Things to do in Chicago

Your ultimate guide to top activities and must-see attractions

Things to do in and around Chicago

Tours

City tours

Outdoor activities

Entertainment and tickets

Landmarks

Museums

Activities and games

Water and amusement parks

Food and drinks

Classes and workshops

Top activities in Chicago

#1 top pick

Chicago River 45-Minute Architecture Tour from Magnificent Mile
Chicago

4.7 Scored out of 5, traveler rating Excellent, How previous travelers rated the attraction, 3235 reviews

Free cancellation available

From $29

#2 top pick

90-minute Tour of the Chicago River
Chicago

4.7 Scored out of 5, traveler rating Exceptional, How previous travelers rated the attraction, 855 reviews

Free cancellation available

From $46

#3 top pick

45-minute Architecture River Cruise
Chicago

4.7 Scored out of 5, traveler rating Exceptional, How previous travelers rated the attraction, 430 reviews

Free cancellation available

From $29

#4 top pick

Skydeck - Willis Tower Admission
Chicago

4.5 Scored out of 5, traveler rating Excellent, How previous travelers rated the attraction, 634 reviews

Free cancellation available

From $45

#5 top pick

360 Chicago Observation Deck Tickets
Chicago

4.1 Scored out of 5, traveler rating Very good, How previous travelers rated the attraction, 197 reviews

Free cancellation available

From $28

#6 top pick

CityPASS Ticket
Chicago

4.7 Scored out of 5, traveler rating Exceptional, How previous travelers rated the attraction, 156 reviews

From $145

#7 top pick

Flyover in Chicago
Chicago

4.7 Scored out of 5, traveler rating Exceptional, How previous travelers rated the attraction, 631 reviews

Free cancellation available

From $29

#8 top pick

Two-hour Chicago Sunset Cruise
Chicago

4.5 Scored out of 5, traveler rating Excellent, How previous travelers rated the attraction, 180 reviews

Free cancellation available

From $46

#9 top pick

Chicago River 90 Minute Architecture Tour
Chicago

4.7 Scored out of 5, traveler rating Excellent, How previous travelers rated the attraction, 5847 reviews

Free cancellation available

From $46

Experiences travelers recommend

Walkin' with Colin: Chicago History-Mystery-Comedy-Tragedy Tour

Chicago

5 Scored out of 5, traveler rating Exceptional, How previous travelers rated the attraction, 106 reviews

Colin is just great, very motivated, incredibly knowledgeable and a most friendly person.

Guest review by Bruno

From $45

Chicago Architecture River Cruise

Chicago

4.8 Scored out of 5, traveler rating Exceptional, How previous travelers rated the attraction, 3051 reviews

Absolutely not to be missed. The 6:45pm cruise is crazy!

Guest review by Fabio

Translated by Google

From $40

Chicago City Minibus Tour

Chicago

4.8 Scored out of 5, traveler rating Exceptional, How previous travelers rated the attraction, 325 reviews

Nice overview of 'downtown' Chicago landmarks, with interesting, and witty dialog from our guide.

Guest review by Michael

From $50

Chicago Architecture Center River Cruise aboard First Lady

Chicago

4.9 Scored out of 5, traveler rating Exceptional, How previous travelers rated the attraction, 1113 reviews

The tour guide for my trip was great.

Guest review by Salvador

From $58

Architecture River Cruise

Chicago

4.8 Scored out of 5, traveler rating Exceptional, How previous travelers rated the attraction, 160 reviews

Tour was great! Guide was friendly and very knowledgeable. Loved the experience.

Guest review by Katherine

From $40

Chicago's Ultimate City Bike Tour of Top Downtown Attractions

Chicago

4.9 Scored out of 5, traveler rating Exceptional, How previous travelers rated the attraction, 82 reviews

Excellent introductory ride to Chicago

Guest review by Geoff

From $60

Flyover in Chicago

Chicago

4.7 Scored out of 5, traveler rating Exceptional, How previous travelers rated the attraction, 631 reviews

I'd say the ride is ALMOST thrilling.

Guest review by Ashdeep

From $29

Original Chicago Architecture Interiors Tour: Dazzling Interiors

Chicago

4.9 Scored out of 5, traveler rating Exceptional, How previous travelers rated the attraction, 433 reviews

For architecture buffs or the merely curious, this tour is a remarkably satisfying way to spend two.

Guest review by Thomas

From $36

Chicago in a Day Walking Tour: Food, History & Architecture

Chicago

4.9 Scored out of 5, traveler rating Exceptional, How previous travelers rated the attraction, 311 reviews

Excellent tour and Dave's attention and knowledge of history exceeded my expectations.

Guest review by Miosotis

Translated by Google

From $102

90-minute Tour of the Chicago River

Chicago

4.7 Scored out of 5, traveler rating Exceptional, How previous travelers rated the attraction, 855 reviews

This experience is a must. Especially with this company.

Guest review by Anoush

From $46

Reasons to book attractions with Booking.com

Explore top activities
Experience the best of your destination with tours, attractions, and more
Fast and flexible
Book tickets online in minutes, with free cancellation on tons of activities
Support when you need it
Booking.com's global Customer Service team is here to help 24/7