301 miles of Route 66 stretch through Illinois, the first (or last) of the eight states on your Mother Road journey. Starting at the Historic Route 66 Begin Sign in Chicago and ending at the Old Chain of Rocks Bridge that crosses the Mississippi River into St. Louis, Missouri, there are quintessential Illinois Route 66 attractions to see at every turn of the road.
You’ll find quirky roadside attractions, historical museums, vintage diners and drive-throughs, fun souvenir shops, and classic motels and hotels on this stretch of your road trip. You’ll even get to drive (or walk) on parts of the original road.
Looking for the best Illinois Route 66 attractions to add to your road trip itinerary? Use the filters below to search our Illinois directory by location, attraction type, or keyword to fill your travel plan, whether you’re spending a weekend in Springfield, taking a day trip from Chicago, or traversing all 301 miles of The Main Street of America across the state.
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The Trail Inn in Atlanta, Illinois
The Trail Inn is a simple and clean motel close to the heart of Atlanta, Illinois. Situated on old historic Route 66, the newly renovated motel features a modern design with an innovative contactless check-in process that allows you to easily and quickly access your room.
Atlanta Route 66 Park in Atlanta, Illinois
This small park takes you on a walk through time. Atlanta Route 66 Park in Atlanta, Illinois celebrates the town's history on The Mother Road. Take a stroll through Atlanta Route 66 Park and have a picnic at the table overlooking a fun Route 66 mural.
Chain of Rocks Route 66 Experience Hub in Madison, Illinois
The Illinois Route 66 Experience Hubs are a must-see for any road tripper cruising along the Mother Road. Standing at 9 feet tall, these custom-made kiosks offer an in-depth look at the unique communities and local attractions that make Route 66 in Illinois so special. You’ll spot these towering signposts in towns across The Mother Road.
Must SeeOld Chain of Rocks Bridge in St. Louis, Missouri
This Route 66 attraction was once an essential part of the cross-country journey, taking travelers from Illinois, across the Mississippi River, and into Missouri. While you can no longer drive the Old Chain of Rocks Bridge, it’s still worth a trip to walk or bike across and admire the historic structure and its unique 30-degree bend.
Harley Davidson Muffler Man in Livingston, Illinois
This roadside attraction is a muffler man turned motorcycle man. The Harley Davidson Muffler Man can be found at the Pink Elephant Antique Mall in Livingston, Illinois. Muffler men roadside attractions are fiberglass giants who stand anywhere from 14 to 25 feet tall. Each has a similar design and was built between 1963 and 1972.
Must SeePink Elephant Antique Mall in Livingston, Illinois
At the Pink Elephant Antique Mall in Livingston, Illinois you can find their famous big pink elephant roadside attraction and also so much more. The Pink Elephant Antique Mall is an old converted gym from the Livingston High School building that now serves as a flea market with more than 50 antique dealers.
Dick’s Towing Service in Joliet, Illinois
Whether you need a car towed or just want a fun Route 66 photo backdrop, Dick's Towing Service in Joliet, Illinois (AKA Dick’s on 66) features old cars on their roof and a slice of the Mother Road at a real Joliet business. The big white and orange building on Route 66 is decorated with a Route 66 shield.
Country-Aire Restaurant in Atlanta, Illinois
Country-Aire Restaurant in Atlanta, Illinois is a family-style restaurant located right off of Route 66. If you've worked up an appetite searching for some of the best muffler men on Route 66 in town, you have to stop in for delicious food and friendly service. Locally owned and operated, Country-Aire Restaurant is open for breakfast, lunch, or dinner.
Paisans Mini Spindle in Berwyn, Illinois
The Paisans Mini Spindle in Berwyn, Illinois is a new version of an old favorite roadside attraction. Find this replica of The Spindle at Paisans Pizzeria on Route 66. Created in 1989 by Dustin Shuler, The Spindle (AKA the Car Kabob AKA Cars on a Spike) had graced Cermak Plaza in Berwyn for nineteen years.
Must SeeIllinois Route 66 Hall of Fame & Museum in Pontiac, Illinois
The Illinois Route 66 Hall of Fame & Museum in Pontiac, Illinois tells the story of the Mother Road from inception to present day with thousands of artifacts, memorabilia, articles, and more. Stop in to learn about all of the famed stops, places, and people who have been inducted into the Illinois Route 66 Hall of Fame.
