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Things to Do in Chicago

Q: How many Day tours are available in Chicago on Trip.com?

Trip.com offers 99 Day tours in Chicago

Q: What are the top-rated Day tours in Chicago?

Chicago: Magnificent Mile Tour With Optional 360 Chicago iFLY Chicago Lincoln Park: First Time Flyer Experience Chicago: Taste of Chinatown Food and Cultural Walking Tour

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Q: Can I change or cancel my booking?

Change and cancellation policies vary by attractions and tours. Please check the product details page for more information.

Q: How can I get discounted prices?

Ticket prices may vary between weekdays and weekends, as well as during peak and off-peak seasons. When booking with Trip.com, you can also use Trip Coins to get extra savings. For more tips on booking discounted tickets, please visit Trip.com for the latest information.

Discover 99 Day tours in Chicago on Trip.com, updated February 10, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From JPY 4,268.00 per person, with an average total of JPY 11,298.04. Choose the option that suits your plan.

With 11.605k verified reviews, Day tours Chicago boast an average rating of 4.8.

This week's most popular Day tours: "Chicago River 90-Minute Architecture Tour", with 4.345k reviews and a 4.7 rating.

Now on Trip.com: "Chicago: Magnificent Mile Tour With Optional 360 Chicago", a 3-hour adventure in Chicago!

The next available day tour departs on February 11, 2026. Book now to secure your spot!

Chicago Day tours usually take about 3 hours — perfect for a relaxed, immersive experience!

100% of Chicago Day tours now offer English-speaking guides

February is perfect for visiting Chicago! Choose from Day 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.

Explore Chicago! Visit top attractions and enjoy fun activities. From city tours to cultural spots, there's so much to do in this lively city. Don't miss out on the amazing experiences.

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99 results for Chicago Day tours

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Recommended

Chicago: Magnificent Mile Tour With Optional 360 Chicago
Duration: 2–3 hrs
English
5.0/5
Excellent· 2 reviews
5% off
Limited-time sale
FromJPY 5,822JPY 6,129
Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
English
4.7/5
Very good· 1.6k reviews
FromJPY 7,639
Chicago: Mob and Crime Bus Tour
Duration: 1.5 hrs
English
4.7/5
Very good· 54 reviews
5% off
Limited-time sale
FromJPY 7,313JPY 7,698
Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck
English
4.7/5
Very good· 13 reviews
5% off
Limited-time sale
FromJPY 11,791JPY 12,412
Chicago Downtown + Millennium Park Day Tour in the US
Duration: 5.7 hrs
English
4.5/5
Satisfied· 4 reviews
FromJPY 23,383
Chicago Favorites Ultimate Food and Walking Tour
Duration: 3 hrs
English
4.9/5
Excellent· 2k reviews
FromJPY 13,249
The Art Institute of Chicago: Skip The Line Ticket + Semi-Private Guided Tour
Duration: 150 mins
English
FromJPY 14,144
Chicago: Architecture River Cruise Skip-the-Ticket Line
Duration: 1–1.5 hrs
English
4.9/5
Excellent· 67 reviews
5% off
Limited-time sale
FromJPY 5,820JPY 6,127
Architecture of the Magnificent Mile
Duration: 90 mins
English
FromJPY 5,500
Art Institute of Chicago Private Expert Guided Tour
Duration: 2 hrs
English
FromJPY 61,573
Chicago River 90-Minute Architecture Tour
Duration: 90 mins
English
4.7/5
Very good· 4.3k reviews· 168 booked
FromJPY 7,134
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
English
4.7/5
Very good· 1.4k reviews· 195 booked
FromJPY 4,439
Chicago: Museum of Ice Cream Entry Ticket
Duration: 1.5 hrs
English
4.4/5
Good· 42 reviews
5% off
Limited-time sale
FromJPY 5,072JPY 5,339
City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise
Duration: 2–2.5 hrs
English
4.9/5
Excellent· 15 reviews
5% off
Limited-time sale
FromJPY 14,157JPY 14,903
Chicago: 90 Minute Architecture Sightseeing Cruise
Duration: 90 mins
English
FromJPY 7,112
Lake Michigan Sunset Cruise in Chicago
Duration: 90 mins
English
4.6/5
Satisfied· 433 reviews
FromJPY 7,134
Chicago Mobs and Haunts Walking Tour
Duration: 90–120 mins
English
FromJPY 5,390
iFLY Chicago Lincoln Park: First Time Flyer Experience
Duration: 1.5 hrs
English
5.0/5
Excellent· 1 review
5% off
Limited-time sale
FromJPY 15,381JPY 16,191
Iconic Action Film and Movie Locations 1 Day Tour in Chicago
Duration: 5.6 hrs
English
FromJPY 18,705
Chicago: Taste of Chinatown Food and Cultural Walking Tour
Duration: 3 hrs
English
5.0/5
Excellent· 17 reviews
5% off
Limited-time sale
FromJPY 12,759JPY 13,431
Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting
Duration: 90 mins
English
4.8/5
Very good· 569 reviews
FromJPY 5,680
The Chicago Theatre Tour Experience
Duration: 1 hr
English
5.0/5
Excellent· 26 reviews
5% off
Limited-time sale
FromJPY 4,503JPY 4,741
Chicago Lake and River Architecture Tour
Duration: 90 mins
English
4.6/5
Satisfied· 1k reviews
FromJPY 7,134
Chicago: City Minibus Tour with Optional Architecture Cruise
Duration: 2–4 hrs
English
4.9/5
Excellent· 11 reviews
5% off
Limited-time sale
FromJPY 7,349JPY 7,736

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See what other travellers love, based on ratings and bookings

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Your guide to Chicago Day tours

Chicago is a vibrant city with a plethora of activities for visitors. From iconic attractions to unique experiences, there's something for everyone. You can take a day - tour to explore the city's famous landmarks. Visit the Willis Tower for a breathtaking view, or stroll along the Magnificent Mile for some shopping. The city also has numerous museums and art galleries. Whether you're into history, art, or just having fun, Chicago has it all. Come and indulge in the various in - Chicago things to do.

