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 23, 2025, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From AED 40.37 per person, with an average total of AED 218.59. Choose the option that suits your plan.

With 12.452k 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 24, 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
FromAED 183.67
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
FromAED 550.91
Signature dishes of Chicago bike tour
󱩳Ride around Chicago as you listen to an expert guide
English
FromAED 330.51
Ultimate city bike tour in Chicago
󱩳Spot all of Chicago's top sights on a guided bike tour
English
FromAED 40.37
Chicago Round-trip |Dubuque Town + Galena Town
󱩳Travel through Iowa's historic towns and enjoy the charming riverside scenery.
Duration: 9 hrs
English
FromAED 379.52
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
FromAED 461.13
Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
4.7/5
Great· 1.6k reviews
FromAED 179.97
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
FromAED 166.48AED 175.25
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
4.7/5
Great· 1.4k reviews· 173 booked
FromAED 102.84
Chicago: Mob and Crime Bus Tour
󱩳Admire the city's spectacular architecture and Prohibition Era landmarks
Duration: 1.5 hrs
4.3/5
Good· 64 reviews
5% off
Limited-time sale
FromAED 170.58AED 179.56
Chicago Favorites Ultimate Food and Walking Tour
Duration: 3 hrs
4.8/5
Great· 1.9k reviews
FromAED 312.15
Chicago River 90-Minute Architecture Tour
Duration: 90 mins
4.7/5
Great· 4.3k reviews· 151 booked
FromAED 165.28
Lake Michigan Skyline Cruise in Chicago
Duration: 30 mins
4.5/5
Satisfactory· 246 reviews
FromAED 119.37
Chicago Walking Tour: Historic Treasures of Chicago
Duration: 2 hrs
4.9/5
Excellent· 333 reviews
FromAED 128.55
Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting
Duration: 90 mins
Spanish
4.8/5
Great· 569 reviews
FromAED 131.60
Lake Michigan Sunset Cruise in Chicago
Duration: 90 mins
4.6/5
Satisfactory· 433 reviews
FromAED 165.28
Chicago: Shoreline Lake Michigan Skyline Cruise
󱩳Enjoy a fast entry process with a ticket that lets you skip the ticket office
Duration: 45 mins
4.3/5
Good· 16 reviews
5% off
Limited-time sale
FromAED 104.42AED 109.92
Chicago in a Day: Explore Food, History, and Iconic Architecture
Duration: 5 hrs
4.9/5
Excellent· 1.1k reviews
FromAED 370.77
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· 263 reviews
5% off
Limited-time sale
FromAED 124.88AED 131.46
Explore Chicago’s Hidden Past: Prohibition Culture & Architecture
Duration: 150 mins
4.9/5
Excellent· 96 reviews
FromAED 183.49