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Top picks for Chicago Day tours

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

Trip.com offers 125 Day tours in Chicago

Q: What are the best Day tours in Chicago?

Chicago Crime and Mob Bus Tour Chicago: Mob and Crime Bus Tour Chicago Downtown + Millennium Park Day Tour in the US

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

Chicago: Magnificent Mile Tour With Optional 360 Chicago Chicago: Taste of Chinatown Food and Cultural Walking Tour Chicago's Original Dazzling Architectural Interiors Tour

Q: How can I contact Trip.com customer support?

Get help anytime, anywhere within 30 seconds Contact customer support

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 125 Day tours in Chicago on Trip.com, updated January 30, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From JPY 1,731.00 per person, with an average total of JPY 11,228.65. Choose the option that suits your plan.

With 5.475k verified reviews, Day tours Chicago boast an average rating of 4.8.

This week's most popular Day tours: "Chicago Favorites Ultimate Food and Walking Tour ", with 1.95k reviews and a 4.9 rating.

Now on Trip.com: "Chicago: Mob and Crime Bus Tour", a 1-hour adventure in Chicago!

The next available day tour departs on January 31, 2026. Book now to secure your spot!

Chicago Day tours usually take about 1 hours — perfect for a relaxed, immersive experience!

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

January is the perfect time to visit Chicago! Choose from Day tours available day tours, including seasonal favorites like Chicago Favorites Ultimate Food and Walking Tour .

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

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125 results for Chicago Day tours

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Recommended

Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
English
4.7/5
Very good· 1.6k reviews
FromJPY 7,492
Chicago: Mob and Crime Bus Tour
Duration: 1.5 hrs
English
4.7/5
Very good· 54 reviews
5% off
Limited-time sale
FromJPY 7,106JPY 7,481
Chicago Downtown + Millennium Park Day Tour in the US
Duration: 5.7 hrs
English
4.5/5
Satisfied· 4 reviews
FromJPY 22,934
Chicago Favorites Ultimate Food and Walking Tour
Duration: 3 hrs
English
4.9/5
Excellent· 2k reviews
FromJPY 12,994
Chicago: Ultimate City Attractions Bike Tour
Duration: 3 hrs
English
4.9/5
Excellent· 9 reviews
5% off
Limited-time sale
FromJPY 8,544JPY 8,994
Chicago Loop District Food Tour with Deep Dish & Beef Sandwich
Duration: 3 hrs
English
4.9/5
Excellent· 313 reviews
FromJPY 12,994
Chicago: Field Museum of Natural History Ticket or VIP Tour
English
4.7/5
Very good· 42 reviews
5% off
Limited-time sale
FromJPY 4,206JPY 4,428
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 5,657JPY 5,955
Original Chicago Architecture Interiors Tour: Dazzling Interiors
Duration: 2 hrs
English
4.9/5
Excellent· 1.5k reviews
FromJPY 5,352
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 12,327JPY 12,976
Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck
English
4.7/5
Very good· 13 reviews
5% off
Limited-time sale
FromJPY 12,182JPY 12,824
Chicago's Original Dazzling Architectural Interiors Tour
Duration: 2 hrs
English
5.0/5
Excellent· 8 reviews
5% off
Limited-time sale
FromJPY 5,076JPY 5,344
Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929
Duration: 1 hr
English
5.0/5
Excellent· 1 review
FromJPY 7,951
Chicago Film and TV Tour: Skyscraper Light and Shadow 1-day Tour
Duration: 3 hrs
English
FromJPY 19,769
Iconic Action Film and Movie Locations 1 Day Tour in Chicago
Duration: 5.6 hrs
English
FromJPY 18,579
Scenic Chicago Night Tour
Duration: 210 mins
English
FromJPY 27,062
Hidden In Plain Sight: Chicago Prohibition Tour
Duration: 210 mins
English
FromJPY 6,489
Signature dishes of Chicago bike tour
English
FromJPY 14,169
Ultimate city bike tour in Chicago
English
FromJPY 1,731
Chicago: Craft Brewery Barrel Bus Tour
Duration: 225 mins
English
FromJPY 14,362
Chicago: Guided Highlights Tour + SkyDeck + Architecture Cruise
Duration: 4 hrs
English
FromJPY 20,657
Chicago: Chinatown Food & Culture Walking Tour
Duration: 3 hrs
English
FromJPY 11,534
Chicago: Signature Dishes Bike Tour
Duration: 4 hrs
English
FromJPY 12,975
Chicago: Food Tour + Bike or Kayak Rental
Duration: 5 hrs
English
FromJPY 15,740
Chicago: Highlights & Attractions Walking Tour
Duration: 2 hrs
English
FromJPY 7,946
Original Chicago Prohibition Tour
Duration: 4 hrs
English
FromJPY 8,808
Chicago: Guided Haunted Tour
Duration: 1 hr
English
FromJPY 4,164
Chicago: Culture & Architecture Guided Tour
Duration: 150 mins
English
FromJPY 7,850

