What to do in Chicago, IL

Activities, attractions and tours

A city skyline with modern skyscrapers and a river with boats and people in the foreground.
The Adler School's 2012 Commencement Ceremony at the Chicago Theatre.
A nighttime cityscape with illuminated skyscrapers and a river.
A modern building with a glass facade and a Ferris wheel in the background.
A cityscape with tall buildings partially obscured by clouds.

Chicago Tourist Attractions & Activities

Constantly in search of an eye-opening excursion and innovative ways to get your kicks, you’re eager to check out a new destination from top to bottom. You’re excited to set course in a new direction. It’s not challenging to fill an itinerary, because Expedia Australia can connect you with tons of things to do. Reserve your activities now, and all you'll have left to do is count the days until your escape and prepare to have fun. Coming up: Chicago!

  • Book your favourite tour on Expedia Australia for a great price, and you'll still have money for a dream hotel or luxurious meal while you’re in town. The activities in Chicago are not only topnotch, but they won’t bust your budget. We have 359 things to do here, and you can make them yours starting at just AU$2.
  • Chicago is popular among thrill seekers like you. In fact, many travellers have been visiting to check out local hot spots and explore the best things to do, and a good percentage of these visitorscan't wait to return. The most popular activities can grab the attention of even well-versed explorers, and that includes savvy visitors like you. Our activities includes a wide range of culturally based excursions and excitement. With unique ways to explore the best this area has to offer like a Guided Tour of Legendary Chicago Sports Venues to one-of-a kind ways to see the best this area has to offer like a Hop-On Hop-Off City Tour, there is a huge selection of possibilities to choose from when you peruse the best excursions here at Expedia Australia.

It takes a game plan to really get the most out of Chicago, particularly when you wish to include plenty of local cuisine and entertainment. And it's clear that you're itching to explore every avenue—you're excited to get out and have an adventure. You're eager to sign up for the top activities around, and a quiet day exploring local neighbourhoods is a perfect way to spend an afternoon. Our activities are the best way to organise your holiday. Book professionally led tours on Expedia Australia, and you may find all that you are looking for and more.

Activities


  • find price illustration

    Explore activities

    Explore thousands of experiences from activities and attractions to day tours and transfer.
  • calendar shield illustration

    Book with ease

    Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities.
  • trophy illustration

    Treat yourself

    Members save % or more when you book activities.

Most fun & popular experiences in Chicago

Tours & day trips

See all 276 activities

Private & custom tours

See all 68 activities

Food, drink & nightlife

See all 41 activities

Classes & workshops

See all 26 activities

What to do in Chicago


Stay near popular Chicago attractions

Our guide on where to stay in Chicago

Find the best Chicago areas for the activities you enjoy most. Learn more about Chicago
Learn more about Chicago

The Loop

Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

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.

Magnificent Mile

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

West Loop

Consider a visit to The Old Post Office and take some time to enjoy the abundant dining options during your time in West Loop. If you want to see more of the city, jump on the metro at Racine Station or Ogilvie Transportation Center.

Lincoln Park

Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.


 

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 kilometres from central Chicago is Central Chicago and Near North Side is 2 kilometres 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.

Explore a world of travel with Expedia