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Things to do in Chicago

Admire famous works at the Art Institute, eat deep-dish pizza and see Wrigley Field

Observation Decks

Observation Decks

12 experiences
Interactive Museums

Interactive Museums

20 experiences
Theme Parks

Theme Parks

12 experiences
Art Museums

Art Museums

7 experiences
Cruises

Cruises

25 experiences

Top 10 things to do

<City 80816> things to do #1: Willis Tower #1
Willis Tower

Look out at amazing views of the Windy City from the top of the 14th-tallest building in the world

4.6 (2,193 reviews)
<City 80816> things to do #2: 360 CHICAGO #2
360 CHICAGO

Enjoy drinks with a view, learn Chicago history and take one of the USA's fastest elevators

4.3 (466 reviews)
<City 80816> things to do #3: Chicago Cruises #3
Chicago Cruises

Explore the Windy City from the water on a cruise around Chicago

4.6 (683 reviews)
<City 80816> things to do #4: Navy Pier Centennial Wheel #4
Navy Pier Centennial Wheel

Level up your visit to Chicago and stop by Navy Pier for some fun attractions

4.2 (250 reviews)
<City 80816> things to do #5: The Field Museum of Natural History #5
The Field Museum of Natural History

Discover the wonders of the natural world in Chicago

4.6 (447 reviews)
<City 80816> things to do #6: Museum of Ice Cream Chicago #6
Museum of Ice Cream Chicago

Rediscover the kid in you at this sugary paradise

4.2 (80 reviews)
<City 80816> things to do #7: The Art Institute of Chicago #7
The Art Institute of Chicago

Explore US's one of the oldest and largest art museums

4.7 (677 reviews)
<City 80816> things to do #8: Museum of Illusions Chicago #8
Museum of Illusions Chicago

Get ready to experience the impossible at Museum of Illusions Chicago! With over 80 exhibits – including optical illusions, holograms, hands-on exhibits, and immersive rooms – guests of all ages will enjoy some eye-fooling fun while also learning about vision and perception. Your eyes will be in a constant battle with your brain as you make your way through this one-of-a-kind experience. And don't forget your camera; you'll want to capture those wild moments as you appear to defy gravity and walk on walls! A mind-bending adventure awaits at Museum of Illusions Chicago!

4.6 (52 reviews)
<City 80816> things to do #9: Flyover in Chicago #9
Flyover in Chicago

Immerse yourself in the sights and sounds of the Windy City

4.5 (52 reviews)
<City 80816> things to do #10: Chicago City Cards #10
Chicago City Cards

Explore top attractions and effortlessly immerse yourself in Chicago's vibrant culture

4.4 (214 reviews)

Experiences in Chicago recommended for

Hand-picked combinations in Chicago

Combine Chicago favorites. Some things are better together.

Chicago Skyline Pass
  • Chicago

Chicago Skyline Pass

  • Skydeck Chicago
  • 360 CHICAGO Observation Deck
  • 45-Minute Chicago River Cruise
  • Chicago: Flyover Experience at Navy Pier
4.5 (17)
From
$120.00

All experiences in Chicago

Chicago guides and itineraries

Fun Things to Do in Chicago

Full of food, sights, and history, Chicago is one to add to your list. Use this list of attractions, landmarks, and local gems as your guide to a perfect trip to the Windy City!

What's on in Chicago