Top Picks for Chicago Day tours

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

Trip.com offers 79 Day tours in Chicago

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Discover 79 Day tours in Chicago on Trip.com, updated November 22, 2025, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From NZD 19.59 per person, with an average total of NZD 114.64. Choose the option that suits your plan.

With 11.926k 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 4.344k 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 23, 2025. Book now to secure your spot!

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

30% 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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79 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 89.08
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 267.30
Ultimate city bike tour in Chicago
󱩳Spot all of Chicago's top sights on a guided bike tour
English
FromNZD 19.59
Signature dishes of Chicago bike tour
󱩳Ride around Chicago as you listen to an expert guide
English
FromNZD 160.37
Chicago Round-trip |Dubuque Town + Galena Town
󱩳Travel through Iowa's historic towns and enjoy the charming riverside scenery.
Duration: 9 hrs
English
FromNZD 184.14
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 223.74
Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
4.7/5
Great· 1.6k reviews
FromNZD 87.32
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
4.7/5
Great· 1.4k reviews· 173 booked
FromNZD 49.90
Chicago in a Day: Explore Food, History, and Iconic Architecture
Duration: 5 hrs
4.9/5
Excellent· 1.1k reviews
FromNZD 179.90
Original Chicago Architecture Interiors Tour: Dazzling Interiors
Duration: 2 hrs
4.9/5
Excellent· 1.4k reviews
FromNZD 62.37
Chicago: Architecture River Cruise Skip-the-Ticket Line
󱩳Cruise along all 3 branches of the Chicago River
Duration: 75 mins
4.8/5
Great· 70 reviews
5% off
Limited-time sale
FromNZD 80.68NZD 84.93
Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting
Duration: 90 mins
Spanish
4.8/5
Great· 569 reviews
FromNZD 63.85
Chicago: Gangsters and Ghosts Guided Walking Tour
󱩳Explore Death Alley, Chicago Riverwalk, the Palmer House and the Chicago Theatre
Duration: 2 hrs
4.7/5
Great· 259 reviews
5% off
Limited-time sale
FromNZD 60.66NZD 63.86
Chicago River 90-Minute Architecture Tour
Duration: 90 mins
4.7/5
Great· 4.3k reviews· 151 booked
FromNZD 80.19
Chicago Lake and River Architecture Tour
Duration: 90 mins
4.6/5
Satisfactory· 1k reviews
FromNZD 80.19
Explore Chicago’s Hidden Past: Prohibition Culture & Architecture
Duration: 150 mins
4.9/5
Excellent· 96 reviews
FromNZD 89.03
Chicago in a Day: Food, History & Architecture Walking Tour
󱩳Explore Chicago's iconic architecture on foot,
Duration: 4.5 hrs
4.8/5
Great· 24 reviews
5% off
Limited-time sale
FromNZD 166.97NZD 175.76
Chicago: Art Institute Skip-the-Line Tour with Guide
󱩳Enter the museum 30 minutes before public opening hours
Duration: 2.5 hrs
5.0/5
Excellent· 11 reviews
5% off
Limited-time sale
FromNZD 151.95NZD 159.95
Chicago: Medieval Torture Museum Ticket with Ghost Hunting
󱩳Discover horrific instruments of torture, interrogation, and execution
Spanish
4.4/5
Good· 10 reviews
5% off
Limited-time sale
FromNZD 60.64NZD 63.84
Chicago: Classic Food and Walking Tour with Free Bike/Kayak
󱩳Enjoy a classic Chicago Italian Beef sandwich and original recipe brownie
Duration: 3 hrs
5.0/5
Excellent· 5 reviews
5% off
Limited-time sale
FromNZD 134.90NZD 142.01