Top Picks for Chicago Day tours

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

Trip.com offers 88 Day tours in Chicago

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Discover 88 Day tours in Chicago on Trip.com, updated November 12, 2025, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From USD 10.99 per person, with an average total of USD 67.22. Choose the option that suits your plan.

With 8.576k 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 13, 2025. Book now to secure your spot!

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

55% 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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88 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
FromUS$49.94
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
FromUS$150.00
Chicago: Guided Highlights Tour + SkyDeck + Architecture Cruise
Duration: 4 hrs
English
FromUS$128.81
Scenic Chicago Night Tour
Duration: 210 mins
English
FromUS$168.74
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
FromUS$125.56
Chicago Night Crimes Bus Tour: Criminals, Mobsters and Gangsters
Duration: 150 mins
English
FromUS$54.96
Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters
Duration: 2 hrs
English
FromUS$48.96
Ultimate city bike tour in Chicago
󱩳Spot all of Chicago's top sights on a guided bike tour
English
FromUS$10.99
Chicago: Downtown TV and Film Walking Tour
Duration: 2 hrs
English
FromUS$43.97
Signature dishes of Chicago bike tour
󱩳Ride around Chicago as you listen to an expert guide
English
FromUS$89.99
Chicago Round-trip |Dubuque Town + Galena Town
󱩳Travel through Iowa's historic towns and enjoy the charming riverside scenery.
Duration: 9 hrs
English
FromUS$103.34
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
4.7/5
Great· 1.4k reviews· 167 booked
FromUS$28.00
Chicago River 90-Minute Architecture Tour
Duration: 90 mins
4.7/5
Great· 4.3k reviews· 148 booked
FromUS$45.00
Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
4.7/5
Great· 1.5k reviews
FromUS$49.00
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
FromUS$45.41US$47.81
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· 164 reviews
5% off
FromUS$42.69US$44.94
Lake Michigan Skyline Cruise in Chicago
Duration: 45 mins
4.5/5
Satisfactory· 246 reviews
FromUS$32.50
Chicago Walking Tour: Historic Treasures of Chicago
Duration: 2 hrs
4.9/5
Excellent· 331 reviews
FromUS$35.00
Chicago: Mob and Crime Bus Tour
󱩳Admire the city's spectacular architecture and Prohibition Era landmarks
Duration: 1.5 hrs
4.6/5
Satisfactory· 20 reviews
5% off
FromUS$46.48US$48.93
Lake Michigan Sunset Cruise in Chicago
Duration: 90 mins
4.6/5
Satisfactory· 432 reviews
FromUS$45.00