My Route 66 Road Trip from Chicago to LA: How Many Days, the Best Itinerary, My Favorite Stops, Where to Stay, Etc.

[{"selector":"#anim-07a8e250-6290-4bc4-bafd-4c228b8a78f1","keyframes":{"opacity":[0,1]},"delay":250,"duration":2000,"easing":"cubic-bezier(0.2, 0.6, 0.0, 1)","fill":"both"}] [{"selector":"#anim-58876430-9c0e-4d56-9d43-cde62a672fc8","keyframes":{"transform":["translate3d(-177.04918%, 0px, 0)","translate3d(0px, 0px, 0)"]},"delay":250,"duration":2000,"easing":"cubic-bezier(0.2, 0.6, 0.0, 1)","fill":"both"}] At the beginning of the year I made a pretty bold statement to my friends and family…”I am going to drive the entire length of Route 66 this year!” Learn more

Well, it’s over 2500 miles to be precise and it took a LOT of planning, some willing travel buddies, and a lot of miles on my Toyota 4Runner, but I finally did it.

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I’ve done pretty extensive trip reports/write ups from point to point along Route 66 that include so many places and stops, but now that I’ve done the whole things, looking back…these were my absolute favorite stops along Route 66. Learn more

Beginning of the Route in Chicago, IL

Pontiac Oakley Auto Museum in Pontiac, IL

Illinois Route 66 Hall of Fame in Pontiac, IL

World’s Largest Covered Wagon in Lincoln, IL

Gateway Arch in St. Louis, MO

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