Livin' On Love

A 1994 No. 1 honky-tonk love song celebrating the idea that romance can conquer poverty and hardship.

416pts

7

Mercury Blues

Jackson's 1993 blues-influenced No. 1 cover that became a concert crowd-pleaser with its revved-up energy.

398pts

8

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.

388pts

9

Here in the Real World

Jackson's 1990 debut No. 1 that contrasted Hollywood romance with the messy reality of everyday relationships.

388pts

10

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.

371pts

11

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.

371pts

12

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.

353pts

13

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.

341pts

14

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.

318pts

15

A Little Bluer Than That

A 2010 heartbreak ballad with understated production that showcased the tender, restrained side of Jackson's vocal style.

280pts

16

Small Town Southern Man

A 2007 No. 1 biographical song honoring his father's hardworking, faith-driven life in rural Georgia.

227pts

17

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.

152pts