Top Chicago Day Tours
Discover 99 Day tours in Chicago on Trip.com, updated February 7, 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!
From EUR 22.89 per person, with an average total of EUR 65.80. Choose the option that suits your plan.
With 11.455k 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: Gangsters and Ghosts Guided Walking Tour", a 2-hour adventure in Chicago!
The next available day tour departs on February 8, 2026. Book now to secure your spot!
Chicago Day tours usually take about 2 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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99 results for Chicago Day tours
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5% offLimited-time saleFrom€29.73€31.3
From€71.92
Duration: 3 hrsEnglish5.0/5Excellent· 5 reviews5% offLimited-time saleFrom€68.55€72.16
Duration: 5.7 hrsEnglish4.5/5Satisfied· 4 reviewsFrom€126.93
Duration: 2.5 hrsEnglish5.0/5Excellent· 2 reviews5% offLimited-time saleFrom€33.51€35.28
Duration: 4.5 hrsEnglish5.0/5Excellent· 18 reviews5% offLimited-time saleFrom€71.86€75.65
Duration: 4 hrsEnglish5.0/5Excellent· 3 reviews5% offLimited-time saleFrom€151.95€159.95
5% offLimited-time saleFrom€36.29€38.21
From€27.51
5% offLimited-time saleFrom€63.72€67.08
Duration: 2.5 hrsEnglish5.0/5Excellent· 11 reviews5% offLimited-time saleFrom€58.14€61.2
Duration: 150 minsEnglishFrom€76.24
Duration: 150 minsEnglishFrom€71.21
5% offLimited-time saleFrom€67.75€71.32
Duration: 90 minsEnglish4.7/5Very good· 4.3k reviews· 170 bookedFrom€38.13
Duration: 45 minsEnglish4.7/5Very good· 1.4k reviews· 195 bookedFrom€23.72
5% offLimited-time saleFrom€27.07€28.5
Duration: 2–2.5 hrsEnglish4.9/5Excellent· 15 reviews5% offLimited-time saleFrom€75.59€79.57
5% offLimited-time saleFrom€28.71€30.23
Duration: 3 hrsEnglish5.0/5Excellent· 17 reviews5% offLimited-time saleFrom€68.12€71.71
Duration: 90 minsEnglish4.8/5Very good· 569 reviewsFrom€30.36
5% offLimited-time saleFrom€39.27€41.34
5% offLimited-time saleFrom€24.04€25.31
Duration: 1.5 hrsEnglish5.0/5Excellent· 1 review5% offLimited-time saleFrom€109.20€114.95
Duration: 2–4 hrsEnglish4.9/5Excellent· 11 reviews5% offLimited-time saleFrom€39.23€41.3
Duration: 3 hrsEnglish4.9/5Excellent· 313 reviewsFrom€72.00
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Reviews/Trip Moments
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Reviews: Chicago: Gangsters and Ghosts Guided Walking Tour
Guest User2026-01-22
Baylor was an excellent guide all around, knowledgeable and funny. This is a nice walking tour around the Loop downtown, takes about 1.5 hours. It was great to see the architecture and an added bonus that we were able to take inspiration of places to return to for drinks or shows.★
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Reviews: Chicago Favorites Ultimate Food and Walking Tour
Guest User2026-01-22
Awesome tour. AJ was a fab guide. The food was sensational, AH’s information and pace of the tour was just perfect. Weather was cold but not a deterrent at all.
Highly recommended!★
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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 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: Chicago: Art of a City, Downtown Chicago Guided Walking Tour
Guest User2025-08-01
Mandy our tour guide was excellent. Very knowledgeable about the city and its history. Her enthusiasm was impressive and helped to make the tour that much better. Highly recommend this tour with Mandy
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