If you’re craving a change of pace from city life and are ready to hit the open road, you’re in luck—Chicago is surrounded by scenic routes that offer breathtaking views and peaceful escapes. Whether you're looking to immerse yourself in nature, explore charming small towns, or just enjoy the tranquility of a leisurely drive, the region around Chicago has plenty to offer. From rolling hills and forested paths to lakefront vistas and historic highways, there’s a route for everyone. In this post, we’re going to take you through some of the best scenic drives near Chicago that promise unforgettable sights and experiences.
The Great River Road is an iconic drive that runs along the Mississippi River and offers some of the most spectacular scenery you can find near Chicago. Just a couple of hours west of the city, this route takes you through charming river towns and lush green landscapes that seem to stretch endlessly. As you drive, you’ll pass picturesque bluffs, historic landmarks, and vibrant wildlife, with countless spots to pull over for a scenic picnic or a photo op. The drive is perfect for anyone looking to connect with nature while taking in some stunning views along one of the most famous rivers in the world. Whether you're traveling in spring when the wildflowers are in bloom or fall when the leaves turn gold, the Great River Road is a feast for the eyes.
This drive isn’t just about natural beauty; it’s also a journey through history. Along the way, you can stop in towns like Galena, a well-preserved historic town that was once home to Ulysses S. Grant. You can stroll through its charming streets lined with 19th-century architecture, stop at unique antique shops, or visit local wineries and distilleries. The river itself is a big draw for outdoor enthusiasts, offering opportunities for fishing, boating, or simply watching the sun set over the water. If you’re looking for a scenic route that blends stunning landscapes with a bit of adventure and history, the Great River Road won’t disappoint.
For those who love water views, the Lake Michigan Circle Tour is a dream come true. This route loops around the entirety of Lake Michigan, passing through four states, but you don’t need to go far from Chicago to start enjoying its stunning waterfront views. Starting in the city, you can head north to explore Wisconsin’s charming coastal towns or south to Michigan’s scenic beaches and dunes. The drive gives you sweeping views of the lake’s blue waters, framed by sandy shores, lighthouses, and lush greenery. Whether you’re up for a day trip or a weekend getaway, the Lake Michigan Circle Tour offers endless opportunities for adventure and relaxation.
One of the highlights of this route is Indiana Dunes National Park, just a short drive from Chicago. Here, you’ll find dramatic sand dunes, hiking trails, and quiet beaches where you can relax and enjoy the natural beauty. Further north, Door County in Wisconsin is another must-see destination along this route. Known for its charming small towns, cherry orchards, and stunning shoreline, it’s a great spot for exploring, kayaking, or simply enjoying the peaceful vibe of a lakeside retreat. With plenty of attractions and picturesque spots to stop along the way, the Lake Michigan Circle Tour is perfect for those who want to enjoy the best of the Midwest’s natural beauty.
Just 90 minutes southwest of Chicago lies one of the region’s most popular natural attractions—Starved Rock State Park. This scenic destination is well worth the drive, offering a stunning mix of waterfalls, canyons, and wooded trails. The park is especially beautiful in the spring when the waterfalls are flowing and the greenery is lush, or in the fall when the leaves create a vibrant tapestry of colors. The drive itself is enjoyable, taking you through the Illinois River Valley and past peaceful farmlands before you arrive at this natural wonder. For nature lovers and outdoor enthusiasts, Starved Rock is an absolute must-see.
Once you arrive at the park, there’s plenty to do beyond just admiring the views. You can take one of the many hiking trails that wind through the canyons and lead you to breathtaking lookout points. The park also offers opportunities for bird watching, fishing, and picnicking, making it a great spot for a family day out. For those looking for a bit of history, the park is named after a legend about a group of Native Americans who were trapped on a bluff, and you can learn more about the area’s past at the visitor center. Whether you’re looking to stretch your legs with a hike or simply take in the views, Starved Rock is a rewarding stop on any scenic drive.
