Route 66 covers a total of almost 2,500 miles, famously winding from Chicago to LA. Established in 1926, it’s been called the Main Street of America, was dedicated to Will Rogers and is an essential part of Americana. Even those who’ve never traveled its roads know it from pop music, the 1960’s TV show Route 66, the Cars franchise, and John Steinbeck’s novel The Grapes of Wrath.