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Top Chicago Day Tours

Discover 130 Day tours in Chicago on Trip.com, updated December 27, 2025, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From KRW 8,650.00 per person, with an average total of KRW 101,154.86. Choose the option that suits your plan.

With 10.495k 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 4.345k reviews and a 4.7 rating.

Now on Trip.com: "Chicago Favorites Ultimate Food and Walking Tour ", a 3-hour adventure in Chicago!

The next available day tour departs on December 28, 2025. Book now to secure your spot!

Chicago Day tours usually take about 3 hours — perfect for a relaxed, immersive experience!

97% of Chicago Day tours now offer English-speaking guides

December 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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130 results for Chicago Day tours

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Instituto de Arte de Chicago: Entrada sin colas + Visita guiada semiprivadaHidden In Plain Sight: Chicago Prohibition TourChicago: Boleto para el viaje aéreo inmersivoGangsters and ghosts self-guided audio tour in ChicagoChicago Round-trip |Dubuque Town + Galena TownChicago City Tour with Architecture River Cruise OptionUltimate city bike tour in ChicagoThe Art Institute of Chicago: Skip The Line Ticket + Exclusive Guided TourChicago Favorites Ultimate Food and Walking Tour Chicago: 2-Hour Kayak Rental from BridgeportChicago: The Loop Guided TourChicago: Recorrido guiado a pie por el barrio LoopChicago Downtown: 3-Hr Guided Pizza TourChicago River 45-Minute Architecture Tour from Magnificent MileBite into Chicago: Discover the City’s Most Iconic Food
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Reviews/Trip Moments

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Reviews: Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929
Guest User2025-10-26
very nice view, detailed explanation of buildings of Chicago. I recommend late afternoon or evening time to jump on the cruise
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Reviews: Chicago Favorites Ultimate Food and Walking Tour
Guest User2025-12-14
Gabe was a terrific guide through the streets of town and wonderful bites along with great tidbits of history and holiday festivities!
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Reviews: Chicago River 45-Minute Architecture Tour from Magnificent Mile
Guest User2024-10-07
Beautiful views! Very informative. So many fun facts you will learn. We definitely recommend when you’re in Chicago. Staff did a great job. Thank you!
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Reviews: Chicago River 90-Minute Architecture Tour
Guest User2025-12-17
It was really, really great ㅠ The highlight of my trip to Chicago.. This is almost 80% of my memories of Chicago and I have no regrets. The buildings are really big and pretty. Make memories.
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Reviews: Chicago: Shoreline Lake Michigan Skyline Cruise
Guest User2025-09-13
It was amazing, glad I brought a jacket because it was chilly during the ride. The view was beautiful!!!! The boarding info should be on the ticket. They board 15mins before the actual time. My time was 5:45 I boarded 5:30. I didn’t have a problem but if you want a good seats get there before boarding.
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Reviews: Chicago: Taste of Chinatown Food and Cultural Walking Tour
Guest User2025-11-01
York was an excellent guide. Had time for everyone to talk about the history of Chinatown, and the restaurants he brought us to were brilliant.

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