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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 99 Day tours in Chicago

Q: What are the best Day tours in Chicago?

Chicago Downtown + Millennium Park Day Tour in the US Chicago: Magnificent Mile Tour With Optional 360 Chicago Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck

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 in a Day: Food, History & Architecture Walking 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.

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Discover 99 Day tours in Chicago on Trip.com, updated January 28, 2026, with experiences lasting from 1 to 8 hours. Find the perfect adventure for your day!

From CAD 38.09 per person, with an average total of CAD 97.54. Choose the option that suits your plan.

With 12.393k 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 29, 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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99 results for Chicago Day tours

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Chicago Downtown + Millennium Park Day Tour in the US
Duration: 5.7 hrs
English
4.5/5
Satisfied· 4 reviews
FromCAD 204.05
Chicago: Magnificent Mile Tour With Optional 360 Chicago
Duration: 2–3 hrs
English
5.0/5
Excellent· 2 reviews
5% off
Limited-time sale
FromCAD 50.83CAD 53.51
Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck
English
4.7/5
Very good· 13 reviews
5% off
Limited-time sale
FromCAD 109.46CAD 115.23
Chicago River 90-Minute Architecture Tour
Duration: 90 mins
English
4.7/5
Very good· 4.3k reviews· 169 booked
FromCAD 61.22
iFLY Chicago Lincoln Park: First Time Flyer Experience
Duration: 1.5 hrs
English
5.0/5
Excellent· 1 review
5% off
Limited-time sale
FromCAD 133.37CAD 140.39
Chicago: Secret Interiors Architecture Walking Tour
Duration: 2 hrs
English
4.9/5
Excellent· 211 reviews
5% off
Limited-time sale
FromCAD 46.70CAD 49.16
Chicago Favorites Ultimate Food and Walking Tour
Duration: 3 hrs
English
4.9/5
Excellent· 2k reviews
FromCAD 115.62
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
FromCAD 129.01CAD 135.8
Art Institute of Chicago Private Expert Guided Tour
Duration: 2 hrs
English
FromCAD 537.34
Chicago: City Minibus Tour with Optional Architecture Cruise
Duration: 2–4 hrs
English
4.9/5
Excellent· 11 reviews
5% off
Limited-time sale
FromCAD 63.79CAD 67.15
Chicago: 48-hour Hop-on Hop-off Tour and 360 CHICAGO Deck
English
4.4/5
Good· 5 reviews
5% off
Limited-time sale
FromCAD 109.46CAD 115.23
Chicago: Gangsters and Ghosts Guided Walking Tour
Duration: 2 hrs
English
4.9/5
Excellent· 249 reviews
5% off
Limited-time sale
FromCAD 48.03CAD 50.56
Chicago: Ultimate City Attractions Bike Tour
Duration: 3 hrs
English
4.9/5
Excellent· 9 reviews
5% off
Limited-time sale
FromCAD 76.79CAD 80.84
Chicago's Original Dazzling Architectural Interiors Tour
Duration: 2 hrs
English
5.0/5
Excellent· 8 reviews
5% off
Limited-time sale
FromCAD 45.61CAD 48.02
Original Chicago Architecture Interiors Tour: Dazzling Interiors
Duration: 2 hrs
English
4.9/5
Excellent· 1.5k reviews
FromCAD 47.62
Small Group Max 12: Chicago Architecture and Aesthetics Tour
Duration: 1.8 hrs
English
FromCAD 65.30
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
English
4.7/5
Very good· 1.4k reviews· 197 booked
FromCAD 38.09
Chicago round-trip Milwaukee day tour
Duration: 7.6 hrs
English
FromCAD 161.73
Round-trip to Chicago, USA|Windmill Island + Dutch Village Day Tour
Duration: 8.1 hrs
English
FromCAD 125.46
Chicago: Museum of Ice Cream Entry Ticket
Duration: 1.5 hrs
English
4.4/5
Good· 42 reviews
5% off
Limited-time sale
FromCAD 44.02CAD 46.34
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
FromCAD 122.76CAD 129.23
Chicago Mobs and Haunts Walking Tour
Duration: 90–120 mins
English
FromCAD 46.26
Chicago: Medieval Torture Museum Ticket with Ghost Hunting
English
4.7/5
Very good· 7 reviews
5% off
Limited-time sale
FromCAD 46.70CAD 49.16
Lake Michigan Sunset Cruise in Chicago
Duration: 90 mins
English
4.6/5
Satisfied· 433 reviews
FromCAD 61.22
The Chicago Theatre Tour Experience
Duration: 1 hr
English
5.0/5
Excellent· 27 reviews
5% off
Limited-time sale
FromCAD 39.04CAD 41.1
Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting
Duration: 90 mins
English
4.8/5
Very good· 569 reviews
FromCAD 48.75
The Art Institute of Chicago: Skip The Line Ticket + Exclusive Guided Tour
Duration: 150 mins
English
FromCAD 115.29
Chicago: 90-Minute Guided Sunset Cruise
Duration: 90 mins
English
FromCAD 61.92
Chicago Night Crimes Bus Tour: Criminals, Mobsters and Gangsters
Duration: 150 mins
English
FromCAD 75.50
Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
English
4.7/5
Very good· 1.6k reviews
FromCAD 67.05
Chicago: 90 Minute Architecture Sightseeing Cruise
Duration: 90 mins
English
FromCAD 61.68
Iconic Action Film and Movie Locations 1 Day Tour in Chicago
Duration: 5.6 hrs
English
FromCAD 161.47

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Frequently asked questions about Chicago Day tours

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



What are the best Day tours in Chicago?



What are the top-rated Day tours in Chicago?



What are the recommended itineraries in Chicago?



How can I contact Trip.com customer support?



Can I change or cancel my booking?



How can I get discounted prices?



Reviews/Trip Moments

★

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

Guest User2024-07-02

The driver was super nice, punctual, and friendly. A great experience overall, excellent service, and great value for money.

★

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 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 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.

★

Reviews: iFLY Chicago Lincoln Park: First Time Flyer Experience

Guest User2026-01-05

It was an indescribably wonderful experience. Anyone traveling in Chicago shouldn't miss this flight.

★

Reviews: Chicago: Secret Interiors Architecture Walking Tour

Guest User2026-01-11

Angel was very knowledgeable and we learned so many interesting things about the history of Chicago architecture! If you go in winter- bundle up. 90% spent outside. Overall great experience.

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