
Route 66 in Illinois
Chicago and the Begin sign, Joliet and the Gemini Giant, Pontiac, Springfield, Illinois
- Best months
- May to Jun, Sep to Oct
- From
- $249
8 states, 35 stops
From the Begin sign on Adams Street in Chicago to the End of the Trail sign on Santa Monica Pier: 35 stops in 8 states, each on at least one of our guided trips. Pick a stretch of road, then a state.
2 states
9 stops, 6 trips.

Chicago and the Begin sign, Joliet and the Gemini Giant, Pontiac, Springfield, Illinois

St. Louis and the Chain of Rocks Bridge, Cuba, the mural city, Devils Elbow, Springfield, Missouri
3 states
12 stops, 8 trips.

Galena, Riverton and the Rainbow Bridge, Baxter Springs

Miami and the Ribbon Road, The Blue Whale of Catoosa, Tulsa, Arcadia: the Round Barn and POPS

Shamrock and the U-Drop Inn, Groom, Amarillo and Cadillac Ranch, Adrian, the midpoint
2 states
10 stops, 10 trips.

Tucumcari, Santa Rosa and the Blue Hole, Santa Fe, Albuquerque and Central Avenue

Petrified Forest and the Painted Desert, Winslow, Grand Canyon South Rim, Seligman
1 state
4 stops, 5 trips.

Amboy and Roy's, Barstow and the Mojave, San Bernardino and the Wigwam Motel, Santa Monica Pier
On the map
Every pin is a place our trips stop at or stay in, from Lake Michigan to the Pacific. Tap a pin for the trips and the from-price.
Map tiles © Esri, HERE, Garmin, map data © OpenStreetMap contributors.
Free advice, no obligation
Tell us how many days you have, when you can travel and your budget. A trip advisor in Tulsa replies with two or three trips that fit.