Top Picks for Chicago Day tours

Q: How many Day tours are available in Chicago on Trip.com?

Trip.com offers 129 Day tours in Chicago

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Discover 129 Day tours in Chicago on Trip.com, updated December 3, 2025, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From AED 40.37 per person, with an average total of AED 297.56. Choose the option that suits your plan.

With 5 verified reviews, Day tours Chicago boast an average rating of 4.8.

This week's most popular Day tours: "1-day tour of Chicago, USA", with 4 reviews and a 4.5 rating.

Now on Trip.com: "1-day tour of Chicago, USA", a 5-hour adventure in Chicago!

The next available day tour departs on December 4, 2025. Book now to secure your spot!

Chicago Day tours usually take about 5 hours — perfect for a relaxed, immersive experience!

100% of Chicago Day tours now offer English-speaking guides

December is the perfect time to visit Chicago! Choose from Day tours available day tours, including seasonal favorites like 1-day tour of Chicago, USA.

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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129 Results for Chicago Day tours

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Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929
Duration: 1 hr
English
5.0/5
Excellent· 1 review
FromAED 184.65
1-day tour of Chicago, USA
󱩳[Wind City Tour] See the magnificent scenery of Chicago, visit classic landmarks, and feel the charm of "post-modern architectural style";
Duration: 5.7 hrs
English
4.5/5
Satisfactory· 4 reviews
FromAED 550.94
Chicago Film and TV Tour: Skyscraper Light and Shadow 1-day Tour
󱩳Today you will step onto the streets that inspired Gotham City in "The Dark Knight," experiencing the mystery and solemnity beneath Gothic architecture.
Duration: 3 hrs
English
FromAED 461.16
Hidden In Plain Sight: Chicago Prohibition Tour
Duration: 210 mins
English
FromAED 149.93
Chicago: Guided Highlights Tour + SkyDeck + Architecture Cruise
Duration: 4 hrs
English
FromAED 477.31
Chicago Downtown: 3-Hr Guided Pizza Tour
Duration: 3 hrs
English
FromAED 229.90
Original Chicago Prohibition Tour
Duration: 4 hrs
English
FromAED 203.51
Scenic Chicago Night Tour
Duration: 210 mins
English
FromAED 625.32
Chicago: Craft Brewery Barrel Bus Tour
Duration: 225 mins
English
FromAED 331.87
Signature dishes of Chicago bike tour
󱩳Ride around Chicago as you listen to an expert guide
English
FromAED 330.53
Ultimate city bike tour in Chicago
󱩳Spot all of Chicago's top sights on a guided bike tour
English
FromAED 40.37
Chicago: Chinatown Food & Culture Walking Tour
Duration: 3 hrs
English
FromAED 266.52
Chicago: Highlights & Attractions Walking Tour
Duration: 2 hrs
English
FromAED 183.60
Chicago: Culture & Architecture Guided Tour
Duration: 150 mins
English
FromAED 181.39
Chicago: Food and Prohibition Architecture Guided Tour
Duration: 5 hrs
English
FromAED 329.86
Chicago: 48-Hour Hop-on Hop-off Bus + Architecture Cruise
English
FromAED 329.86
Chicago: Guided Food Tour + Bike or Kayak Rental
Duration: 150 mins
English
FromAED 314.64
Chicago: Signature Dishes Bike Tour
Duration: 4 hrs
English
FromAED 299.81
Chicago: Food Tour + Bike or Kayak Rental
Duration: 5 hrs
English
FromAED 363.71
Chicago: Guided Haunted Tour
Duration: 1 hr
English
FromAED 96.22