Historic Route 66 by Bus

Hit the road on one of America’s first federal highways for a day of history, photos and kitschy roadside architecture.

Celebrate America’s 100th anniversary of its “Mother Road,” also known as Route 66. Discover the rich history of the famous highway on this day-long bus ride where you’ll hear stories and music from the 1920s. 

Duration
8 hours
Site Type
Various
Location
Westside
Architects and Styles
Meet

Chicago Architecture Center, 111 E. Wacker Dr.

Travel along one of the most famous highways in the United States, Route 66, on a scenic day trip led by a CAC docent. As America celebrates the highway’s history and anniversary, explore how Route 66 shaped travel, tourism and roadside architecture across the Midwest and beyond.

The tour begins in Chicago and follows the early path of Route 66 south, with stops in Joliet and Wilmington. Along the way, hear music from the 1920s and learn about the era’s fascination with the automobile and the rise of the roadside motel. The tour includes lunch at the historic Old Route 66 Family Restaurant, offering a classic diner experience along the route. The day concludes in Pontiac with a visit to the Route 66 Association Hall of Fame & Museum, where exhibits celebrate the people, places and culture that continue to keep Route 66 history alive for new generations of travelers.

Know before you go
  • This tour is a full eight hours, please know that there could be delays due to traffic.
  • The tour will start and end at the same location: Chicago Architecture Center, 111 E Wacker Dr.
  • Light snacks and lunch (chicken salad on a croissant, coleslaw, fresh fruit and a beverage) are included with your ticket. If you have any dietary restrictions, please email tourops@architecture.org.
  • There are several bathroom stops along the way: Old Route 66 Family Restaurant and Route 66 Illinois Association Hall of Fame & Museum.

Tour Accessibility

CAC is committed to improving access to our tours. The accessibility information below reflects our docents’ experience and is provided for general guidance only.

What to expect on this tour

  • Icon of a person walking with a red percentage sign

    Terrain & Surfaces

    Moderate - Some uneven or mixed surfaces

  • Icon of a wheelchair and red arrow

    Wheelchair & Walker Access

    Difficult - Stairs required, no ramps 

  • Icon of the outline or some steps and a red arrow pointing diagonally right and up.

    Steps or Stairs

    Difficult - Stairs required, no alternate route available

  • Icon of an ear with a red throughline

    Hearing Access

    Easy - Quiet setting, easy to hear

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Free Center Entry with Your Ticket

Ticket price includes entrance to the Chicago Architecture Center within 7 days of your walking or bus tour.

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