The Illinois River Road is another fantastic scenic drive that takes you through the heart of Illinois' river country. Starting in Ottawa and running all the way to Havana, this route follows the Illinois River and offers stunning views of the water and surrounding forests. As you drive along this historic route, you’ll pass by state parks, nature reserves, and charming small towns, making it a great option for a leisurely weekend trip. The route is particularly beautiful in the fall when the trees are ablaze with color, but it offers something special in every season.
There are plenty of places to stop along the Illinois River Road for outdoor activities or just to enjoy the views. Wildlife enthusiasts will love visiting areas like Chautauqua National Wildlife Refuge, where you can spot a wide variety of birds and other wildlife. If you’re looking for a more structured activity, stop by Peoria and take a riverboat cruise, or explore one of the many hiking and biking trails along the way. Whether you’re in the mood for outdoor adventure or just a peaceful escape from the city, the Illinois River Road has something for everyone.
If you’re looking for a scenic route that combines beautiful landscapes with small-town charm, the Spoon River Valley Scenic Drive is for you. Located in western Illinois, this route is best known for its fall festivals, but it offers great views and experiences year-round. The drive takes you through rolling hills, farmlands, and forests, with plenty of opportunities to stop and explore charming villages and historic landmarks. The Spoon River itself winds through the landscape, offering a peaceful backdrop to your journey.
During the fall, the Spoon River Valley Scenic Drive comes alive with local festivals celebrating the harvest season. Towns along the route host craft fairs, antique markets, and food stalls where you can enjoy local treats. Even outside of festival season, the area has a lot to offer, from historic sites like the Dickson Mounds Museum to local wineries and farms. It’s a great option for those who enjoy slow-paced drives filled with opportunities to explore rural life and enjoy some fresh country air.
No list of scenic routes near Chicago would be complete without mentioning the legendary Route 66. Often called "The Mother Road," this historic highway starts right in downtown Chicago and stretches all the way to California, but even a short drive along its Illinois portion offers plenty of sights to see. As you travel this iconic route, you’ll pass by quirky roadside attractions, old-fashioned diners, and vintage motels that take you back in time to America’s road trip heyday. The scenery is a blend of urban and rural landscapes, giving you a true sense of the Midwest's charm.
Driving Route 66 is as much about the experience as it is about the sights. Along the way, you can stop in towns like Joliet or Pontiac, both of which celebrate their connection to the famous highway with museums, murals, and classic cars. This route is ideal for travelers who enjoy a mix of nostalgia and discovery, with plenty of photo-worthy stops along the way. Whether you’re a history buff or just love a good road trip, Route 66 offers a unique and memorable driving experience.
For a bit of an escape into nature, head north to Wisconsin’s Kettle Moraine Scenic Drive. This picturesque route takes you through the Kettle Moraine State Forest, offering stunning views of rolling hills, forested landscapes, and serene lakes. The drive is known for its glacially formed landscapes, which give it a distinct, otherworldly beauty. As you wind through the forest, you’ll pass by peaceful picnic spots, hiking trails, and beautiful lookout points that make this drive a nature lover’s dream.
This route is particularly beautiful in the fall when the leaves turn into vibrant shades of red, orange, and yellow. But no matter the season, there’s plenty to enjoy along the Kettle Moraine Scenic Drive. If you’re up for some adventure, you can stop to hike or bike one of the many trails in the area, or simply relax by one of the scenic lakes. It’s the perfect place for a day trip or a weekend getaway when you want to leave the city behind and immerse yourself in nature.
From riverside drives and lakefront views to forested trails and historic highways, the scenic routes near Chicago offer something for everyone. Whether you’re seeking a peaceful escape, a fun-filled adventure, or a nostalgic journey through history, these drives promise unforgettable sights and experiences. And to make your trip even better, we’ve got the perfect van waiting for you at VanKingss. With our spacious, easy-to-drive vehicles, you can explore these incredible routes in comfort and style. Ready to start your adventure? Contact us at [email protected] and let's get you on the road!
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