Top Chicago Day Tours
Discover 99 Day tours in Chicago on Trip.com, updated January 19, 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!
From PHP 1,383.88 per person, with an average total of PHP 3,772.93. Choose the option that suits your plan.
With 12.056k 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 City Day Tour", a 5-hour adventure in Chicago!
The next available day tour departs on January 20, 2026. Book now to secure your spot!
Chicago Day tours usually take about 5 hours — perfect for a relaxed, immersive experience!
93% of Chicago Day tours now offer English-speaking guides
January 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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Duration: 3 hrsEnglish5.0/5Excellent· 5 reviews5% offLimited-time saleFromPHP 4,789.64PHP 5,041.73
Duration: 4.5 hrsEnglish5.0/5Excellent· 18 reviews5% offLimited-time saleFromPHP 5,579.31PHP 5,872.96
FromPHP 5,042.99
Duration: 1.8 hrsEnglishFromPHP 2,848.14
5% offLimited-time saleFromPHP 2,077.45PHP 2,186.79
Duration: 2–2.5 hrsEnglish4.9/5Excellent· 15 reviews5% offLimited-time saleFromPHP 5,315.21PHP 5,594.96
Duration: 4 hrsEnglish5.0/5Excellent· 3 reviewsFromPHP 11,211.94
5% offLimited-time saleFromPHP 4,734.07PHP 4,983.24
5% offLimited-time saleFromPHP 1,383.88PHP 1,456.72
Duration: 1 hrEnglish4.9/5Excellent· 67 reviewsFromPHP 2,729.02
Duration: 2–4 hrsEnglish4.9/5Excellent· 11 reviews5% offLimited-time saleFromPHP 2,758.61PHP 2,903.8
5% offLimited-time saleFromPHP 2,535.69PHP 2,669.15
Duration: 75 minsEnglish4.2/5Good· 5 reviewsFromPHP 4,518.08
Duration: 2–3 hrsEnglish5.0/5Excellent· 2 reviews5% offLimited-time saleFromPHP 2,197.73PHP 2,313.4
5% offLimited-time saleFromPHP 3,324.70PHP 3,499.69
5.0/5Excellent· 2 reviews5% offLimited-time saleFromPHP 1,408.72PHP 1,482.87
Duration: 90 minsEnglish4.7/5Very good· 4.3k reviews· 168 bookedFromPHP 2,669.75
Duration: 45 minsEnglish4.7/5Very good· 1.4k reviews· 195 bookedFromPHP 1,661.18
5% offLimited-time saleFromPHP 1,897.54PHP 1,997.42
FromPHP 2,907.06
5% offLimited-time saleFromPHP 1,684.96PHP 1,773.65
FromPHP 2,669.75
Duration: 3 hrsEnglish5.0/5Excellent· 17 reviews5% offLimited-time saleFromPHP 4,774.29PHP 5,025.57
Duration: 90 minsEnglish4.8/5Very good· 569 reviewsFromPHP 2,125.72
Duration: 5.6 hrsEnglishFromPHP 7,000.67
FromPHP 2,669.75
Duration: 1.5 hrsEnglish5.0/5Excellent· 1 review5% offLimited-time saleFromPHP 5,755.44PHP 6,058.36
5% offLimited-time saleFromPHP 2,752.46PHP 2,897.33
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Reviews: Chicago City Day Tour
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: 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 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 Favorites Ultimate Food and Walking Tour
Guest User2025-12-14
Gabe was a terrific guide through the streets of town and wonderful bites along with great tidbits of history and holiday festivities!★
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Reviews: Chicago: Gangsters and Ghosts Guided Walking Tour
Guest User2026-01-03
It was excellent. Mathew was a fantastic guide; he has a great way with words. I would definitely take the tour again.
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