Whether you're a nature lover or simply seeking a scenic drive through the heart of the Midwest, the DARK Trail provides a one-of-a-kind adventure to consider.
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With picturesque views of the surrounding national forests, this delightful, historic town in Illinois offers visitors many chances for outdoor adventures.
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Brimming with New England-like charm, this hidden jewel of a city offers the best of both worlds — artistic flair and outdoorsy fun at the water's edge.
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With river views, trendy vibes, and a nightlife scene that will leave you spoiled for choice, this artsy Chicago neighborhood can be your next getaway or move.
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Prepare for expanses of greenery and vibrant floral displays in Illinois' "City of Gardens," complete with outdoor thrills and ample recreation.
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Once overlooked, this hidden gem on the outskirts of Chicago is now on the radar for its vibrant culture, incredible shopping, and access to nature.
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Along Route 66 is a fantastically affordable Chicago suburb home to great shopping, beautiful scenic walks, museums, and plenty of Americana charm.
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This suburb of Chicago is famous for its historic streets, local eateries, and beautiful green spaces. It also has an interesting like to NYC's Central Park.
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This free-to-enter Chicago playground boasts thrilling rides, attractions for kids, classic Chi-town food, unique souvenir shops, stunning views, and more.
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If you appreciate architecture and love to cruise, then Victory Cruise Lines has the perfect lineup of Great Lakes itineraries that showcase design wonders.
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This iconic stretch of highway across the U.S. has no shortage of kitschy fun stops along its route that will surely feed any Americana nostalgia.
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Traveling Route 66? One of the first stops to make is in Springfield, Illinois. With so much to see, do, and taste, there are a plenty of things to explore.
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You don't have to venture to Louisiana to see incredible bayous. Hidden in the Midwest, this area is home to walking trails and centuries-old cypress trees.
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Get lost in the college town charm of this Chicago-adjacent city, which boasts suburb vibes, access to plenty of beaches, and a diverse restaurant scene.
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Illinois has much more to see than just Chicago. In fact, there's plenty of nature to explore including this quiet state park filled with caves and wild trails.
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Although one of America’s most convenient airports is easily accessible, the small layout and delay issues make it less than desirable during long travel days.
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Enjoy dessert and a show at Chicago’s pop-up ice cream shop that serves delicious treats through a unique setup that the whole family will get a kick out of.
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Just beyond Chicago's borders lies a quaint village steeped in history with an impressive collection of world-famous architecture and a fabulous arts district.
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If you are a fan of soft pretzels, then heading to Illinois' "Pretzel City" is a must for culinary fun, great history, and that classic Midwestern quirky charm.
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This town in northern Chicago has it all: stunning outdoor parks and gardens, unique architecture, and a history of famous movies being filmed there.
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Looking for all the perks of Chicago but with a smaller feel? There is one Illinois village that you just have to visit — and it's not far.
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Walk through a pristine natural setting with mossy canyon walls and cascading waterfalls at an underrated Illinois state park next to Starved Rock.
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If you're finding yourself in the Windy City, be sure to check out any of these five highly rated and recommended free walking tours of Chicago.
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With a history dating back to the 1840s, this Illinois city offers riverside charm, wagon rides, and unique attractions, from glass blowing to iconic landmarks.
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For queer-owned cafes, LGBTQ+ art, welcoming nightlife spots, and more, head to this Midwestern city named the safest for LGTBQ+ travelers in 2025.
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Immerse yourself in authentic Amish culture in this small Illinois town, where you can tour the local farms and maybe even ride a horse and buggy.
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A road trip between these two U.S. cities may seem like a good idea, but with the expensive tolls along the way, you're better off taking a train or plane.
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