Explore top experiences

See what other travellers love, based on ratings and bookings

Travel photography (2)Wi-Fi & SIM cards (25)City pass (8)Visas (3)Cultural experiences (5)Boat experiences (10)Local cuisine (5)Food & drink (5)Food & drink (5)Sports experiences (1)Outdoor experiences (1)Transport (2)

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?

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What are the top-rated Day tours in Chicago?

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What are the recommended itineraries in Chicago?

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How can I contact Trip.com customer support?

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Can I change or cancel my booking?



How can I get discounted prices?

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Trip.com Picks

Popular Chicago Tours

Best Chicago Experiences

Popular Activities

Chicago: Classic Food & Walking Tour with Free Bike or Kayak Chicago: Field Museum of Natural History Ticket or VIP Tour Big Bus Chicago: Hop-on Hop-off Bus Tour Chicago: Architecture River Cruise from Michigan Avenue iFLY Chicago Lincoln Park: First Time Flyer Experience Chicago River 45-Minute Architecture Tour from Magnificent Mile Chicago: 45 Minute Architectural Sightseeing Cruise Chicago Loop District Food Tour with Deep Dish & Beef Sandwich Chicago: Loop Neighborhood Guided Walking Tour Chicago Mobs and Haunts Walking Tour Chicago Favorites Ultimate Food and Walking Tour Chicago River 90-Minute Architecture Tour Chicago: Museum of Ice Cream Entry Ticket Chicago: Highlights & Attractions Walking Tour Original Chicago Prohibition Tour

Chicago Surfing Food & Drink in Chicago Chicago Yacht Charter Chicago Connectivity Solutions Chicago Activities Chicago Local Tour Guides Chicago Travel Essentials Water Activities in Chicago Chicago Boat Tickets Chicago Group Tours Chicago Day Tours Chicago City Pass Boat Experiences in Chicago Chicago Walking Tours Chicago Sports & Adventure China Bus Tickets Hainan SIM Card Guangzhou Spa & Massage Phu Quoc Island SIM Card Sri Lanka SIM Card Shanghai Activities Shanghai Spa & Massage Naples Day Tours Japan SIM Card Bali Day Tours The 32nd Zigong International Dinosaur Lantern Festival Chengdu Private Charter Round-Trip Private Forbidden City Tour with English Speaking Guide Terracotta Army Tickets 2026 Wisteria Story - Ashikaga Flower Park + Ibaraki Nemophila Fields 1-day Tour Including Admission Ticket Beijing Mutianyu Great Wall 1-day tour · Daily departures at 8/9/10 AM · Round-trip ticket + admission ticket Chengdu Departure: Mount Emei & Leshan Giant Buddha Private Charter Day Tour Fenghuang Ancient Town + Furong Old Town Day Tour Ahangama: Traditional Jewellery Making Workshop Mutianyu Great Wall With English Speaking Driver Service Beijing Mutianyu Great Wall + Summer Palace 1-Day Tour | No-shoping | In-depth Commentary | Experienced Guide | Round-trip Transfer

Reviews/Trip Moments

★

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 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!

★

Reviews: Chicago: Ultimate City Attractions Bike Tour

Guest User2025-09-15

Amazing guide and tour. Bikes were excellent and gave us chance to see so much of the city you wouldn’t access on any other tour. Loved it!!

★

Reviews: Chicago Loop District Food Tour with Deep Dish & Beef Sandwich

Guest User2024-07-19

Sue was an excellent guide and host…highly recommend. In addition to the food knowledge, Sue showed us some great architectural and unique information about the great city of Chicago.

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