
Illinois
The starting line
Illinois is where the dream became real.
We started the adventure around Chicago and Joliet, kicking things off at Route 66 Raceway during Hot Rod Power Tour. This was the beginning of the trip, the beginning of the series, and the moment where all the planning finally turned into reality.
Illinois gave us the first taste of Route 66. We visited Wilmington, the Gemini Giant, the Polk-a-Dot Drive-In, Dwight, Pontiac, Atlanta, the American Giants Museum, old service stations, murals, diners, and classic small-town Route 66 energy.
The first few days were filled with rain, Hot Rod Power Tour traffic, old cars, new friends, and the realization that we had over 2,500 miles to go. Brownie was still fresh, and at the beginning I was honestly impressed with how well it was doing. But Illinois also started teaching us one of the biggest lessons of the whole trip: on Route 66, the journey is the destination.
Illinois surprised me. I did not expect it to be as cool as it was. There was so much history, so many great stops, and so much classic Route 66 character right from the start.
Driving Illinois
Out of Chicago through Joliet's restored neon, past the cornfields of Pontiac, through the political bones of Springfield, and over to Litchfield where the Ariston Cafe has fed Route 66 travelers since 1924. The terrain is gentle, the alignments are well marked, and the brown 'Historic Route 66' shields are everywhere if you look.
- The alignments
- Two living alignments, the original 1926 line through Joliet and the 1940s Will Rogers route through Plainfield. Both are drivable.
- Notes from the road
- Mostly two-lane through the small towns; the brown shields are reliable. The 1926 alignment dives into farm-section roads south of Joliet. Slow down for the gravel transitions. Springfield to Mitchell follows old Route 4 and is one of the most authentic stretches still drivable.
What we pulled over for in Illinois
- Route 66 Raceway
- Hot Rod Power Tour
- Gemini Giant
- Polk-a-Dot Drive-In
- Ambler / Texaco Station in Dwight
- Pontiac murals
- American Giants Museum in Atlanta
- Historic gas stations
- Old Route 66 road sections
Illinois stops, written up
5 stops
- Gemini GiantWilmington, Illinoisroadside giant
- Polk-a-Dot Drive-InBraidwood, Illinoisdinerguide entry coming
- American Giants MuseumAtlanta, Illinoismuseum
- Ambler's Texaco StationDwight, Illinoisgas stationguide entry coming
- Pontiac Murals & MuseumsPontiac, Illinoistownguide entry coming
New guide entries publish two to three a week — the full list will be live before November 2026.
More for planning Illinois
What’s on the road in Illinois
- Begin Sign at Adams & MichiganChicagoThe official starting point. East-bound traffic only. There's a separate End sign one block south.
- Lou Mitchell'sChicagoThe traditional Route 66 send-off breakfast since 1923. Free Milk Duds at the door, donut holes on the way out.
- Gemini GiantWilmingtonA 30-foot fiberglass spaceman holding a rocket. One of the last surviving Muffler Men in original location.
- Pontiac Route 66 Hall of FamePontiacMurals, memorabilia, and the Bob Waldmire VW van, the artist who mapped the road for a generation.
- Cozy Dog Drive-InSpringfieldBirthplace of the corn dog on a stick (1949). Same family, same recipe, same red-and-white walls.
- Ariston CafeLitchfieldOperating since 1924, the oldest restaurant on Route 66 still in its original location.
- Soulsby's Service StationMt. OliveA 1926 Standard Oil station, restored. One of the oldest unaltered filling stations on the entire road.
- Chain of Rocks BridgeMitchellThe pedestrian-only steel bridge over the Mississippi with its signature 22-degree mid-span bend.
- American Giants MuseumAtlantaThe Muffler Men museum. Paul Bunyon Man with the giant hot dog out front, plus Lumi the apple-pie waitress (added 2024). The road's quirkiest archive.
- Lauterbach Tire GiantSpringfieldA 19-foot Muffler Man at Lauterbach Tire & Auto, holding a U.S. flag (originally a tire). Roadside Illinois in one stop.
Where to eat and sleep in Illinois
- Lou Mitchell'sChicagoSend-off breakfast. Get there before 9am or wait in line.
- Cozy Dog Drive-InSpringfieldRoadside lunch. Order the Cozy Dog and a side of fries. That's the whole experience.
- Funks Grove Pure Maple SirupFunks GroveSirup with an 'i', the original spelling. Stop, shake the family's hand, leave with a jar.
Worth stopping to photograph in Illinois
- Begin Sign at Adams & Michigan, early morning, before the foot traffic
- Gemini Giant in Wilmington, golden hour, low angle
- Ariston Cafe neon at blue hour
- Soulsby's Service Station front island, lights on
- Chain of Rocks Bridge bend, drone or telephoto from the Missouri side
Did you know about Illinois
- Cyrus Avery, the 'Father of Route 66', lobbied to route the highway through his hometown of Tulsa, but the road's first miles run east-to-west out of Chicago.
- Funks Grove has been making maple sirup since 1824, a hundred years before Route 66 was numbered.
- Illinois has more miles of original 1926 alignment still drivable than any state outside Oklahoma.






