Chicago to St. Louis Along Route 66

Both of these Midwestern cities are fantastic destinations to visit. But there’s plenty to see in between while driving along the original Route 66, otherwise now known as I-55.

Here’s the route we recommend: You can’t start your trip in Chi-town without going on a boat tour or at least spending part of your day exploring the Art Institute of Chicago. Next, drive to the small town of Utica, where you’ll find Starved Rock State Park.

Here, you’ll find hiking trails that lead to stunning canyons and picturesque waterfalls. The park is beautiful all year round. But the ideal time to go is autumn when the leaves change their colors.

After that, we go to Pontiac, Illinois: Home to the Route-66 Association of Illinois Hall of Fame and Museum. This town is full of Route-66 memorabilia, so make sure you take a picture with the World’s Largest Covered Wagon while you’re there!

Finally, go to Springfield, Illinois. This is an excellent overnight stop. As the capital of Illinois, Springfield is home to many historic sites, including the home of Abraham Lincoln during his younger years.