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Top Chicago Day Tours

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

Trip.com offers 104 Day tours in Chicago

Q: What are the best Day tours in Chicago?

Chicago River 90-Minute Architecture Tour Chicago: Gangsters and Ghosts Guided Walking Tour Chicago River 45-Minute Architecture Tour from Magnificent Mile

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

Chicago: Taste of Chinatown Food and Cultural Walking Tour iFLY Chicago Lincoln Park: First Time Flyer Experience The Chicago Theatre Tour Experience

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 104 Day tours in Chicago on Trip.com, updated February 17, 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 63.68. Choose the option that suits your plan.

With 10.796k 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: Gangsters and Ghosts Guided Walking Tour", a 2-hour adventure in Chicago!

The next available day tour departs on February 18, 2026. Book now to secure your spot!

Chicago Day tours usually take about 2 hours — perfect for a relaxed, immersive experience!

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

February 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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104 results for Chicago Day tours

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Recommended

Chicago River 90-Minute Architecture Tour
Duration: 90 mins
English
4.7/5
Very good· 4.3k reviews· 169 booked
From$45.00
Chicago: Gangsters and Ghosts Guided Walking Tour
Duration: 2 hrs
English
4.9/5
Excellent· 250 reviews
5% off
Limited-time sale
From$35.05$36.9
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
English
4.7/5
Very good· 1.4k reviews· 187 booked
From$28.00
Chicago: Museum of Ice Cream Entry Ticket
Duration: 1.5 hrs
English
4.4/5
Good· 43 reviews
5% off
Limited-time sale
From$32.12$33.82
Chicago Mobs and Haunts Walking Tour
Duration: 90–120 mins
English
From$34.00
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$80.56$84.81
Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
English
4.7/5
Very good· 1.6k reviews
From$49.00
Lake Michigan Sunset Cruise in Chicago
Duration: 90 mins
English
4.6/5
Satisfied· 433 reviews
From$45.00
Chicago: Medieval Torture Museum Ticket with Ghost Hunting
English
4.7/5
Very good· 7 reviews
5% off
Limited-time sale
From$34.06$35.86
Chicago: 90 Minute Architecture Sightseeing Cruise
Duration: 90 mins
English
From$44.94
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$80.81$85.07
Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting
Duration: 90 mins
English
4.8/5
Very good· 569 reviews
From$35.83
Chicago Favorites Ultimate Food and Walking Tour
Duration: 3 hrs
English
4.9/5
Excellent· 2k reviews
From$84.99
Small-Group Tour of Chicago Neighborhoods: North and South Side
Duration: 270 mins
English
4.5/5
Satisfied· 48 reviews
From$125.00
Chicago Downtown + Millennium Park Day Tour in the US
Duration: 5.7 hrs
English
4.5/5
Satisfied· 4 reviews
From$150.00
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$46.54$48.99
Chicago: Mob and Crime Bus Tour
Duration: 1.5 hrs
English
4.7/5
Very good· 54 reviews
5% off
Limited-time sale
From$46.59$49.05
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$129.55$136.37
The Chicago Theatre Tour Experience
Duration: 1 hr
English
5.0/5
Excellent· 27 reviews
5% off
Limited-time sale
From$28.52$30.03

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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 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?

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How can I get discounted prices?

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Reviews/Trip Moments

★

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: Chicago: Gangsters and Ghosts Guided Walking Tour

Guest User2026-01-22

Baylor was an excellent guide all around, knowledgeable and funny. This is a nice walking tour around the Loop downtown, takes about 1.5 hours. It was great to see the architecture and an added bonus that we were able to take inspiration of places to return to for drinks or shows.

★

Reviews: Chicago River 45-Minute Architecture Tour from Magnificent Mile

Guest User2024-10-07

Beautiful views! Very informative. So many fun facts you will learn. We definitely recommend when you’re in Chicago. Staff did a great job. Thank you!

★

Reviews: Chicago: Museum of Ice Cream Entry Ticket

Guest User2026-02-14

The museum doesn’t check in your ticket from the app but they will have your information on their tablets! Easy and convenient!

★

Reviews: City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise

Guest User2026-02-02

Great experience, receiving a voucher due to us not being able to go out. But just the experience, food, staff and captain were amazing! Our server Jamie gave us the best experience. We will be visiting again in the summer!

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