Top Chicago Day Tours
Discover 118 Day tours in Chicago on Trip.com, updated February 19, 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!
From MXN 184.89 per person, with an average total of MXN 1,256.09. Choose the option that suits your plan.
With 9.492k verified reviews, Day tours Chicago boast an average rating of 4.9.
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 February 20, 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
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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118 results for Chicago Day tours
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Explore Chicago's iconic architecture on foot,Free cancellationBook now for todayDuration: 4.5 hrs5.0/5Excellent· 18 reviews5% offLimited-time saleFromMXN1,451.66MXN1,528.07
Includes FREE 2-hour bike or kayak rental to extend your Chicago adventure.Free cancellationBook now for todayDuration: 3 hrs5.0/5Excellent· 5 reviews5% offLimited-time saleFromMXN1,384.64MXN1,457.52
90.9% of travelers recommendFree cancellationDuration: 1.5 hrs4.7/5Very good· 44 reviews5% offLimited-time saleFromMXN684.31MXN720.33
91.8% of travelers recommendFree cancellationBook now for todayDuration: 45 mins4.7/5Very good· 1.4k reviews· 200 bookedFromMXN479.86
92.2% of travelers recommendFree cancellationBook now for todayDuration: 90 mins4.7/5Very good· 4.3k reviews· 169 bookedFromMXN754.07
Discover the secrets of the universe at Adler Planetarium, and more!Free cancellationEnglish4.7/5Very good· 13 reviews5% offLimited-time saleFromMXN1,287.1MXN1,354.85
96.6% of travelers recommendFree cancellationBook now for todayDuration: 3 hrs4.9/5Excellent· 2k reviewsFromMXN1,456.54
Create memories at 3 amazing photo stops, including one of the Chicago skylineFree cancellationBook now for todayDuration: 2–4 hrs4.9/5Excellent· 11 reviews5% offLimited-time saleFromMXN797.49MXN839.47
Admire Art Deco, Beaux-Arts, and neoclassical architecture.Free cancellationDuration: 2–3 hrs5.0/5Excellent· 2 reviews5% offLimited-time saleFromMXN635.44MXN668.89
28 consecutive positive reviewsFree cancellationDuration: 1–1.5 hrs4.9/5Excellent· 67 reviews5% offLimited-time saleFromMXN635.44MXN668.89
28 consecutive positive reviewsFree cancellationBook now for todayDuration: 2 hrs4.9/5Excellent· 254 reviews5% offLimited-time saleFromMXN600.48MXN632.09
Enjoy a smaller historic yacht experience rather than a large shipFree cancellationDuration: 1.5 hrs4.9/5Excellent· 7 reviewsFromMXN1,164.56
28 consecutive positive reviewsDuration: 1 hr5.0/5Excellent· 27 reviews5% offLimited-time saleFromMXN488.85MXN514.58
Enjoy a fun-filled day suitable for the whole familyBook now for todayDuration: 1.5 hrs5.0/5Excellent· 1 review5% offLimited-time saleFromMXN2,219.79MXN2,336.63
79 consecutive positive reviewsFree cancellationBook now for todayDuration: 3 hrs4.9/5Excellent· 313 reviewsFromMXN1,456.54
90.5% of travelers recommendFree cancellationEnglish4.7/5Very good· 42 reviews5% offLimited-time saleFromMXN472.43MXN497.3
Behold the beautiful architecture of the Museum CampusFree cancellationDuration: 3 hrs4.9/5Excellent· 9 reviews5% offLimited-time saleFromMXN961.27MXN1,011.87
Discover why the river flows in reverse and other engineering featsFree cancellationDuration: 2 hrs5.0/5Excellent· 1 reviewFromMXN1,102.95
Free cancellationDuration: 270 mins4.5/5Satisfied· 48 reviewsFromMXN2,142.22
Explore Chicago through iconic film and television locations set among dramatic skylines and historic landmarks.Free cancellationDuration: 5.6 hrsFromMXN2,022.26
26 consecutive positive reviewsFree cancellationDuration: 2 hrs4.9/5Excellent· 894 reviewsFromMXN1,285.34
Explore Chicago's iconic riverfront skyscrapers and historic bridgesFree cancellationDuration: 1.8 hrsFromMXN822.62- Immerse yourself in Chicago's culture as you explore its vibrant neighborhoodsFree cancellationDuration: 3 hrs4.9/5Excellent· 14 reviews5% offLimited-time saleFromMXN961.27MXN1,011.87
Discover the final resting places of the architects who shaped Chicago's skylineFree cancellationDuration: 2 hrs5.0/5Excellent· 1 reviewFromMXN685.97
Exclusive Travel KeepsakesFree cancellationDuration: 1 dayFromMXN2,160.97
FromMXN$924.01
FromMXN$2,323.63
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Reviews/Trip Moments
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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!★
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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.★
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Reviews: Chicago: Architecture Boat Tour with Drinks
Guest User2025-11-03
Our tour guide was fantastic and so knowledgeable about Chicago. Very soothing voice. Clean facilities and friendly staff! We had a great time★
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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 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!
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