App
Customer support
JPY
Find bookings
ChicagoTours
ChicagoTours

Top Picks for Chicago Tours

Discover 84 Tours in Chicago on Trip.com, updated September 23, 2025, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From JPY 1,471.00 per person, with an average total of JPY 10,689.00. Choose the option that suits your plan.

With 4.348k verified reviews, Tours Chicago boast an average rating of 4.6.

This week's most popular Tours: "Chicago River 90-Minute Architecture Tour", with 4.344k reviews and a 4.7 rating.

Now on Trip.com: "Chicago Round-trip |Dubuque Town + Galena Town", a 9-hour adventure in Chicago!

The next available day tour departs on September 24, 2025. Book now to secure your spot!

Chicago Tours usually take about 9 hours — perfect for a relaxed, immersive experience!

95% of Chicago Tours now offer English-speaking guides

September is perfect for visiting Chicago! Choose from Tours available day tours, including seasonal hits like Chicago River 90-Minute Architecture Tour.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

Search attractions or local attractions & tours
Trip.comChicago
Tours
Top Picks
Available Today
Available Tomorrow

84 Results for Chicago Tours

  • Chicago River 90-Minute Architecture Tour

    Chicago River 90-Minute Architecture Tour

    Duration: 90 mins
    4.7/5
    Great· 4.3k reviews· 131 booked
    FromJPY 6,626
  • Chicago Bus Tour: 90-Min Sunset Tour

    Chicago Bus Tour: 90-Min Sunset Tour

    Duration: 90 mins
    English
    FromJPY 7,234
  • Ultimate city bike tour in Chicago

    Ultimate city bike tour in Chicago

    󱩳Spot all of Chicago's top sights on a guided bike tour
    English
    FromJPY 1,619
  • Chicago lakefront neighbourhood bike tour

    Chicago lakefront neighbourhood bike tour

    󱩳Enjoy one of the most popular bike tours Chicago has to offer
    English
    FromJPY 1,471
  • Chicago Round-trip |Dubuque Town + Galena Town

    Chicago Round-trip |Dubuque Town + Galena Town

    󱩳Travel through Iowa's historic towns and enjoy the charming riverside scenery.
    Duration: 9 hrs
    English
    FromJPY 16,032
  • Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929

    Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929

    Duration: 1 hr
    English
    FromJPY 7,348
  • Chicago Film and Television Tour: Skyscraper Fantasy Light and one-day tour

    Chicago Film and Television Tour: Skyscraper Fantasy Light and one-day tour

    󱩳Today you will step into the prototype streets of Gotham City in "Batman: The Dark Knight" and feel the mystery and coldness under the Gothic architecture.
    Duration: 3 hrs
    English
    FromJPY 18,486
  • 1-day tour of Chicago, USA

    1-day tour of Chicago, USA

    󱩳[Wind City Tour] See the magnificent scenery of Chicago, visit classic landmarks, and feel the charm of "post-modern architectural style";
    Duration: 5.7 hrs
    English
    4.5/5
    Satisfactory· 4 reviews
    FromJPY 22,085
  • Signature dishes of Chicago bike tour

    Signature dishes of Chicago bike tour

    󱩳Ride around Chicago as you listen to an expert guide
    English
    FromJPY 13,250
  • Original Chicago Prohibition Tour

    Original Chicago Prohibition Tour

    Duration: 4 hrs
    English
    FromJPY 8,069
  • Chicago: Food and Prohibition Architecture Guided Tour

    Chicago: Food and Prohibition Architecture Guided Tour

    Duration: 5 hrs
    English
    FromJPY 14,524
  • Chicago: Chinatown Food & Culture Walking Tour

    Chicago: Chinatown Food & Culture Walking Tour

    Duration: 3 hrs
    English
    FromJPY 11,737
  • Chicago: Family & Food Guided Bike Tour

    Chicago: Family & Food Guided Bike Tour

    Duration: 4 hrs
    English
    FromJPY 11,737
  • Chicago Downtown: 3-Hr Guided Pizza Tour

    Chicago Downtown: 3-Hr Guided Pizza Tour

    Duration: 3 hrs
    English
    FromJPY 10,123
  • Hidden In Plain Sight: Chicago Prohibition Tour

    Hidden In Plain Sight: Chicago Prohibition Tour

    Duration: 210 mins
    English
    FromJPY 6,602
  • Chicago Pizza Bus Tour Ticket

    Chicago Pizza Bus Tour Ticket

    Duration: 210 mins
    English
    FromJPY 13,057
  • Chicago: Food Tour + Bike or Kayak Rental

    Chicago: Food Tour + Bike or Kayak Rental

    Duration: 5 hrs
    English
    FromJPY 16,014
  • Chicago: Culture & Architecture Guided Tour

    Chicago: Culture & Architecture Guided Tour

    Duration: 150 mins
    English
    FromJPY 7,189
  • Chicago: Guided Food Tour + Bike or Kayak Rental

    Chicago: Guided Food Tour + Bike or Kayak Rental

    Duration: 150 mins
    English
    FromJPY 12,470
  • Chicago Night Crimes Bus Tour: Criminals, Mobsters and Gangsters

    Chicago Night Crimes Bus Tour: Criminals, Mobsters and Gangsters

    Duration: 150 mins
    English
    FromJPY 8,107
1
2
3
4
5

Frequently asked questions about Chicago Tours

How many Tours are available in Chicago on Trip.com?

What are the best Tours in Chicago?

What are the top-rated Tours in Chicago?

How can I contact Trip.com customer support?

Contact us

About

Other services

Payment methods
UNIONPAYMCVISAAMEXJCBDINERSDISCOVERGOOGLECOINSEGIFT
Our partners
Contact Center <br>of the year 2024
Contact Center
of the year 2024
trip.com group
SkyscannerTrip
Trip.com is part of Trip.com Group Limited, one of the world's leading providers of travel services.
Copyright © 2025 Trip.com Travel Singapore Pte. Ltd. All rights reserved
Site Operator: Trip.com Travel Singapore Pte. Ltd.