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Concerts & Events

Sunday, August 30, 2026  ·  7:00 PM CDT

Asleep at the Wheel

Route 66 Centennial Tour

4544 N Lincoln Ave · Gary and Laura Maurer Concert Hall · 773.728.6000

  • $59 General Public ($48 + $11 fee)
  • $57 Old Town School Members ($46 + $11 fee)

Asleep at the Wheel returns to celebrate the 100th anniversary of The Mother Road with their Route 66 Centennial Tour!

The legendary Western Swing band is tracing down America's most iconic highway this year, stopping in cities along the way for a night of Western swing, country, and honky-tonking. Don't miss your chance to boogie all along the way or for one night only.

Hitting stages from Chicago to LA, the tour follows Route 66 from start to finish, the same road that's inspired musicians, writers, and wanderers for a century. Fronted by founder and bandleader Ray Benson, Asleep at the Wheel has been keeping Western Swing alive for over 55 years. Come Get Your Kicks on Route 66!

https://www.asleepatthewheel.com/


4544 North Lincoln Avenue, Chicago, IL 60625  •  (773) 728-6000 •  customerservice@oldtownschool.org
Customer Service Phone Hours:
9:00 AM – 8:30 PM Central (Monday – Thursday)
9:00 AM – 5:00 PM Central (Friday – Sunday)