Frequently asked questions about Chicago Day tours

How many Day tours are available in Chicago on Trip.com?

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What are the best Day tours in Chicago?



What are the top-rated Day tours in Chicago?

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How can I contact Trip.com customer support?



Can I change or cancel my booking?



How can I get discounted prices?

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Trip.com Picks

Popular Tour Products in Chicago

Popular Experiences in Chicago

Popular Activities

Popular Stays in Chicago

Chicago: 48-hour Hop-on Hop-off Tour and 360 CHICAGO Deck Chicago: 90 Minute Architecture Sightseeing Cruise Chicago: Guided Food Tour + Bike or Kayak Rental Chicago: Hop-on Hop-off Sightseeing Tour by Open-top Bus Chicago: Navy Pier Centennial Wheel Ticket The Field Museum of Natural History: Guided Tour + Early Access + Exhibition Chicago: 48-Hour Hop-on Hop-off Bus + Architecture Cruise Chicago: 90-Minute Architecture Tour on the Lake & River Chicago: Magnificent Mile Tour With Optional 360 Chicago Chicago Murder Mystery Tour Chicago: Guided Gangsters & Food Walking Tour Volo Auto Museum: Admission Ticket Lake Michigan Skyline Cruise in Chicago Chicago: City Minibus Tour with Optional Architecture Cruise Chicago: Highlights & Attractions Walking Tour

Chicago Walking Tours Chicago Restaurant Discounts Chicago Transportation Water Activities in Chicago Chicago Travel Essentials Chicago Connectivity Solutions Chicago Visa Application Services Chicago Sports & Adventure Chicago Local Tour Guides Chicago Group Tours Chicago Shopping Discounts Wellness & Spa in Chicago Chicago Yacht Charter Chicago Boat Tickets Chicago Travel Services District of Columbia SIM Card Boat Experiences in Mauritius Hunan SIM Card Nara Prefecture SIM Card Belgrave Travel Essentials Oslob Local Tour Guides Abu Dhabi Surfing Plailly Transportation Mueang Samut Songkhram Bus Tickets Algiers Activities Amsterdam: Canal Booze Cruise with Unlimited Drinks Option VIP Fast-Track Tower Access/3-Ball Combo Ticket/Skip the Line/In-Depth Exploration of Historical Exhibition Hall in Magic City The Essence of Waiheke Wine Tour Derry City: The troubles Bogside walking tour A private tour with Cable car & Boat trip to An Thoi islands Full Day to Puyopúngo Excursion in the Amazon Weihai Grape Beach + Golden Bay Pier + Huoju Eight Private Charter 1-Day Tour - Chinese and English Services Available 1-day tour to Amman + Amman Citadel + Rainbow St. + Archaeological Site of Jerash A Taste of Manchester and Salford with Meals , Drinks and Guide Cape Town: Cape Point and Boulders Beach Penguins Group Tour Hotels near Begin Historic Route 66 Hotels near Chinatown Hotels near Lincoln Monument Hotels near National Museum of Mexican Art Hotels near Holy Trinity Polish Catholic Church Hotels near Monument To The Great Northern Migration Hotels near 360 CHICAGO Hotels near Park Tower Hotels near The Flamingo Rum Club Hotels near 330 N Wabash Ave

Reviews/Trip Moments

★

Reviews: Chicago: Magnificent Mile Tour With Optional 360 Chicago

Guest User2025-06-18

Our Mag Mile Tour was great. We learned about the architecture of buildings, design details and history of the area. Our guide Ben was knowledgeable, friendly, full of facts and anecdotes. It was a perfect distance - enough to see the major sites without being too long. We followed with the 360 Chicago at the Hancock. Great tour would highly recommend.

★

Reviews: Chicago Crime and Mob Bus Tour

Guest User2025-12-06

Great tour. Very knowledgeable guide. Highly recommend. I really enjoyed learning so much about the crime history of Chicago.

★

Reviews: Chicago: Mob and Crime Bus Tour

Guest User2026-01-23

My wife and I had an amazing time learning about Chicago's history. And our tour guide was very entertaining and informative. I would highly recommend this activity to anyone visiting Chicago!

★

Reviews: Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck

Guest User2025-11-22

The best way to discover the city through various attractions at a discounted price!

★

Reviews: Chicago Downtown + Millennium Park Day Tour in the US

Guest User2024-07-02

The master is super nice, punctual and kind. The experience is great, overall it is great, the service is very good and the price is high.

★

Reviews: Chicago Favorites Ultimate Food and Walking Tour

Guest User2026-01-22

Awesome tour. AJ was a fab guide. The food was sensational, AH’s information and pace of the tour was just perfect. Weather was cold but not a deterrent at all. Highly recommended!

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