Top Picks for Chicago Day tours

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

Trip.com offers 119 Day tours in Chicago

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Discover 119 Day tours in Chicago on Trip.com, updated November 6, 2025, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From SGD 12.95 per person, with an average total of SGD 94.80. 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 November 7, 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

November is perfect for visiting Chicago! Choose from Day tours available day tours, including seasonal hits 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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119 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
FromSGD 65.23
󱩳[Wind City Tour] See the magnificent scenery of Chicago, visit classic landmarks, and feel the charm of "post-modern architectural style";
1-day tour of Chicago, USA
Duration: 5.7 hrs
English
4.5/5
Satisfactory· 4 reviews
FromSGD 196.15
Chicago: Craft Brewery Barrel Bus Tour
Duration: 225 mins
English
FromSGD 117.07
Hidden In Plain Sight: Chicago Prohibition Tour
Duration: 210 mins
English
FromSGD 52.90
Chicago Night Crimes Bus Tour: Criminals, Mobsters and Gangsters
Duration: 150 mins
English
FromSGD 71.83
Scenic Chicago Night Tour
Duration: 210 mins
English
FromSGD 220.36
Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters
Duration: 2 hrs
English
FromSGD 63.99
Chicago: Guided Highlights Tour + SkyDeck + Architecture Cruise
Duration: 4 hrs
English
FromSGD 168.20
Chicago: Downtown TV and Film Walking Tour
Duration: 2 hrs
English
FromSGD 57.46
Chicago: Highlights & Attractions Walking Tour
Duration: 2 hrs
English
FromSGD 64.77
Chicago Downtown: 3-Hr Guided Pizza Tour
Duration: 3 hrs
English
FromSGD 81.10
󱩳Today you will step into the prototype streets of Gotham City in "Batman: The Dark Knight" and feel the mystery and coldness under the Gothic architecture.
Chicago Film and Television Tour: Skyscraper Fantasy Light and one-day tour
Duration: 3 hrs
English
FromSGD 164.18
󱩳Spot all of Chicago's top sights on a guided bike tour
Ultimate city bike tour in Chicago
English
FromSGD 14.38
󱩳Ride around Chicago as you listen to an expert guide
Signature dishes of Chicago bike tour
English
FromSGD 117.68
Chicago: Culture & Architecture Guided Tour
Duration: 150 mins
English
FromSGD 63.99
Chicago: 48-Hour Hop-on Hop-off Bus + Architecture Cruise
English
FromSGD 116.37
Chicago: Signature Dishes Bike Tour
Duration: 4 hrs
English
FromSGD 105.77
Chicago Pizza Bus Tour Ticket
Duration: 210 mins
English
FromSGD 104.62
Chicago: Guided Haunted Tour
Duration: 1 hr
English
FromSGD 33.90
Original Chicago Prohibition Tour
Duration: 4 hrs
English
FromSGD 71.83
󱩳Enjoy one of the most popular bike tours Chicago has to offer
Chicago lakefront neighbourhood bike tour
English
FromSGD 12.95
󱩳Travel through Iowa's historic towns and enjoy the charming riverside scenery.
Chicago Round-trip |Dubuque Town + Galena Town
Duration: 9 hrs
English
FromSGD 133.94
Chicago: Creepy Cruise
English
FromSGD 54.69
Chicago Bus Tour: 90-Min Sunset Tour
Duration: 90 mins
English
FromSGD 60.94
Chicago: Food Tour + Bike or Kayak Rental
Duration: 5 hrs
English
FromSGD 127.43
Chicago: Food and Prohibition Architecture Guided Tour
Duration: 5 hrs
English
FromSGD 115.58
Chicago: Chinatown Food & Culture Walking Tour
Duration: 3 hrs
English
FromSGD 93.39
Chicago: Family & Food Guided Bike Tour
Duration: 4 hrs
English
FromSGD 103.76