Top Picks for Chicago Day tours

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

Trip.com offers 117 Day tours in Chicago

Q: What are the top-rated Day tours in Chicago?

1-day tour of Chicago, USA Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929 Chicago: Creepy Cruise

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Discover 117 Day tours in Chicago on Trip.com, updated November 30, 2025, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From NZD 17.42 per person, with an average total of NZD 130.86. Choose the option that suits your plan.

With 4 verified reviews, Day tours Chicago boast an average rating of 4.5.

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 1, 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 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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117 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
FromNZD 87.02
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
FromNZD 261.56
Chicago: Creepy Cruise
English
FromNZD 73.31
Chicago Round-trip |Dubuque Town + Galena Town
󱩳Travel through Iowa's historic towns and enjoy the charming riverside scenery.
Duration: 9 hrs
English
FromNZD 180.18
Chicago Film and Television Tour: Skyscraper Fantasy Light and one-day tour
󱩳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.
Duration: 3 hrs
English
FromNZD 218.93
Chicago lakefront neighbourhood bike tour
󱩳Enjoy one of the most popular bike tours Chicago has to offer
English
FromNZD 17.42
Ultimate city bike tour in Chicago
󱩳Spot all of Chicago's top sights on a guided bike tour
English
FromNZD 19.17
Signature dishes of Chicago bike tour
󱩳Ride around Chicago as you listen to an expert guide
English
FromNZD 156.92
Chicago: Craft Brewery Barrel Bus Tour
Duration: 225 mins
English
FromNZD 155.84
Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters
Duration: 2 hrs
English
FromNZD 85.55
Hidden In Plain Sight: Chicago Prohibition Tour
Duration: 210 mins
English
FromNZD 70.42
Scenic Chicago Night Tour
Duration: 210 mins
English
FromNZD 295.00
Chicago: Highlights & Attractions Walking Tour
Duration: 2 hrs
English
FromNZD 86.24
Chicago: Guided Highlights Tour + SkyDeck + Architecture Cruise
Duration: 4 hrs
English
FromNZD 225.18
Original Chicago Prohibition Tour
Duration: 4 hrs
English
FromNZD 96.01
Chicago Downtown: 3-Hr Guided Pizza Tour
Duration: 3 hrs
English
FromNZD 107.96
Chicago: Food Tour + Bike or Kayak Rental
Duration: 5 hrs
English
FromNZD 170.80
Chicago: Guided Haunted Tour
Duration: 1 hr
English
FromNZD 45.38
Chicago: Chinatown Food & Culture Walking Tour
Duration: 3 hrs
English
FromNZD 125.16
Chicago: Family & Food Guided Bike Tour
Duration: 4 hrs
English
FromNZD 139.07