What to do in Chicago, IL

Activities, attractions and tours

Chicago showing a city and a skyscraper as well as a family
Chicago which includes a city, signage and heritage elements
Chicago
Chicago showing street scenes and a skyscraper as well as a family
Willis Tower featuring city views, mist or fog and a city

Chicago Attractions

People head to the Windy City for more than just pizza , as they should. In the summer you can claim part of the Lake Michigan shoreline, and when temperatures dip Millennium Park opens up an ice skating rink. From fine dining to world-class shopping , there are plenty of fun things to do in Chicago, Illinois. Of course, the Chicago art and culture scene is also quite the draw, bringing in all types of travelers from around the globe. You’re bound to leave Chicago with a full stomach and lots to talk about.

Areas & Neighborhoods

Chicago is a city of diverse neighborhoods, each with its own flavor. The heartland sure isn’t bland and cookie-cutter, at least in The Windy City. No, Chicago is teeming with cultures from around the globe and plenty of food to please any palate.

Chinatown — On the south side of Chicago, Chinatown serves up authentic gastronomy and landmarks in near equal measure. This cultural haven is among the top attractions in Chicago; once you enter through the eye-catching Chinatown Gate, savor the sights and sounds of this bustling area and examine the tile mosaic art.

Hyde Park — Hyde Park hosted the Chicago World’s Fair in 1893, and it has been welcoming visitors with open arms (and a bounty of good eats) ever since. The historically significant neighborhood is home to architecture designed by Frank Lloyd Wright and the University of Chicago.

Lincoln Park — This north-side neighborhood is a favorite for shoppers and outdoor enthusiasts. Armitage Avenue is characterized by small boutiques, but you can still find upscale stores right around the corner. The area of Lincoln Park also has an actual park by the same name, where you can stroll through the free zoo or picnic somewhere on the 1,200-acre space.

Streeterville — This waterfront is best known as the home of Navy Pier, where you can partake in amusement rides and more. The area has more to offer than the pier, however, so it’s also a good stop if you want to indulge in fine dining or stop by a contemporary art museum.

What to See in Chicago

If you trekked to Chicago with camera in hand, there are plenty of things to see in Chicago. The Willis Tower Skydeck offers stunning views of the city from the glass-bottomed ledge of its 103rd floor. Iconic buildings like the John Hancock Center and Tribune Tower are also worth a photo or two. More than 200 theaters are littered throughout Chicago, including The Chicago Theatre and The Second City comedy club, so you can take in a show any night of the week.

Things to Do & Attractions in Chicago

From hang-gliding to diving into a Chicago-style pizza , you will never run out of things to do in Chicago. The Magnificent Mile is an impressive stretch of nearly 500 stores and hundreds of restaurants, so you can easily fill a day here. When weather permits, hit the links at local greens like the Jackson Park Golf Course. From the evening until the wee hours of the morning, night owls can burn plenty of calories on the dancefloors of downtown nightclubs. You should also embark on one of the many Chicago tours, which help you see the city by Segway®, bicycle, boat tour, or foot.

You can also book top Chicago hotels and great Chicago package holidays right here on Expedia.co.uk.


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What to do in Chicago


Popular places to visit

Explore areas of Chicago

Downtown Chicago featuring a city

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Downtown Chicago
Magnificent Mile - River North

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

Magnificent Mile
The Loop - Downtown featuring a river or creek

The Loop

4.5/5(187 area reviews)

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

The Loop
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River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

River North
Chicago featuring a city and modern architecture

Lincoln Park

5/5(5 area reviews)

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Lincoln Park
Chicago which includes rides

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).

Theatre District

 

Looking for fun things to do nearby? Check things to do near me to find and book the best things to do, fun activities, and top attractions wherever you happen to be.

 


 

Day trip destinations from Chicago

Frequently asked questions

Is Chicago worth visiting?
Offering a blend of views and dining, there's no shortage of things to do in Chicago. While you're here, head to Michigan Avenue, a major attraction in the area.
How do I spend a day in Chicago?
Once you've checked off top attractions like Michigan Avenue and Navy Pier, spend the rest of your day discovering Chicago's shopping and food scene.
What is the top tourist attraction in Chicago?
Michigan Avenue is one of the top tourist attractions in Chicago and should be high on every sightseeing list of the area.
Is three days enough to stay in Chicago?
Three days in Chicago is enough to visit the city's key attractions. Many guests book for two days on average. Michigan Avenue, Navy Pier and Millennium Park are highly rated sights. Like to discover more? Stick around a little longer to visit nearby hotspots such as Rosemont.
Is Chicago a walkable city?
Some key attractions in Chicago, like Michigan Avenue and Navy Pier, are within walking distance. You can also experience several of the city's neighbourhoods on foot. Just 2 kms (1 mile) from central Chicago is Central Chicago and Near North Side is 2 kms (1 mile) away.
What are some activities to do in Chicago with kids?
Planning what to do in Chicago with kids has never been easier. Whether you're holidaying with teenagers or toddlers, there's a range of family-friendly attractions to keep them entertained here.

What to do in Chicago for adults?
McCormick Place and Wintrust Arena are just a couple of the things to do in Chicago. With plenty of activities available, there's something here for everyone to experience.
Are there free things to do in Chicago?
In Chicago, Michigan Avenue is an unmissable spot for anyone wishing to tour the city without taking their wallet out. Also, stroll around the green spaces and other neighbourhoods, and ask a local tour guide for ideas. It's a simple way to discover the best free things to do in Chicago.