Top Picks for Chicago Day tours

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

Trip.com offers 117 Day tours in Chicago

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Discover 117 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 PHP 580.58 per person, with an average total of PHP 3,654.80. Choose the option that suits your plan.

With 13.495k 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!

56% 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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117 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
FromPHP 2,940.91
Ultimate city bike tour in Chicago
󱩳Spot all of Chicago's top sights on a guided bike tour
English
FromPHP 646.32
Signature dishes of Chicago bike tour
󱩳Ride around Chicago as you listen to an expert guide
English
FromPHP 5,292.22
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
FromPHP 8,821.34
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
FromPHP 7,383.80
Chicago Round-trip |Dubuque Town + Galena Town
󱩳Travel through Iowa's historic towns and enjoy the charming riverside scenery.
Duration: 9 hrs
English
FromPHP 6,076.93
Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
4.7/5
Great· 1.6k reviews
FromPHP 2,881.64
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
4.7/5
Great· 1.4k reviews· 173 booked
FromPHP 1,646.66
Chicago Walking Tour: Historic Treasures of Chicago
Duration: 2 hrs
4.9/5
Excellent· 333 reviews
FromPHP 2,058.32
Chicago River 90-Minute Architecture Tour
Duration: 90 mins
4.7/5
Great· 4.3k reviews· 151 booked
FromPHP 2,646.41
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
FromPHP 2,665.80PHP 2,806.11
Chicago in a Day: Explore Food, History, and Iconic Architecture
Duration: 5 hrs
4.9/5
Excellent· 1.1k reviews
FromPHP 5,936.77
Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting
Duration: 90 mins
Spanish
4.8/5
Great· 569 reviews
FromPHP 2,107.13
Original Chicago Architecture Interiors Tour: Dazzling Interiors
Duration: 2 hrs
4.9/5
Excellent· 1.4k reviews
FromPHP 2,058.32
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
FromPHP 1,995.18PHP 2,100.19
Chicago Lake and River Architecture Tour
Duration: 90 mins
4.6/5
Satisfactory· 1k reviews
FromPHP 2,646.41
Chicago City Minibus Tour
Duration: 2 hrs
4.9/5
Excellent· 356 reviews
FromPHP 2,819.89
Chicago City Tour with Architecture River Cruise Option
Duration: 2–4 hrs
4.8/5
Great· 679 reviews
FromPHP 2,878.70
Lake Michigan Skyline Cruise in Chicago
Duration: 30 mins
4.5/5
Satisfactory· 246 reviews
FromPHP 1,911.30
Explore Chicago’s Hidden Past: Prohibition Culture & Architecture
Duration: 150 mins
4.9/5
Excellent· 96 reviews
FromPHP 2,938.10
Chicago: Creepy Cruise
English
FromPHP 2,443.28
Chicago lakefront neighbourhood bike tour
󱩳Enjoy one of the most popular bike tours Chicago has to offer
English
FromPHP 580.58
Chicago: Craft Brewery Barrel Bus Tour
Duration: 225 mins
English
FromPHP 5,193.92
Scenic Chicago Night Tour
Duration: 210 mins
English
FromPHP 9,832.14
Chicago: Highlights & Attractions Walking Tour
Duration: 2 hrs
English
FromPHP 2,874.13
Hidden In Plain Sight: Chicago Prohibition Tour
Duration: 210 mins
English
FromPHP 2,346.93
Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters
Duration: 2 hrs
English
FromPHP 2,851.06
Chicago: Guided Highlights Tour + SkyDeck + Architecture Cruise
Duration: 4 hrs
English
FromPHP 7,504.88
Chicago Downtown: 3-Hr Guided Pizza Tour
Duration: 3 hrs
English
FromPHP 3,598.09
Chicago: Food Tour + Bike or Kayak Rental
Duration: 5 hrs
English
FromPHP 5,692.61
Chicago: Guided Haunted Tour
Duration: 1 hr
English
FromPHP 1,512.38
Chicago: Chinatown Food & Culture Walking Tour
Duration: 3 hrs
English
FromPHP 4,171.42