Route 66 doesn't always surface on Google Maps, but it's there. The most celebrated stretch of asphalt in America rolls out from the heart of downtown Chicago and begins its epic journey west toward the Pacific. The so-called "Mother Road" slides through endless farmland, forgotten towns, and the spectacular desert of the American West. The scenery is a thrill, but it's the stops and sights along the way — each seemingly more mind-blowing than the last — that make the Route 66 road trip. There's the infamous 1858 penitentiary from Beat literature and Prison Break, which you can tour the day you set off. A barbed-wire museum? Texas has one, complete with the recreation of a diner serving 20-cent pie. A landmark "soda ranch" is the pick-me-up pit stop you didn't know you needed in the Oklahoma plains. Read on for a state-by-state, Chicago-to-L.A. guide for the ultimate American road trip.
ILLINOIS
It's day one: You're going to need a good breakfast. Fuel up on monster omelets and bottomless coffee at local favorite Lou Mitchell's (you might just meet fellow Route 66 road-trippers in a neighboring booth). If you want to stretch your legs before the first phase of your journey, Chicago's Millennium Park is an excellent place to do it. From there, it's just one block to the Historic Route 66 Begin sign. Snap a selfie — you're officially on your way. If you couldn't bear the wait times for breakfast in Chicago, Dell Rhea's Chicken Basket is your first stop. The 1930s gas station/lunch counter is now a Route 66 icon for its superlative fried chicken. Look for the restored neon sign — so retro you'll half-expect to see chrome-stripped Bel Airs parked below it.
