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
Plan this trip for your car

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

  1. Start

    Chicago, IL

  2. Town

    Chicago start

    Jackson and Michigan is the traditional start.

  3. Town

    Joliet

    Old prison and the 1926 Rialto Square Theatre.

  4. Roadside

    Gemini Giant, Wilmington

    Giant astronaut statue and diner.

  5. Town

    Pontiac

    Route 66 museums and murals.

  6. Food

    Funks Grove

    Maple syrup farm directly on the old road.

  7. Town

    Lincoln

    Only town named for Abraham Lincoln while he was alive.

  8. Town · Overnight

    Springfield

    Lincoln sites and the Cozy Dog Drive In.

  9. Food

    Litchfield

    Ariston Cafe and Skyview Drive-In.

  10. Historic

    Chain of Rocks Bridge

    Mississippi bridge with a kink, for walkers and cyclists.

  11. 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.

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