Top Picks for Chicago Day tours

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

Trip.com offers 80 Day tours in Chicago

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Discover 80 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 19.66 per person, with an average total of NZD 103.87. Choose the option that suits your plan.

With 13.491k 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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80 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 89.43
Ultimate city bike tour in Chicago
󱩳Spot all of Chicago's top sights on a guided bike tour
English
FromNZD 19.66
Signature dishes of Chicago bike tour
󱩳Ride around Chicago as you listen to an expert guide
English
FromNZD 160.93
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
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 224.53
Chicago Round-trip |Dubuque Town + Galena Town
󱩳Travel through Iowa's historic towns and enjoy the charming riverside scenery.
Duration: 9 hrs
English
FromNZD 184.79
Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
4.7/5
Great· 1.6k reviews
FromNZD 87.63
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
4.7/5
Great· 1.4k reviews· 173 booked
FromNZD 50.08
Chicago Walking Tour: Historic Treasures of Chicago
Duration: 2 hrs
4.9/5
Excellent· 333 reviews
FromNZD 62.37
Chicago River 90-Minute Architecture Tour
Duration: 90 mins
4.7/5
Great· 4.3k reviews· 151 booked
FromNZD 80.48
Chicago: Architecture River Cruise Skip-the-Ticket Line
󱩳Cruise along all 3 branches of the Chicago River
Duration: 75 mins
4.8/5
Great· 71 reviews
5% off
Limited-time sale
FromNZD 81.06NZD 85.33
Chicago in a Day: Explore Food, History, and Iconic Architecture
Duration: 5 hrs
4.9/5
Excellent· 1.1k reviews
FromNZD 180.53
Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting
Duration: 90 mins
Spanish
4.8/5
Great· 569 reviews
FromNZD 64.08
Original Chicago Architecture Interiors Tour: Dazzling Interiors
Duration: 2 hrs
4.9/5
Excellent· 1.4k reviews
FromNZD 62.59
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 Lake and River Architecture Tour
Duration: 90 mins
4.6/5
Satisfactory· 1k reviews
FromNZD 80.48
Chicago City Minibus Tour
Duration: 2 hrs
4.9/5
Excellent· 356 reviews
FromNZD 85.75
Chicago City Tour with Architecture River Cruise Option
Duration: 2–4 hrs
4.8/5
Great· 679 reviews
FromNZD 87.54
Lake Michigan Skyline Cruise in Chicago
Duration: 30 mins
4.5/5
Satisfactory· 246 reviews
FromNZD 58.12
Explore Chicago’s Hidden Past: Prohibition Culture & Architecture
Duration: 150 mins
4.9/5
Excellent· 96 reviews
FromNZD 89.35