Best things to do in Chicago, IL

Explore thousands of activities, attractions and tours with free cancellation and no added fees.

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

Access exclusive deals, only with the Travelocity app

Recommended activities in Chicago

Tours & day trips

See all 156 activities
Flyover in Chicago

Flyover in Chicago

Activity duration is 30 minutes
9.8 out of 10 with 13 reviews
Free cancellation available
Price is CA $52 per adult
Flyover in ChicagoOpens in new tab

Private & custom tours

See all 60 activities
Chicago Cocktail Adventure Part 1

Chicago Cocktail Adventure Part 1

Activity duration is 3 hours
Free cancellation available
Price is CA $7 per adult
Chicago Cocktail Adventure Part 1Opens in new tab

Food, drink & nightlife

See all 24 activities
Chicago's Chinatown Food and Walking Tour

Chicago's Chinatown Food and Walking Tour

Activity duration is 3 hours
10.0 out of 10 with 14 reviews
Free cancellation available
Price is CA $109 per adult
Chicago's Chinatown Food and Walking TourOpens in new tab

Attractions

See all 23 activities
360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

Activity duration is 30 minutes
8.6 out of 10 with 699 reviews
Free cancellation available
Price is CA $39 per adult
360 CHICAGO Observation DeckOpens in new tab

Classes & workshops

See all 17 activities
BYOB Spray Paint and Sip at Studio W.I.P.

BYOB Spray Paint and Sip at Studio W.I.P.

Activity duration is 1 hour and 30 minutes
10.0 out of 10 with 13 reviews
Free cancellation available
Price is CA $61 per adult
BYOB Spray Paint and Sip at Studio W.I.P.Opens in new tab

Popular places to visit

Millennium Park showing a park, a city and flowers

Millennium Park

After visiting Millennium Park, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the fascinating museums in this vibrant area.

Millennium Park
Chicago_UnitedCenter_6064077_01

United Center

Catch an event at United Center during your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

United Center
Navy Pier featuring a sunset, a bay or harbor and a city

Navy Pier

With a visit to Navy Pier, a favorite shopping spot in Chicago, you can enjoy some retail therapy. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

Navy Pier
Willis Tower showing a city, views and interior views

Willis Tower

Willis Tower is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Experience the entertainment choices and acclaimed theater scene in this vibrant area.

Willis Tower
Art Institute of Chicago featuring interior views and heritage elements

Art Institute of Chicago

You can spend an afternoon exploring the galleries in Art Institute of Chicago during your travels in Chicago. Experience the fascinating museums and entertainment choices in this vibrant area.

Art Institute of Chicago
Woodfield Mall showing street scenes as well as a family

Woodfield Mall

During your visit to Schaumburg, you can find the perfect gifts to bring home at Woodfield Mall. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Woodfield Mall

Chicago sightseeing tours & attractions