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Top Chicago Day Tours

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

Trip.com offers 100 Day tours in Chicago

Q: What are the best Day tours in Chicago?

Chicago Downtown + Millennium Park Day Tour in the US Chicago Favorites Ultimate Food and Walking Tour Chicago: 48-hour Hop-on Hop-off Tour and 360 CHICAGO Deck

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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.

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Discover 100 Day tours in Chicago on Trip.com, updated January 29, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From USD 28.00 per person, with an average total of USD 62.96. Choose the option that suits your plan.

With 12.076k 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 Downtown + Millennium Park Day Tour in the US", a 5-hour adventure in Chicago!

The next available day tour departs on January 30, 2026. Book now to secure your spot!

Chicago Day tours usually take about 5 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 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.

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100 results for Chicago Day tours

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Recommended

Chicago Downtown + Millennium Park Day Tour in the US
Duration: 5.7 hrs
English
4.5/5
Satisfied· 4 reviews
From$150.00
Chicago Favorites Ultimate Food and Walking Tour
Duration: 3 hrs
English
4.9/5
Excellent· 2k reviews
From$84.99
Chicago: 48-hour Hop-on Hop-off Tour and 360 CHICAGO Deck
English
4.4/5
Good· 5 reviews
5% off
Limited-time sale
From$80.37$84.61
Chicago in a Day: Food, History & Architecture Walking Tour
Duration: 4.5 hrs
English
5.0/5
Excellent· 18 reviews
5% off
Limited-time sale
From$94.83$99.83
Chicago: Classic Food & Walking Tour with Free Bike or Kayak
Duration: 3 hrs
English
5.0/5
Excellent· 5 reviews
5% off
Limited-time sale
From$81.32$85.6
Chicago River 90-Minute Architecture Tour
Duration: 90 mins
English
4.7/5
Very good· 4.3k reviews· 169 booked
From$45.00
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
English
4.7/5
Very good· 1.4k reviews· 197 booked
From$28.00
Chicago: Gangsters and Ghosts Guided Walking Tour
Duration: 2 hrs
English
4.9/5
Excellent· 250 reviews
5% off
Limited-time sale
From$34.79$36.63
Chicago Mobs and Haunts Walking Tour
Duration: 90–120 mins
English
From$34.00
Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
English
4.7/5
Very good· 1.6k reviews
From$49.00
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
From$81.08$85.35
Lake Michigan Sunset Cruise in Chicago
Duration: 90 mins
English
4.6/5
Satisfied· 433 reviews
From$45.00
Chicago: 90 Minute Architecture Sightseeing Cruise
Duration: 90 mins
English
From$45.35
Chicago: Medieval Torture Museum Ticket with Ghost Hunting
English
4.7/5
Very good· 7 reviews
5% off
Limited-time sale
From$34.33$36.14
Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting
Duration: 90 mins
English
4.8/5
Very good· 569 reviews
From$35.83
Iconic Action Film and Movie Locations 1 Day Tour in Chicago
Duration: 5.6 hrs
English
From$118.00
iFLY Chicago Lincoln Park: First Time Flyer Experience
Duration: 1.5 hrs
English
5.0/5
Excellent· 1 review
5% off
Limited-time sale
From$98.04$103.21
Chicago: City Minibus Tour with Optional Architecture Cruise
Duration: 2–4 hrs
English
4.9/5
Excellent· 11 reviews
5% off
Limited-time sale
From$46.83$49.3
Chicago Lake and River Architecture Tour
Duration: 90 mins
English
4.6/5
Satisfied· 1k reviews
From$45.00
The Chicago Theatre Tour Experience
Duration: 1 hr
English
5.0/5
Excellent· 27 reviews
5% off
Limited-time sale
From$28.70$30.22
Chicago: Taste of Chinatown Food and Cultural Walking Tour
Duration: 3 hrs
English
5.0/5
Excellent· 17 reviews
5% off
Limited-time sale
From$81.32$85.6
Chicago: Mob and Crime Bus Tour
Duration: 1.5 hrs
English
4.7/5
Very good· 54 reviews
5% off
Limited-time sale
From$46.89$49.36
Chicago Loop District Food Tour with Deep Dish & Beef Sandwich
Duration: 3 hrs
English
4.9/5
Excellent· 313 reviews
From$84.99
Chicago: Magnificent Mile Tour With Optional 360 Chicago
Duration: 2–3 hrs
English
5.0/5
Excellent· 2 reviews
5% off
Limited-time sale
From$37.32$39.29

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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 top-rated Day tours 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?

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Trip.com Picks

Top Tours in Chicago

Best Experiences in Chicago

Reviews/Trip Moments

★

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: 48-hour Hop-on Hop-off Tour and 360 CHICAGO Deck

Guest User2025-09-16

The bus hit all of the places we wanted to see. It arrived every half hour and any stop which was very convenient.

★

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

Guest User2025-11-20

Exciting and entertaining right to the end. Rich has a lot to say and answered all questions. This tour of Chicago's culinary highlights is 100% recommended for every European!

★

Reviews: Chicago: Classic Food & Walking Tour with Free Bike or Kayak

Guest User2025-09-25

Our guide Jeff was incredibly knowledgeable, not only about the food we tried but about the history of the city, as well as the architecture. Jeff kept things moving and very upbeat throughout! I would rate Jeff as a five star guide! My husband and I just finished a two week tour of Greece and had many great guides during that time but Jeff was by far the best! Thank you Jeff from Rob and Shannon.

★

Reviews: Chicago River 90-Minute Architecture Tour

Guest User2025-12-17

It was really, really great ㅠ The highlight of my trip to Chicago.. This is almost 80% of my memories of Chicago and I have no regrets. The buildings are really big and pretty. Make memories.

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