Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Explore thousands of activities with free cancellation and no added fees

Design your experience with airport transfers, excursions, day tours & more.

Get an insider's look in what to book before you travel.


Top things to do in Chicago

See all 70 things to do in Chicago

Things To Do In Chicago

Coming up: Chicago! You're ready to chart a course in a new direction. Perpetually prepared for unique ways to get your kicks and have a brand new feat, you're prepared to explore a new city like the savvy traveler you are. Find and book your activities today, and the only thing left to do is count the days until your escape and get excited, because Expedia makes it easy to book lots of things to do.

  • The activities in Chicago are not only perfect for you, but they won't cost an arm and a leg. We have things to do here, and you can reserve them starting at just . Get your favorite tour on Expedia at an ideal value, and you'll still have money for a dream hotel or decadent dinner while you're in town.
  • Chicago is a favorite among thrill seekers like you. In fact, many travelers have been visiting Chicago to learn about local culture and find the top activities, and a good percentage of these visitors cannot wait to return. The top things to do can earn the interest of even seasoned explorers, and one look at our list explains why. Our list includes a wide array of historically based outings and opportunities for excitement. With unique ways to explore the best this area has to provide like a Guided Tour of Legendary Chicago Sports Venues to one-of-a kind ways to check out the best this area has to provide like a Hop-On Hop-Off City Tour, there are plenty of possibilities to choose from when you consider all the options available here at Expedia.

It takes a game plan to make the most of a trip to Chicago, particularly when you want to include plenty of food and entertainment. And we know you don't want to hunker down in your hotel room—you're excited to get out and play. You're thrilled to sign up for the top activities around, and a quiet day exploring local neighborhoods is what you love best. Our activities are the perfect way to organize your holiday. Book professional city tours on Expedia, and you may find all that you are seeking and more.