Introduction
Alan Jackson’s Last Call: One More for the Road tour is winding down, and unless something unexpected changes, his final scheduled show will be in Milwaukee on May 17. No grand press conference. No flashing “Farewell” across the screen. Just two more nights with a Hall of Famer who built a career on doing things slow, honest, and his way.
Jackson isn’t calling it a retirement. The tour press release avoided the R-word entirely. But it did promise that these dates would be “the last time he’ll ever perform his more-than-30 years of hits in that city and surrounding areas.” You don’t need a spotlight to know what that means.
He’s not chasing headlines. He’s wrapping up a story the only way Alan Jackson ever would—quietly, humbly, and in tune.
He’s Not Done With Music, but He’s Almost Done With the Road
If you’ve seen one of Jackson’s recent shows, you already know what to expect at these final stops in Tampa (April 26) and Milwaukee (May 17). There’s no fancy production. Just a man in a cowboy hat delivering the soundtrack of millions of lives.
The setlist has stayed steady since January: “Gone Country,” “Drive (For Daddy Gene),” “Livin’ on Love,” “It’s Five O’Clock Somewhere,” and, of course, “Chattahoochee.” It’s a lineup of memories; each song met with a cheer, a tear, or both. He even throws in covers like “The Blues Man” by Hank Jr. and “Summertime Blues” to tip his hat to those who shaped him.
It’s the kind of show that feels more like a thank-you than a curtain call.
But behind the scenes, there’s more going on than just nostalgia. Jackson has been living with Charcot-Marie-Tooth disease, a degenerative nerve condition that affects muscle strength and coordination. It’s not life-threatening, but it makes touring physically difficult—especially for someone who’s never liked to stand still on stage.
He first went public with his diagnosis in 2021. Since then, he’s pulled back from the road, canceled shows, and spent more time at home with his wife Denise, their three daughters, and now two grandbabies. In his own words, “I’m enjoying spending more time at home,” though he still makes it clear: when he’s on stage, he’s giving it everything he’s got.
And while some fans still hope for a surprise farewell show in Nashville, that’s just speculation for now. Milwaukee is the final date on the official calendar. And unless Jackson changes his mind, it may be the last time fans hear “Remember When” live from the man who wrote it.