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 21, 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 222.46. Choose the option that suits your plan.

With 14.244k 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 22, 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
FromAED 183.72
󱩳[Wind City Tour] See the magnificent scenery of Chicago, visit classic landmarks, and feel the charm of "post-modern architectural style";
1-day tour of Chicago, USA
Duration: 5.7 hrs
English
4.5/5
Satisfactory· 4 reviews
FromAED 550.95
󱩳Spot all of Chicago's top sights on a guided bike tour
Ultimate city bike tour in Chicago
English
FromAED 40.37
󱩳Ride around Chicago as you listen to an expert guide
Signature dishes of Chicago bike tour
English
FromAED 330.53
󱩳Today you will step onto the streets that inspired Gotham City in "The Dark Knight," experiencing the mystery and solemnity beneath Gothic architecture.
Chicago Film and TV Tour: Skyscraper Light and Shadow 1-day Tour
Duration: 3 hrs
English
FromAED 461.16
󱩳Travel through Iowa's historic towns and enjoy the charming riverside scenery.
Chicago Round-trip |Dubuque Town + Galena Town
Duration: 9 hrs
English
FromAED 379.54
Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
4.7/5
Great· 1.6k reviews
FromAED 179.98
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
4.7/5
Great· 1.4k reviews· 173 booked
FromAED 102.85
Chicago River 90-Minute Architecture Tour
Duration: 90 mins
4.7/5
Great· 4.3k reviews· 151 booked
FromAED 165.29
󱩳Cruise along all 3 branches of the Chicago River
Chicago: Architecture River Cruise Skip-the-Ticket Line
Duration: 75 mins
4.8/5
Great· 70 reviews
5% off
FromAED 166.54AED 175.31
Chicago Walking Tour: Historic Treasures of Chicago
Duration: 2 hrs
4.9/5
Excellent· 331 reviews
FromAED 128.56
󱩳Admire the city's spectacular architecture and Prohibition Era landmarks
Chicago: Mob and Crime Bus Tour
Duration: 1.5 hrs
4.3/5
Good· 64 reviews
5% off
FromAED 170.59AED 179.57
Chicago Favorites Ultimate Food and Walking Tour
Duration: 3 hrs
4.8/5
Great· 1.9k reviews
FromAED 312.17
Chicago in a Day: Explore Food, History, and Iconic Architecture
Duration: 5 hrs
4.9/5
Excellent· 1.1k reviews
FromAED 370.79
Chicago City Tour with Architecture River Cruise Option
Duration: 2–4 hrs
4.8/5
Great· 679 reviews
FromAED 179.80
Chicago City Minibus Tour
Duration: 2 hrs
4.9/5
Excellent· 348 reviews
FromAED 176.12
Lake Michigan Sunset Cruise in Chicago
Duration: 90 mins
4.6/5
Satisfactory· 433 reviews
FromAED 165.29
Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting
Duration: 90 mins
Spanish
4.8/5
Great· 569 reviews
FromAED 131.61
Chicago Mobs and Haunts Walking Tour
Duration: 90–120 mins
FromAED 124.88
Original Chicago Architecture Interiors Tour: Dazzling Interiors
Duration: 2 hrs
4.9/5
Excellent· 1.4k reviews
FromAED 128.56