Top Picks for Chicago Day tours

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

Trip.com offers 102 Day tours in Chicago

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Discover 102 Day tours in Chicago on Trip.com, updated November 8, 2025, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From NZD 19.58 per person, with an average total of NZD 127.66. Choose the option that suits your plan.

With 5.921k verified reviews, Day tours Chicago boast an average rating of 4.7.

This week's most popular Day tours: "Chicago River 90-Minute Architecture Tour", with 4.344k reviews and a 4.7 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 9, 2025. Book now to secure your spot!

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

70% 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 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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102 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
FromNZD 88.90
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 267.16
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
FromNZD 223.63
Chicago River 90-Minute Architecture Tour
Duration: 90 mins
4.7/5
Great· 4.3k reviews· 148 booked
FromNZD 80.15
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
4.7/5
Great· 1.4k reviews· 166 booked
FromNZD 49.87
Chicago: Ultimate City Attractions Bike Tour
󱩳Behold the beautiful architecture of the Museum Campus
Duration: 3 hrs
4.9/5
Excellent· 10 reviews
5% off
FromNZD 101.63NZD 106.98
Chicago Murder Mystery Tour
Duration: 2 hrs
5.0/5
Excellent· 55 reviews
FromNZD 62.34
Chicago by Night River and Lake Cruise
󱩳Cruise along the main branch of the Chicago River full of historic buildings
Duration: 1.5 hrs
4.7/5
Great· 62 reviews
5% off
FromNZD 76.35NZD 80.37
Chicago: Mob and Crime Bus Tour
󱩳Admire the city's spectacular architecture and Prohibition Era landmarks
Duration: 1.5 hrs
4.6/5
Satisfactory· 16 reviews
5% off
FromNZD 83.02NZD 87.39
City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise
󱩳Creative cocktails, wine, and beer from our fully-stocked cash bar
Duration: 2–2.5 hrs
4.5/5
Satisfactory· 11 reviews
5% off
FromNZD 229.58NZD 241.67
Chicago: Craft Brewery Barrel Bus Tour
Duration: 225 mins
English
FromNZD 160.25
Ultimate city bike tour in Chicago
󱩳Spot all of Chicago's top sights on a guided bike tour
English
FromNZD 19.58
Scenic Chicago Night Tour
Duration: 210 mins
English
FromNZD 302.12
Hidden In Plain Sight: Chicago Prohibition Tour
Duration: 210 mins
English
FromNZD 72.41
Signature dishes of Chicago bike tour
󱩳Ride around Chicago as you listen to an expert guide
English
FromNZD 160.28
Chicago: Guided Highlights Tour + SkyDeck + Architecture Cruise
Duration: 4 hrs
English
FromNZD 230.61
Chicago Night Crimes Bus Tour: Criminals, Mobsters and Gangsters
Duration: 150 mins
English
FromNZD 98.32
Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters
Duration: 2 hrs
English
FromNZD 87.59
Chicago: Highlights & Attractions Walking Tour
Duration: 2 hrs
English
FromNZD 88.66
Chicago: Signature Dishes Bike Tour
Duration: 4 hrs
English
FromNZD 144.78
Chicago: Culture & Architecture Guided Tour
Duration: 150 mins
English
FromNZD 87.59
Chicago: 48-Hour Hop-on Hop-off Bus + Architecture Cruise
English
FromNZD 159.28
Chicago: Downtown TV and Film Walking Tour
Duration: 2 hrs
English
FromNZD 78.66
Chicago Downtown: 3-Hr Guided Pizza Tour
Duration: 3 hrs
English
FromNZD 111.02