Top Chicago Day Tours
Discover 101 Day tours in Chicago on Trip.com, updated February 12, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!
From AUD 39.37 per person, with an average total of AUD 87.56. Choose the option that suits your plan.
With 12.172k 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 in a Day: Food, History & Architecture Walking Tour", a 4-hour adventure in Chicago!
The next available day tour departs on February 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
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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101 results for Chicago Day tours
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Explore Chicago's iconic architecture on foot,Free cancellationDuration: 4.5 hrs5.0/5Excellent· 18 reviews5% offLimited-time saleFromAU$118.64AU$124.89
Includes FREE 2-hour bike or kayak rental to extend your Chicago adventure.Free cancellationDuration: 3 hrs5.0/5Excellent· 5 reviews5% offLimited-time saleFromAU$113.17AU$119.13
Chicago Shoreline Cruise Admission (Included in Price)Free cancellationDuration: 4 hrs5.0/5Excellent· 3 reviews5% offLimited-time saleFromAU$251.65AU$264.9
92.2% of travelers recommendFree cancellationDuration: 90 mins4.7/5Very good· 4.3k reviews· 169 bookedFromAU$63.27
91.8% of travelers recommendFree cancellationDuration: 45 mins4.7/5Very good· 1.4k reviews· 191 bookedFromAU$39.37
48-hour hop-on hop-off bus tour covering Chicago's top landmarksFree cancellationBook now for todayEnglish4.4/5Good· 5 reviews5% offLimited-time saleFromAU$111.65AU$117.53
96.6% of travelers recommendFree cancellationDuration: 3 hrs4.9/5Excellent· 2k reviewsFromAU$119.50
25 consecutive positive reviewsFree cancellationBook now for todayDuration: 2 hrs4.9/5Excellent· 251 reviews5% offLimited-time saleFromAU$48.99AU$51.57
Admire Art Deco, Beaux-Arts, and neoclassical architecture.Free cancellationDuration: 2–3 hrs5.0/5Excellent· 2 reviews5% offLimited-time saleFromAU$51.94AU$54.68
91.2% of travelers recommendFree cancellationEnglish4.6/5Satisfied· 91 reviews5% offLimited-time saleFromAU$59.92AU$63.08
Discover the traditions, symbols, and stories behind Chinatown's rich heritage.Free cancellationDuration: 3 hrs5.0/5Excellent· 17 reviews5% offLimited-time saleFromAU$113.17AU$119.13
Chicago's Architecture, Culture and HistoryFree cancellationDuration: 2.5 hrs5.0/5Excellent· 2 reviews5% offLimited-time saleFromAU$69.16AU$72.8
Admire the architectural grandeur of historic buildings in the LoopFree cancellationDuration: 2 hrs5% offLimited-time saleFromAU$79.89AU$84.1
21 consecutive positive reviewsFree cancellationDuration: 2 hrs4.9/5Excellent· 212 reviews5% offLimited-time saleFromAU$47.72AU$50.24
Free cancellationDuration: 4 hrsFromAU$224.16
Free cancellationBook now for todayDuration: 2 hrsFromAU$69.46
Get a private link to a curated webpage with historical images and moreFree cancellationDuration: 1.5 hrs5% offLimited-time saleFromAU$53.27AU$56.08
28 consecutive positive reviewsFree cancellationDuration: 1–1.5 hrs4.9/5Excellent· 67 reviews5% offLimited-time saleFromAU$51.94AU$54.68
Explore Chicago through iconic film and television locations set among dramatic skylines and historic landmarks.Free cancellationDuration: 5.6 hrsFromAU$165.91
Create memories at 3 amazing photo stops, including one of the Chicago skylineFree cancellationDuration: 2–4 hrs4.9/5Excellent· 11 reviews5% offLimited-time saleFromAU$65.17AU$68.61
90.9% of travelers recommendFree cancellationDuration: 1.5 hrs4.7/5Very good· 44 reviews5% offLimited-time saleFromAU$55.93AU$58.88
91% of travelers recommendFree cancellationDuration: 90 mins4.6/5Satisfied· 1k reviewsFromAU$63.27
Challenge your friends or family to a round of mini golf on the Putt-Putt courseFree cancellationBook now for todayDuration: 1.5 hrs4.4/5Good· 43 reviews5% offLimited-time saleFromAU$46.08AU$48.51
Creative cocktails, wine, and beer from our fully-stocked cash barFree cancellationDuration: 2–2.5 hrs4.9/5Excellent· 15 reviews5% offLimited-time saleFromAU$115.59AU$121.68
26 consecutive positive reviewsFree cancellationDuration: 90 mins4.6/5Satisfied· 433 reviewsFromAU$64.48
91.4% of travelers recommendFree cancellationDuration: 90–120 mins4.7/5Very good· 1.6k reviewsFromAU$70.22
Discover horrific instruments of torture, interrogation, and executionFree cancellationEnglish4.7/5Very good· 7 reviews5% offLimited-time saleFromAU$48.88AU$51.46
97.2% of travelers recommendFree cancellationBook now for todayDuration: 90 mins4.8/5Very good· 569 reviewsFromAU$51.34
27 consecutive positive reviewsDuration: 1 hr5.0/5Excellent· 27 reviews5% offLimited-time saleFromAU$40.92AU$43.08
76 travelers savedFree cancellationDuration: 5.7 hrs4.5/5Satisfied· 4 reviewsFromAU$214.93
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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 Highlights Walking Tour with Skydeck & Cruise
Guest User2025-04-14
The tour was excellent Andrew did a wonderful job. He was very knowledgeable about Chicago history the buildings. Both experiences the sky deck, and the boat were great too. Highly recommend the tour just make sure to wear warm coat and comfortable shoes.★
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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 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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