On this day 99 years ago, Route 66 was assigned its iconic number. The so-called Mother Road takes you all the way to California, but it begins in Chicago. So let’s take a little road trip. Host Jacoby Cochran gets in the car with Dario Durham and Sara Faddah, hosts of 77 Flavors of Chicago, to drive the Chicago leg of old Route 66. Along the way, they point out their favorite attractions, spots to eat, and see the city from a new perspective.

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