Illinois Route 66 Attractions

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.

Find something you like? Tap “Save to My Trip” to create your own customized Route 66 itinerary!

Search Illinois Route 66 Attractions

Found 24 Results

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Dell Rhea’s Chicken Basket in Willowbrook, Illinois Route 66 Restaurant

Dell Rhea’s Chicken Basket in Willowbrook, Illinois

Dell Rhea’s Chicken Basket is an iconic Route 66 restaurant in Willowbrook, Illinois. Located just off of historic Route 66 (now Interstate 55 (I-55)), this chicken joint has been serving fried chicken to travelers and locals since the 1930s. In the late 1930s/early 1940s Ervin ‘Irv’ Kolarik started selling chicken sandwiches at a gas station.…


Illinois Route 66 Hall of Fame & Museum in Pontiac, Illinois

Illinois 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…


Dick's Towing Service in Joliet, Illinois Route 66 Attraction

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…


Abe Lincoln Rail Splitter Statue in Springfield, Illinois Route 66 Roadside Attraction

Abe Lincoln Rail Splitter Statue in Springfield, Illinois

The Abe Lincoln Rail Splitter Statue in Springfield, Illinois is a clean-shaven, top-hat-less, ax-wielding fiberglass statue of a young Abraham Lincoln. The roadside attraction stands even taller that the 6'4" president at 30 feet tall! Why was Abraham Lincoln called the rail splitter? This nickname originated in the Illinois State Republican Convention in 1860, later…


Henry’s Rabbit Ranch in Staunton, Illinois Route 66 Roadside Attraction

Henry’s Rabbit Ranch in Staunton, Illinois

Hare it is! Henry’s Rabbit Ranch in Staunton, Illinois is a Route 66 visitor center and souvenir shop with a particular pedigree. The theme at this Route 66 roadside attraction is rabbits. There are often dozens of real rabbits hopping around, a line up of VW Rabbits buried nose first in the ground a la…


Cozy Dog Drive In in Springfield, Illinois Route 66 Restaurant

Cozy Dog Drive In in Springfield, Illinois

Cozy Dog Drive In in Springfield, Illinois doesn’t sell corn dogs, they sell Cozy Dogs. Yes, their signature item is a battered and fried hot dog on a stick, but they make it clear that Cozy Dogs preceded the modern corn dog and are superior in quality and taste to your normal cornmeal dipped fair…


Gemini Giant Muffler Man in Wilmington, Illinois Route 66 Roadside Attraction

Gemini Giant Muffler Man in Wilmington, Illinois (In Transition)

The Gemini Giant is a 28-foot tall muffler man who originally stood on Route 66 outside the Launching Pad restaurant in Wilmington, Illinois. He weighs in at a whopping 438 pounds: not counting the base of the giant and the 8-foot rocket he holds in his hands! This fiberglass space man is one of many…


Pancakes and bacon at Lou Mitchell’s Restaurant in Chicago, Illinois Route 66 Diner

Lou Mitchell’s Restaurant in Chicago, Illinois

Start your Route 66 road trip off right with a good breakfast at Lou Mitchell’s restaurant in Chicago, Illinois. Lou Mitchell’s opened in 1923 and several factors contributed to its continued success. Besides their delicious breakfast and lunch fare, its location at the start of Route 66 made it a quintessential stop before traveling the…


Rich & Creamy in Joliet, Illinois Route 66 Ice Cream Shop

Rich & Creamy in Joliet, Illinois

Rich & Creamy in Joliet, Illinois is a small ice cream shop with big ties to Route 66. This little ice cream shop in Joliet, Illinois originally opened as Creamy Delight in the 1970s. The building itself was built in 1965 and served as an office before it became a place to get soft serve.…


Henry’s Drive-In in Cicero, Illinois Route 66 Restaurant and Roadside Attraction

Henry’s Drive-In in Cicero, Illinois

Henry’s Drive-In in Cicero, Illinois is a Route 66 institution, having served fast-food fare to hungry travelers (and locals) since the 1950s. Stop in for lunch or dinner on your Route 66 road trip and admire the neon sign outside, featuring a neon arrow declaring Henry’s as “It’s a meal in itself!” topped with that…


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