Things to Do in Chicago
Discover 100 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 HKD 215.79 per person, with an average total of HKD 475.73. Choose the option that suits your plan.
With 13.487k 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 Loop District Food Tour with Deep Dish & Beef Sandwich", a 3-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 3 hours — perfect for a relaxed, immersive experience!
100% of Chicago Day tours now offer English-speaking guides
February is perfect for visiting Chicago! Choose from Day tours available day tours, including seasonal hits 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.
Explore Chicago! Visit top attractions and enjoy fun activities. From city tours to cultural spots, there's so much to do in this lively city. Don't miss out on the amazing experiences.
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100 results for Chicago Day tours
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Recommended
79 consecutive positive reviewsFree cancellationDuration: 3 hrs4.9/5Excellent· 313 reviewsFromHK$ 664.17
91.4% of travelers recommendFree cancellationBook now for todayDuration: 90–120 mins4.7/5Very good· 1.6k reviewsFromHK$ 382.92
Admire Art Deco, Beaux-Arts, and neoclassical architecture.Free cancellationDuration: 2–3 hrs5.0/5Excellent· 2 reviews5% offLimited-time saleFromHK$ 290.16HK$ 305.44
91.8% of travelers recommendFree cancellationBook now for todayDuration: 45 mins4.7/5Very good· 1.4k reviews· 199 bookedFromHK$ 218.81
92.2% of travelers recommendFree cancellationDuration: 90 mins4.7/5Very good· 4.3k reviews· 169 bookedFromHK$ 351.66
28 consecutive positive reviewsFree cancellationDuration: 1–1.5 hrs4.9/5Excellent· 67 reviews5% offLimited-time saleFromHK$ 290.16HK$ 305.44
90.5% of travelers recommendFree cancellationEnglish4.7/5Very good· 42 reviews5% offLimited-time saleFromHK$ 215.79HK$ 227.15
39 consecutive positive reviewsFree cancellationDuration: 2 hrs4.9/5Excellent· 1.5k reviewsFromHK$ 273.52
Discover the traditions, symbols, and stories behind Chinatown's rich heritage.Free cancellationBook now for todayDuration: 3 hrs5.0/5Excellent· 17 reviews5% offLimited-time saleFromHK$ 632.34HK$ 665.63
Explore unknown beautiful spaces that even locals walk by every dayFree cancellationDuration: 2 hrs5.0/5Excellent· 8 reviews5% offLimited-time saleFromHK$ 260.39HK$ 274.1
Discover the secrets of the universe at Adler Planetarium, and more!Free cancellationEnglish4.7/5Very good· 13 reviews5% offLimited-time saleFromHK$ 587.74HK$ 618.68
22 consecutive positive reviewsFree cancellationBook now for todayDuration: 1.5 hrs4.7/5Very good· 55 reviews5% offLimited-time saleFromHK$ 364.54HK$ 383.73
76 travelers savedFree cancellationDuration: 5.7 hrs4.5/5Satisfied· 4 reviewsFromHK$ 1,172.20
91.2% of travelers recommendFree cancellationEnglish4.6/5Satisfied· 91 reviews5% offLimited-time saleFromHK$ 334.77HK$ 352.39
90.9% of travelers recommendFree cancellationDuration: 1.5 hrs4.7/5Very good· 44 reviews5% offLimited-time saleFromHK$ 312.51HK$ 328.96
Create memories at 3 amazing photo stops, including one of the Chicago skylineFree cancellationDuration: 2–4 hrs4.9/5Excellent· 11 reviews5% offLimited-time saleFromHK$ 364.18HK$ 383.35
Explore Chicago's iconic architecture on foot,Free cancellationDuration: 4.5 hrs5.0/5Excellent· 18 reviews5% offLimited-time saleFromHK$ 662.91HK$ 697.8
Admire the architectural grandeur of historic buildings in the LoopFree cancellationDuration: 2 hrs5% offLimited-time saleFromHK$ 446.42HK$ 469.92
91% of travelers recommendFree cancellationDuration: 90 mins4.6/5Satisfied· 1k reviewsFromHK$ 351.66
Explore Chicago's iconic riverfront skyscrapers and historic bridgesFree cancellationDuration: 1.8 hrsFromHK$ 375.11
22 consecutive positive reviewsFree cancellationBook now for todayDuration: 2 hrs4.9/5Excellent· 213 reviews5% offLimited-time saleFromHK$ 266.67HK$ 280.71
Free cancellationDuration: 4 hrsFromHK$ 1,246.19
Immerse yourself in Chicago's culture as you explore its vibrant neighborhoodsFree cancellationDuration: 3 hrs4.9/5Excellent· 14 reviews5% offLimited-time saleFromHK$ 439.00HK$ 462.11
Enter the museum 30 minutes before public opening hoursFree cancellationDuration: 2.5 hrs5.0/5Excellent· 11 reviews5% offLimited-time saleFromHK$ 670.32HK$ 705.61
Board at the iconic Navy Pier with panoramic views of the Chicago skylineFree cancellationDuration: 75 mins4.2/5Good· 5 reviewsFromHK$ 484.14
Discover the architectural marvels of Wicker Park on a guided walking tourFree cancellationDuration: 2 hrsFromHK$ 313.25
24 consecutive positive reviewsFree cancellationBook now for todayDuration: 2 hrs4.9/5Excellent· 250 reviews5% offLimited-time saleFromHK$ 270.82HK$ 285.08
Discover horrific instruments of torture, interrogation, and executionFree cancellationEnglish4.7/5Very good· 7 reviews5% offLimited-time saleFromHK$ 267.19HK$ 281.26
Enjoy a fun-filled day suitable for the whole familyBook now for todayDuration: 1.5 hrs5.0/5Excellent· 1 review5% offLimited-time saleFromHK$ 763.08HK$ 803.25
Explore Chicago through iconic film and television locations set among dramatic skylines and historic landmarks.Free cancellationDuration: 5.6 hrsFromHK$ 920.53
26 consecutive positive reviewsFree cancellationDuration: 90 mins4.6/5Satisfied· 433 reviewsFromHK$ 351.05
96.6% of travelers recommendFree cancellationDuration: 3 hrs4.9/5Excellent· 2k reviewsFromHK$ 663.02
27 consecutive positive reviewsDuration: 1 hr5.0/5Excellent· 27 reviews5% offLimited-time saleFromHK$ 223.40HK$ 235.16
Creative cocktails, wine, and beer from our fully-stocked cash barFree cancellationDuration: 2–2.5 hrs4.9/5Excellent· 15 reviews5% offLimited-time saleFromHK$ 631.08HK$ 664.3
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Your guide to Chicago Day tours
Chicago is a vibrant city with a plethora of activities for visitors. From iconic attractions to unique experiences, there's something for everyone. You can take a day - tour to explore the city's famous landmarks. Visit the Willis Tower for a breathtaking view, or stroll along the Magnificent Mile for some shopping. The city also has numerous museums and art galleries. Whether you're into history, art, or just having fun, Chicago has it all. Come and indulge in the various in - Chicago things to do.
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Reviews/Trip Moments
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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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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.★
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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.★
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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!★
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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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Reviews: Chicago: Architecture River Cruise Skip-the-Ticket Line
Guest User2025-10-18
The Puerto Rican tour guide was excellent. We enjoyed the cruise and learning about the different blgs. Liam makes it memorable with her random jokes, a great experience in general. Highly recommended. A different kinda view of Chicago.
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