Historic Route 66 in Illinois
From Chicago to St. Louis along the old Mother Road: diners, a giant Gemini, a famous hot dog and the Chain of Rocks Bridge.
- Distance
- 301 miles
- Driving
- 8 hours
- Take
- 3 days
- Route
- Chicago, IL to Chain of Rocks Bridge, IL
Illinois has about 300 miles of preserved Route 66. The route passes Joliet, Wilmington's Gemini Giant, Pontiac's museums, Funks Grove maple syrup, Lincoln, Springfield's Cozy Dog and Litchfield's Ariston Cafe. It ends at the Chain of Rocks Bridge on the Mississippi. Signs are good but you will leave and rejoin the interstate. It suits nostalgia and cheeseburger lovers.
The stops
Start
Chicago, IL
Town
Chicago startJackson and Michigan is the traditional start.
Town
JolietOld prison and the 1926 Rialto Square Theatre.
Roadside
Gemini Giant, WilmingtonGiant astronaut statue and diner.
Town
PontiacRoute 66 museums and murals.
Food
Funks GroveMaple syrup farm directly on the old road.
Town
Lincoln
Only town named for Abraham Lincoln while he was alive.
Town · Overnight
Springfield
Lincoln sites and the Cozy Dog Drive In.
Food
Litchfield
Ariston Cafe and Skyview Drive-In.
Historic
Chain of Rocks BridgeMississippi bridge with a kink, for walkers and cyclists.
Finish
Chain of Rocks Bridge, IL
Where to stay
Night 1
Pontiac / Bloomington
Pontiac motels · Bloomington hotels
Night 2
Springfield
Springfield hotels · Lincoln Trail area camping
Night 3
St. Louis side
Collinsville motels · St. Louis hotels
- When to go
- Apr–Oct; many roadside stops are seasonal
- On the road
- Follow Historic Route 66 signs; some sections are gravel or one-way. Check the Illinois Route 66 site for current detours.
Take the trip with you
Roadtrip finds the cheapest fuel on the way, warns you about tolls and cameras, and splits the cost with everyone in the car.
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