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Top Chicago Day Tours

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

Trip.com offers 99 Day tours in Chicago

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Discover 99 Day tours in Chicago on Trip.com, updated March 12, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From PHP 1,596.70 per person, with an average total of PHP 3,587.89. Choose the option that suits your plan.

With 11.965k verified reviews, Day tours Chicago boast an average rating of 4.7.

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 in a Day: Food, History & Architecture Walking Tour", a 4-hour adventure in Chicago!

The next available day tour departs on March 13, 2026. Book now to secure your spot!

Chicago Day tours usually take about 4 hours — perfect for a relaxed, immersive experience!

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

March 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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Recommended

Chicago in a Day: Food, History & Architecture Walking Tour
Duration: 4.5 hrs
English
5.0/5
Perfect· 19 reviews
5% off
Limited-time sale
FromPHP 5,515.33PHP 5,805.62
Chicago: Classic Food & Walking Tour with Free Bike or Kayak
Duration: 3 hrs
English
5.0/5
Perfect· 5 reviews
5% off
Limited-time sale
FromPHP 4,744.23PHP 4,993.93
Chicago Favorites Ultimate Food and Walking Tour
Duration: 3 hrs
English
4.8/5
Outstanding· 2k reviews
FromPHP 5,022.97
Original Chicago Prohibition Tour
Duration: 4 hrs
English
FromPHP 3,263.18
Chicago: Food and Prohibition Architecture Guided Tour
Duration: 5 hrs
English
FromPHP 5,819.29
Hidden In Plain Sight: Chicago Prohibition Tour
Duration: 210 mins
English
FromPHP 2,649.80
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
English
4.7/5
Outstanding· 1.4k reviews· 225 booked
FromPHP 1,654.82
Chicago: Magnificent Mile Tour With Optional 360 Chicago
Duration: 2–3 hrs
English
5.0/5
Perfect· 2 reviews
5% off
Limited-time sale
FromPHP 2,344.50PHP 2,467.9
Chicago: Hop-on Hop-off Sightseeing Tour by Open-top Bus
English
4.6/5
Excellent· 94 reviews
5% off
Limited-time sale
FromPHP 2,512.11PHP 2,644.33
Chicago: Architecture Boat Tour with Drinks
Duration: 1.5 hrs
English
4.7/5
Outstanding· 44 reviews
5% off
Limited-time sale
FromPHP 2,344.50PHP 2,467.9
Chicago: City Minibus Tour with Optional Architecture Cruise
Duration: 2–4 hrs
English
4.9/5
Perfect· 12 reviews
5% off
Limited-time sale
FromPHP 2,732.33PHP 2,876.14
Chicago: Small Group Walking Tour + Architecture Cruise + Skydeck Entry
Duration: 4 hrs
English
FromPHP 9,250.69
Chicago: Secret Interiors Architecture Walking Tour
Duration: 2 hrs
English
4.9/5
Perfect· 215 reviews
5% off
Limited-time sale
FromPHP 2,000.85PHP 2,106.16
Chicago: Culture & Architecture Guided Tour
Duration: 150 mins
English
FromPHP 3,467.64
Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck
English
4.7/5
Outstanding· 13 reviews
5% off
Limited-time sale
FromPHP 4,689.01PHP 4,935.8
Chicago: Chinatown Food & Culture Walking Tour
Duration: 3 hrs
English
FromPHP 4,701.94
Chicago: Shoreline Lake Michigan Skyline Cruise
Duration: 30 mins
English
4.7/5
Outstanding· 11 reviews
5% off
Limited-time sale
FromPHP 1,814.41PHP 1,909.91
Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
English
4.7/5
Outstanding· 1.6k reviews
FromPHP 2,895.93
Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters
Duration: 2 hrs
English
FromPHP 2,885.72
Chicago: Skyline Lake Tour
Duration: 45 mins
English
FromPHP 1,928.37
Chicago: Downtown TV and Film Walking Tour
Duration: 2 hrs
English
FromPHP 2,610.14
Chicago: Sunset Kayak Tour on the Chicago River
Duration: 1.5 hrs
English
4.0/5
Very good· 3 reviews
FromPHP 3,378.75
City Cruises Chicago: Seadog Speedboat Lake Firework Cruise
Duration: 1 hr
English
4.7/5
Outstanding· 10 reviews
FromPHP 3,641.33
Chicago River 90-Minute Architecture Tour
Duration: 90 mins
English
4.7/5
Very good· 4.3k reviews· 168 booked
FromPHP 2,669.75
Chicago: Museum of Ice Cream Entry Ticket
Duration: 1.5 hrs
English
4.4/5
Good· 42 reviews
5% off
Limited-time sale
FromPHP 1,897.54PHP 1,997.42
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
FromPHP 5,297.57PHP 5,576.39
The Chicago Theatre Tour Experience
Duration: 1 hr
English
5.0/5
Excellent· 26 reviews
5% off
Limited-time sale
FromPHP 1,684.96PHP 1,773.65
Chicago City Day Tour
Duration: 5.7 hrs
English
4.5/5
Satisfied· 4 reviews
FromPHP 8,899.15
Chicago Mobs and Haunts Walking Tour
Duration: 90–120 mins
English
FromPHP 2,017.15
Lake Michigan Sunset Cruise in Chicago
Duration: 90 mins
English
4.6/5
Satisfied· 433 reviews
FromPHP 2,669.75
Chicago: Taste of Chinatown Food and Cultural Walking Tour
Duration: 3 hrs
English
5.0/5
Excellent· 17 reviews
5% off
Limited-time sale
FromPHP 4,774.29PHP 5,025.57
Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting
Duration: 90 mins
English
4.8/5
Very good· 569 reviews
FromPHP 2,125.72
Iconic Action Film and Movie Locations 1 Day Tour in Chicago
Duration: 5.6 hrs
English
FromPHP 7,000.67
Chicago: 90 Minute Architecture Sightseeing Cruise
Duration: 90 mins
English
FromPHP 2,661.16
Chicago Lake and River Architecture Tour
Duration: 90 mins
English
4.6/5
Satisfied· 1k reviews
FromPHP 2,669.75
iFLY Chicago Lincoln Park: First Time Flyer Experience
Duration: 1.5 hrs
English
5.0/5
Excellent· 1 review
5% off
Limited-time sale
FromPHP 5,755.44PHP 6,058.36

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Frequently asked questions about Chicago Day tours

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Reviews/Trip Moments

★

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

Guest User2026-03-03

So Interesting… Dash was very knowledgeable telling stories about all aspects of this varied tour..food was well chosen and delicious

★

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 Favorites Ultimate Food and Walking Tour

Guest User2026-02-24

Wyatt was a great guide. Food & info along the way was excellent. Only negative was the cold wind but I knew it would be like that when I booked so I bundled up in several layers. In & out of heated locations helped a lot.