Fun & Unique Things To Do in Chicago, IL
From deep-dish delights to skyline views at Navy Pier, unlock Chicago's best-kept secrets and iconic sights all in one place.
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Top Things to Do in Chicago
Riverboat tours offer unbeatable skyline views, mesmerizing architecture spanning a range of times and trends, and endless culture in museums, concert halls, and theaters. Chicago has much to offer visitors and those who call the city home. And, with offers from Groupon, you can experience more of it—for less.
Things to Do in Chicago for Locals and Visitors
Chicago, the Windy City, abounds with unparalleled attractions. Whether you’re a tourist or a native seeking new ways to appreciate the city, you can always find things to do in Chicago. Families will find entertainment for all ages. Couples can wine and dine on a romantic getaway. Or get your girls — or guys — together to make memories. Before you go, grab an offer from Groupon. Then make your experience an unforgettable one.Top Cultural Activities in Chicago: Museums, Art & More
As one of the world's major cultural hubs, Chicago offers a variety of museums and attractions. Immerse yourself in the Art Institute of Chicago's iconic collections or dive deep into natural history at the Field Museum. Chicago is perfect for lovers of art and culture. More into architecture and historic neighborhoods? You can’t miss the famous Loop, Lincoln Park, and the historic Bronzeville district. You might even be able to catch a river cruise to see it all. Before you make plans, check Groupon for things to do in Chicago this weekend.Outdoor Things to Do in Chicago: River Tours, Parks & Skyline Views
Crave a bit of adventure? Take advantage of Groupon's irresistible offers on outdoor activities in Chicago. From stunning boat tours on Lake Michigan or the Chicago River to exhilarating bike rides along the Lakefront Trail, you can always get outside and find things to do in Chicago. For thrill-seekers, Chicago offers skydiving and helicopter tours that take your breath away. No visit is complete without visiting the Bean at Millennium Park and the Skydeck at Willis Tower to see the city’s famous skyline from 1,353 feet. These unique adventures provide an exciting opportunity to see the Windy City from a new perspective.Chicago Food & Drink Experiences: Pizza, Hot Dogs & More
Chicago is a food lover's delight. Look for tempting deals on food tours to explore the city's diverse and delicious culinary scene. Taste the legendary deep-dish pizza, relish the classic Chicago-style hot dogs, or explore globally inspired cuisine from world-class chefs. The gourmet foodie scene is centered around the West Loop. Want to check out more diverse flavors? Head to Pilsen for authentic tacos, tamales, elotes, or Andersonville for Swedish bakeries and eclectic eateries. Don’t overlook the city's vibrant food culture among all the incredible things to do in Chicago.Family-Friendly Things to Do in Chicago
Chicago offers plenty of kids’ activities. Families can’t miss the interactive exhibits at the Museum of Science and Industry, the Shedd Aquarium, and the Children’s Museum. When you’re done learning, head over to Maggie Daley Park, which has a fantastic playground and mini golf, or head out on the pedal boats at Humboldt Park. Want to stay indoors? The city is full of bowling alleys, arcades, and movie theaters. Or kick it up a notch with indoor rock climbing, ice skating, or trampoline parks. You’ll never run out of family-friendly things to do in Chicago.Nightlife in Chicago: Comedy Clubs, Rooftops & Theaters
Chicago is known worldwide as a theater city, so don’t miss out on your chance to indulge in the city's invigorating nightlife. Fall under the spell of Broadway classics, laugh out loud at the Second City, dance the night away at a nightclub, or enjoy the views at one of the city’s many rooftop bars. Music lovers can catch live performances at iconic venues like the Chicago Theatre or enjoy jazz at the historic Green Mill Cocktail Lounge, a personal favorite of Al Capone. Ready to make your weekend plans? Check out our deals on things to do in Chicago this weekend. Your nights will never be the same.Relaxing Things to Do in Chicago: Spas, Yoga & Wellness
Chicago isn’t just about restaurants and nightlife. Pilates and workout classes are a great way to get in shape while meeting new people. Enjoy outdoor yoga sessions at Millennium Park or take a serene stroll through the beautiful Chicago Botanic Garden. After a busy day of exploring Chicago's many attractions, there's nothing better than well-deserved relaxation. Groupon offers spa services, massages, and wellness centers throughout the city for those seeking peace and tranquility in this bustling metropolis.Popular Searches
Chicago is a city of endless fun, vibrancy, and dynamic spirit, all waiting for you to explore. Using Groupon to experience the very best things to do in Chicago is an unbeatable way to enjoy the city while saving money at the same time. If you still need some inspiration, check out our popular searches below. From cultural immersion to outdoor adventure, everything is just a click away.Frequently Asked Questions
Chicago offers numerous attractions including Millennium Park, Navy Pier, the Art Institute of Chicago, Shedd Aquarium, The Field Museum and the SkyDeck at Willis Tower. The city also has a vibrant restaurant scene and numerous shopping opportunities, particularly along the Magnificent Mile.
The best time to visit Chicago is between May and September, when the weather is most pleasant. However, the city also has plenty of indoor attractions, making it a great year-round destination.
Chicago is full of family-friendly activities. Some examples include the Lincoln Park Zoo, Shedd Aquarium, and the Children's Museum at Navy Pier. You can also visit parks like Millennium Park or Maggie Daley Park, which feature play structures and seasonal skating rinks.
Chicago is famous for its deep-dish pizza and Chicago-style hot dogs. It's also known for Italian beef sandwiches and a diverse restaurant scene featuring cuisine from around the world.
Yes, Chicago has the nation’s second-largest public transportation system and is best known for the L train, which covers most areas of the city. In addition to the train, there are buses available. Alternatively, many use taxis and rideshare services like Uber and Lyft.
Visit Skydeck Chicago at Willis Tower for a breathtaking cityscape, or enjoy panoramic views from the 360 CHICAGO Observation Deck at the John Hancock Tower. For a more unique perspective of the Chicago skyline, take an architectural boat tour on the Chicago River.