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ROUTE 66
Sat. September 19th - Sat. September 26th, 2026


Introducing the new Route 66 Ride!

Route 66 is Bicycle Illinois's newest week long tour from the St. Louis to Chicago area along the legendary Old Route 66!

Experience the Mother Road on Two Wheels
Pedal along historic Route 66 from St. Louis to Chicago and discover a scenic journey through quaint Midwestern towns, open farmland, and classic roadside attractions. Follow the nostalgic charm of the Mother Road, where vintage gas stations, diners, museums, and glowing neon signs bring America’s golden age of travel to life.

With its gentle terrain and lightly traveled roads, this route offers a relaxed yet rewarding cycling adventure. Every mile reveals a blend of Americana history, local hospitality, and the timeless satisfaction of riding a truly legendary road.

Join us for this fully supported, all-hotel tour - the perfect way to celebrate the 100th anniversary of Route 66 and America’s 250th birthday in unforgettable cycling style!

Stay tuned - more details and registration information will be available soon as our plans continue to progress!

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Route Information
There will be 7 stopping towns, 2 arrival/transportation days, and 6 or 7 days of riding. Here are the dates, tentative stopping towns, and approximate distances:

  • Saturday, September 19th, 2026 - optional arrival/transportation day
    • Optional transportation service from Joliet to Edwardsville for you, your bike, and your baggage
    • Arrival in Edwardsville
    • Optional loop ride from Edwardsville to St. Louis over the Old Chain of Rocks Bridge - 35 miles
  • Sunday, September 20th, 2026 - 45 miles
    • Edwardsville to Litchfield
  • Monday, September 21st, 2026 - 55 miles
    • Litchfield to Springfield
  • Tuesday, September 22nd, 2026 - Layover Day, attractions and mileages to be determined
    • Layover day in Springfield: Hop on your bike and visit many of the historic Abraham Lincoln sites!
  • Wednesday, September 23rd, 2026 - 50 miles
    • Springfield to Lincoln
  • Thursday, September 24th, 2026 - 55 miles
    • Lincoln to Bloomington-Normal
  • Friday, September 25th, 2026 - 80 miles
    • Bloomington-Normal to Dwight
  • Saturday, September 26th, 2026 - 60 miles
    • Dwight to Joliet
  • Sunday, September 27th, 2026 - optional transportation day
    • Optional transportation service from Joliet to Edwardsville for you, your bike, and your baggage

Total mileage - approximately 350 miles, an average of about 60 miles per day

Please note: All stopping towns and mileages are subject to change as the route is finalized.

P.O. Box 8454 • Chicago, IL 60680 • (877) TOUR-ILL [868-7455]
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