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!
- Click
Here to join our mailing
list and stay up to date on all the latest news
and announcements.
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
- 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
- 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. |