Things to Do in Chicago
Discover 70 Day tours in Chicago on Trip.com, updated February 17, 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!
From SGD 34.83 per person, with an average total of SGD 111.85. Choose the option that suits your plan.
With 11.08k 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: Magnificent Mile Tour With Optional 360 Chicago", 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!
97% 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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70 results for Chicago Day tours
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Recommended
Duration: 2–3 hrsEnglish5.0/5Excellent· 2 reviews5% offLimited-time saleFromS$ 46.84S$ 49.31
5% offLimited-time saleFromS$ 94.88S$ 99.88
Duration: 5.7 hrsEnglish4.5/5Satisfied· 4 reviewsFromS$ 189.24
Duration: 1.5 hrsEnglish5.0/5Excellent· 1 review5% offLimited-time saleFromS$ 163.64S$ 172.26
FromS$ 107.23
Duration: 4.5 hrsEnglish5.0/5Excellent· 18 reviews5% offLimited-time saleFromS$ 107.02S$ 112.66
5% offLimited-time saleFromS$ 100.89S$ 106.2
Duration: 150 minsEnglishFromS$ 113.92
FromS$ 630.20
5% offLimited-time saleFromS$ 44.27S$ 46.61
5% offLimited-time saleFromS$ 40.57S$ 42.71
Duration: 45 minsEnglish4.7/5Very good· 1.4k reviews· 199 bookedFromS$ 35.33
Duration: 2.5 hrsEnglish5.0/5Excellent· 2 reviews5% offLimited-time saleFromS$ 62.38S$ 65.67
Duration: 2.5 hrsEnglish5.0/5Excellent· 11 reviews5% offLimited-time saleFromS$ 108.22S$ 113.92
5% offLimited-time saleFromS$ 210.18S$ 221.25
5% offLimited-time saleFromS$ 43.04S$ 45.31
Duration: 90 minsEnglish4.8/5Very good· 569 reviewsFromS$ 45.21
5% offLimited-time saleFromS$ 34.83S$ 36.67
FromS$ 81.31
FromS$ 72.70
Duration: 2–2.5 hrsEnglish4.8/5Very good· 17 reviews5% offLimited-time saleFromS$ 101.79S$ 107.15
Duration: 90 minsEnglish4.7/5Very good· 4.3k reviews· 169 bookedFromS$ 56.82
FromS$ 56.82
FromS$ 41.04
Duration: 1–1.5 hrsEnglish4.9/5Excellent· 67 reviews5% offLimited-time saleFromS$ 46.75S$ 49.22
Duration: 3 hrsEnglish5.0/5Excellent· 17 reviews5% offLimited-time saleFromS$ 101.88S$ 107.25
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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: 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 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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Reviews: Chicago Downtown + Millennium Park Day Tour in the US
Guest User2024-07-02
The master is super nice, punctual and kind. The experience is great, overall it is great, the service is very good and the price is high.★
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Reviews: iFLY Chicago Lincoln Park: First Time Flyer Experience
Guest User2026-01-05
It was an indescribably wonderful experience. Anyone traveling in Chicago shouldn't miss this flight.
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