Nestled inland in the MidWest, the Windy City is throwing its hat in the ring for the title of the premier American tourist destination. Chicago welcomes some 57.6 million tourists per year, and with such a diverse range of attractions, there’s an itinerary perfect for each and every one of them.
Art lovers, rejoice; foodies, celebrate; and history geeks, get excited – because there truly is something for everyone in this sprawling Illinois metropolis — you’ll be spoiled for choice when it comes to fun things to do in Chicago.
Admire the sparkling waters of Lake Michigan from 1000 feet high, or sail across them in divine luxury. Learn about the history of the mob or tour Chicago’s world-famous museums. Dig into a slice of deep-dish pizza or dine at multi-Michelin starred restaurants.
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Start your day sampling some magnificent donuts, while away the afternoon exploring vibrant multicultural neighborhoods or meeting new animal friends at the zoo, and end the evening with a nonstop party at the city’s many renowned bars and nightclubs.
The waterfront space was conceived as merely a freight dock, however, its slowly evolved over the last century; today, the must-see destination features exhibits, rides, parks, and unbeatable views of the glistening Lake Michigan.
Art and tech fans will find plenty of common ground at Verse: The Art Of The Future, where you can don a VR headset and explore an entirely virtual gallery. And for great views of the real world outside, hop aboard the Centennial Wheel, which boasts commanding views of the skyline from 200 feet in the air.
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Countless walking tours pass through the area, which also serves as the main cruise departure point. The Explorer Pass gives you access to the attractions at Navy Pier, plus other 25 attractions and activities in Chicago.
Get off your feet for a while; sit back and relax on a boat as the captain takes you around Lake Michigan, pointing out the iconic landmarks and delving into the city’s rich history along the way.
If you’re fed up with the crowds, take the experience to the next level by booking a private, luxury tour on your very own sailboat, or grab a two-person pontoon.
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On the other hand, if you want a little bit of excitement with your tour, then head out on a speedboat! These fun, flashy watercraft will take you past some of the most iconic spots in town, including Grant Park and Willis Tower. It’s a great new perspective on the city’s famous architecture – and it’s tons of fun, too!
Explore over a hundred gruesome tools and devices from the darkest times of human history. Witness multiple executions and pain-inducing techniques demonstrated with historic torture mechanism, if you dare.
Located on the 94th floor of the John Hancock Center, the 360 Chicago Observation Deck offers spectacular views of the city’s crowded skyline (including the Willis Tower) and the shimmering lake Michigan below.
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From the ice to the basketball court to the performance stage, United Center is a place of many facets. In terms of getting there, the Blue Line, which stretches through Downtown, drops you off within walking distance.
For hockey fanatics, it would be a sin to leave Chicago without watching the Blackhawks take on their competitors, while basketball enthusiasts can take in a Chicago Bulls game on the same hallowed ground where Michael Jordan once dominated the sport.
Even if you’ve never seen a match live, there’s no better place to watch the pros pass the puck than at the United Center, where the roar of a packed stadium is deafening. Outside of the sports seasons, there are tons of concerts and live events, so keep an eye on the calendar!
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You might escape… you will have fun! With multiple rooms per game, unlimited hints, and unexpected “wow” moments around every corner, The Escape Game is fun for everyone — beginners and experts alike.
Visit The Escape Game and choose from gold hunting, prison breaks, heist mysteries, even rocketing to Mars, all within 60 minutes of non-stop excitement.
Do you have what it takes to escape? Sign up for one of the most fun things to do in Chicago and find out!
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Walk in the footsteps of infamous criminals, stand in historic crime scenes, and discover what made gangsters like Al Capone and John Dillinger tick.
From Louis Armstrong to Miles Davis, from Mozart to Tchaikovsky, there is plenty of choices to listen to your favorite composers in a magical environment. Take a look at the current program.
