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Top things to do in Chicago

See all 69 things to do in Chicago

Things To Do In Chicago

You're keen to set sail in a different direction. Perpetually prepared for expanding your horizons and innovative ways to get inspired, you're eager to explore an exciting destination like the savvy traveller you are. Next stop: Chicago! It's not difficult to fill your days, because Expedia makes it easy to book lots of things to do. Find and book your activities today, and the only thing left to do is pack your suitcase and imagine all the places you'll go.

  • Reserve your favourite tour on Expedia at a great rate, and you'll still have money for a dream hotel or decadent dinner while you are visiting. The activities in Chicago are not only top-notch, but they won't bust your budget. We have 69 things to do here, and you can reserve them beginning at £11.
  • Chicago is a favourite among thrill seekers like yourself. In fact, a good percentage of travellers can't wait for the next holiday to this city to check out local hot spots and participate in the best activities. The most popular things to do can catch the attention of even seasoned travellers, and it's not hard to see why. Our list includes a wide array of historically themed tours and opportunities for adventure. With unequalled ways to discover the best this area has to give like a Guided Tour of Legendary Chicago Sports Venues to unique ways to see the best this area has to provide like a Hop-On Hop-Off City Tour, there is an abundance of possibilities to choose from when you consider all the options available here at Expedia.

Our activities are the ideal way to organise your trip. You'll need an expert itinerary to best get the feel for Chicago, especially when you want to include plenty of local cuisine and entertainment. And we can tell you're itching to explore every avenue遥ou're excited to get out and take it all in. You're excited to sign up for the top activities around, and an afternoon walking through charming neighbourhoods is a perfect way to spend an afternoon. Book group tours on Expedia, and you'll never get lost.

Things to Do in Chicago

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