![]() And what an experience the Windy City is!Īlthough just walking along the lakefront might be enough to inspire major joy, there’s no shortage of amazing cultural sites and endeavors to explore: The Sears (now Willis) Tower, Chicago History Museum, Pullman Historic District, Shedd Aquarium, and Art Institute are just the start.Īnd don’t forget about the food, of course. Whether you start here or end here, you can’t really experience Route 66 without experiencing Chicago. If you’re the road trip planner in charge of doling out the time you’ll spend at each stop when you drive Route 66 start to finish, here are the major cities you’ll find yourself passing through… and the stuff you won’t want to miss while you’re in town. Just long the song says, “it winds from Chicago to LA” - which means you’ve got a lot of stuff to see and do along the way! The wide-open west and all it has to offer are waiting, so let’s waste no time and dive right in! Route 66 Road Trip Itinerary So in this post, we’re going to walk you through some of the major stops and can’t-miss attractions to add to your Route 66 road trip itinerary. But as liberating and soul-lifting as just cruising down the asphalt itself can be, there are definitely a few stops you’ll want to make along the way. In fact, in many ways, it’s a destination in and of itself. ![]() Or - well, you get the picture.)īut there’s something about a Route 66 road trip that just screams “America.” And if you’re looking for a particularly epic journey to take on in 2019, this historic roadway might just be calling your name, too.Ĭovering almost 2,500 miles of the very heart of our country, Route 66 is one of our nation’s most beloved highways. ![]() Honestly, we’re travel-hungry enough that we think it’s possible to get your kicks on just about any road trip. ![]()
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