Illinois Route 66 Itineraries & Routes

Get your kicks on Illinois Route 66, where the Mother Road weaves through vibrant cities, charming towns, and endless stretches of cornfields under a sky the color of Route 66 blue. This 300-plus-mile journey isn’t just a road trip; it’s a time capsule, transporting you back to the heyday of Americana with its iconic diners, neon signs, and quirky roadside attractions. Whether you’re a seasoned Route 66 veteran or a wide-eyed newcomer, crafting your perfect Illinois Route 66 itineraries and routes is key.

The first thing you need to do is decide how much time you have. Illinois’s Route 66 is about 301 miles long, so you could do it in a day if you’re really pressed for time. But to truly experience the magic of the Mother Road, you’ll want to take your time. Two or three days is a good starting point, but you could easily spend a week or more exploring all that Illinois has to offer.

Once you know how much time you have, you can start planning your Illinois Route 66 itinerary. There are many different ways to do this, and many cities and attractions to explore. Browse our Illinois Route 66 itineraries, city guides, routes, attraction profiles, and articles below to plan your perfect road trip.

Illinois Route 66 Itineraries & Routes

Whether you’re traversing the entire state or just taking a day trip between cities and traveling east to west or west to east, explore these Illinois Route 66 itineraries & routes to plan your perfect journey on The Mother Road.

Illinois Route 66 City Guides

Illinois is home to a diverse range of cities and towns each with its own character and charm. Take a deep dive into some of the most popular places to pull over with these Illinois Route 66 City Guides. Find the best attractions, hotels and motels, restaurants, and more in every city on Illinois Route 66.

Latest Illinois Attractions

Build your Illinois Route 66 itineraries with all the quintessential attractions you’ll find at every turn of the road.

Plan Your Illinois Route 66 Road Trip

Need more inspiration? Peruse these Illinois Route 66 road trip planning guides.

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