The architecture in the Windy City is unique, historic, and complex, and there’s no better vantage point to admire it all than the waters of the Chicago River. As you cruise under the city’s skyscrapers, you’ll pass the East Bank Club, the old Post Office Building, the Willis Tower, and plenty more.
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Highlights include the DuSable Bridge, with its decorative posts and impressive engineering; Tribune Tower, a magnificent Neo-Gothic luxury apartment complex; and the Wrigley Building, a classic skyscraper that serves as a focal point for public life in the Windy City.
You can also take a cruise with the Chicago Architectural Center, which celebrates the town’s magnificent designs and historic structures. After visiting the exhibits, you can join one of their tours and admire the buildings in the best possible way – on the water!
Magic makers of all ages are welcome to explore three floors of active play areas to see if they have what it takes to be a good witch or wizard.
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No matter what time of year you visit, the Chicago Botanic Garden has plenty to offer. Check out colorful blooms, admire the carefully cultivated bonsai trees, and gaze out over a small but vibrant prairie.
As the third-largest city by population across the entire country, Chicago is unquestionably massive. That means seeing everything on foot is next to impossible. Why not speed things up and tick off a few more attractions by joining a Segway tour?
Glide through downtown, the riverfront, or a number of other routes on offer, all while learning about the city from a seasoned local. These smooth-moving machines are fun for the whole family.
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Take to the skies for an unrivaled perspective of the Windy City. By day, passengers can see the picturesque city in full force; by night, the skyline illuminates for a completely different view.
The pilot will point out all of the city’s icons as they come into view, while also providing fascinating insights into the history and culture of the city.
Chicagoans have long adored the donut. Taste the very best the city has to offer with a dedicated desert tour, stopping into a hand-picked selection of the Chicago Loop’s top donut shops.
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The tastings are all included (though the take-home dozens you’ll be craving aren’t), while vegan, gluten-free, and nut-free options are also available.
Burn off the deep-dish pizza from the night before and explore the city at a much faster pace by opting for a bike tour.
While the lakefront trail comes highly recommended as a city staple, a number of adventurous and themed options are available too – like horror-focused and pizza-focused cycle tours!
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Want to brew up some magical elixirs and step into the world of your childhood fantasies? Get ready for a magical experience like no other at The Cauldron Chicago!
Using your very own magic wand, you’ll cast spells to pour your welcome drink straight from the maw of a mystical creature.
Then, at your own magic station, brew up two molecular cocktails with different effects to choose from. The Interactive Potions List changes with the seasons, so there’s always something new to discover!
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From the shallow tidepools to the depths of the sea, Shedd Aquarium offers the full scope of the ocean – right in the heart of the city!
Enjoy the antics of playful beluga whales, admire the vivid colors of tropical fish and their coral reef habitats, or observe the fascinating behavior of the enigmatic Giant Pacific Octopus.
You can also see several other species that live in water-adjacent ecosystems, from alligators to frogs to penguins. Stop by and dive in for some wonder!
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All the equipment is included with the tour, likewise the knowledgable guide who’ll spill architectural, cultural, and historical tidbits throughout the journey.
Illinois’ largest city is teeming with urban art; get off the beaten track with a unique tour that steps away from the crowded sites and explores the underground and the backstreets instead.
If the idea of all that walking makes you a little thirsty, choose one of the options which stop into a craft brewery or allow you to BYOB.
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If you’ve always dreamed of skydiving but could never muster up the courage to freefall from a plane, iFLY Chicago has the perfect solution.
Regularly spoken of as one of the world’s greatest natural history museums thanks to its collection of over 40 million artifacts, this Chicago icon welcomes millions of tourists year after year.
The enormous museum features immersive exhibits that explore over 4.6 billion years of natural history, including dedicated sections to ancient Egypt, the Chinese Qing Dynasty, the dinosaur era, and beyond.
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After your visit, take some time to explore the rest of the Museum Campus, a beloved public space with
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