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Top Picks for Chicago Day tours

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

Trip.com offers 120 Day tours in Chicago

Q: What are the best Day tours in Chicago?

1-day tour of Chicago, USA Chicago: Ultimate City Attractions Bike Tour City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise

Q: What are the top-rated Day tours in Chicago?

Chicago Walk: Prohibition, Architecture & Hidden Gems Chicago: Ultimate City Attractions Bike Tour Chicago: City Minibus Tour with Optional Architecture Cruise

Q: How can I contact Trip.com customer support?

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Q: Can I change or cancel my booking?

Change and cancellation policies vary by attractions and tours. Please check the product details page for more information.

Q: How can I get discounted prices?

Ticket prices may vary between weekdays and weekends, as well as during peak and off-peak seasons. When booking with Trip.com, you can also use Trip Coins to get extra savings. For more tips on booking discounted tickets, please visit Trip.com for the latest information.

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Discover 120 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 GBP 7.43 per person, with an average total of GBP 50.31. Choose the option that suits your plan.

With 9.326k 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 23, 2025. Book now to secure your spot!

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

57% 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.

Search attractions or local attractions & tours

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120 Results for Chicago Day tours

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󱩳[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
From£ 114.70
󱩳Behold the beautiful architecture of the Museum Campus
Chicago: Ultimate City Attractions Bike Tour
Duration: 3 hrs
4.9/5
Excellent· 10 reviews
5% off
Limited-time sale
From£ 42.88£ 45.14
󱩳Creative cocktails, wine, and beer from our fully-stocked cash bar
City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise
Duration: 2–2.5 hrs
4.4/5
Good· 14 reviews
5% off
Limited-time sale
From£ 88.12£ 92.76
Lake Michigan Skyline Cruise in Chicago
Duration: 30 mins
4.5/5
Satisfactory· 246 reviews
From£ 24.86
󱩳Discover Chicago's Prohibition past with expert local guides
Chicago Walk: Prohibition, Architecture & Hidden Gems
Duration: 2.5 hrs
5.0/5
Excellent· 6 reviews
5% off
Limited-time sale
From£ 35.50£ 37.37
󱩳Enjoy a fast entry process with a ticket that lets you skip the ticket office
Chicago: Shoreline Lake Michigan Skyline Cruise
Duration: 45 mins
4.3/5
Good· 16 reviews
5% off
Limited-time sale
From£ 21.73£ 22.88
Chicago Favorites Ultimate Food and Walking Tour
Duration: 3 hrs
4.8/5
Great· 1.9k reviews
From£ 64.99
󱩳Create memories at 3 amazing photo stops, including one of the Chicago skyline
Chicago: City Minibus Tour with Optional Architecture Cruise
Duration: 2–4 hrs
4.9/5
Excellent· 17 reviews
5% off
Limited-time sale
From£ 35.48£ 37.35
Chicago in a Day: Explore Food, History, and Iconic Architecture
Duration: 5 hrs
4.9/5
Excellent· 1.1k reviews
From£ 77.19
󱩳Discover the significance of various design elements and hidden features
Chicago: Secret Interiors Architecture Walking Tour
Duration: 2 hrs
4.9/5
Excellent· 213 reviews
5% off
Limited-time sale
From£ 25.98£ 27.35
󱩳Enjoy an award winning tour by a knowledgeable guide
Historic treasures of Chicago's golden age guided walking tour
Duration: 120 mins
From£ 26.77
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
4.7/5
Great· 1.4k reviews· 170 booked
From£ 20.82
Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929
Duration: 1 hr
English
From£ 37.12
Chicago River 90-Minute Architecture Tour
Duration: 90 mins
4.7/5
Great· 4.3k reviews· 139 booked
From£ 33.46
󱩳Enjoy one of the most popular bike tours Chicago has to offer
Chicago lakefront neighbourhood bike tour
English
From£ 7.43
󱩳Today you will step into the prototype streets of Gotham City in "Batman: The Dark Knight" and feel the mystery and coldness under the Gothic architecture.
Chicago Film and Television Tour: Skyscraper Fantasy Light and one-day tour
Duration: 3 hrs
English
From£ 93.35
Chicago: Creepy Cruise
English
From£ 31.17
󱩳Travel through Iowa's historic towns and enjoy the charming riverside scenery.
Chicago Round-trip |Dubuque Town + Galena Town
Duration: 9 hrs
English
From£ 76.83
󱩳Ride around Chicago as you listen to an expert guide
Signature dishes of Chicago bike tour
English
From£ 66.91
󱩳Spot all of Chicago's top sights on a guided bike tour
Ultimate city bike tour in Chicago
English
From£ 8.18
Chicago Bus Tour: 90-Min Sunset Tour
Duration: 90 mins
English
From£ 36.53
Hidden In Plain Sight: Chicago Prohibition Tour
Duration: 210 mins
English
From£ 33.40
Chicago: Downtown TV and Film Walking Tour
Duration: 2 hrs
English
From£ 29.64
Chicago: Guided Highlights Tour + SkyDeck + Architecture Cruise
Duration: 4 hrs
English
From£ 95.75
Chicago Pizza Bus Tour Ticket
Duration: 210 mins
English
From£ 66.06
Chicago: 48-Hour Hop-on Hop-off Bus + Architecture Cruise
English
From£ 73.48
Chicago: Family & Food Guided Bike Tour
Duration: 4 hrs
English
From£ 59.26
Chicago: Food Tour + Bike or Kayak Rental
Duration: 5 hrs
English
From£ 81.01

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Frequently asked questions about Chicago Day tours

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

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What are the best Day tours in Chicago?

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What are the top-rated Day tours in Chicago?

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What are the recommended itineraries in Chicago?

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How can I contact Trip.com customer support?

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Can I change or cancel my booking?

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How can I get discounted prices?

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Trip.com Picks

Popular Chicago Tours

Best Chicago Experiences

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Popular Activities

Chicago Favorites Ultimate Food and Walking Tour Bite into Chicago: Discover the City’s Most Iconic Food Chicago: Moonlight Paddle Tour on the Chicago River Chicago Downtown Walking Tour & Lake Michigan Cruise Tickets Chicago: 2-Hour Kayak Rental from Bridgeport Chicago: Field Museum of Natural History Ticket or VIP Tour Chicago: Museum of Ice Cream Entry Ticket Chicago: River North Walking Food Tour Chicago: 360 Chicago Observation Deck Sip and View Ticket 'Spray Paint & Sip' urban art workshop in Chicago Millennium Park self-guided walking audio tour in Chicago Chicago River 90-Minute Architecture Tour Chicago: Loop Neighborhood Guided Walking Tour Chicago River 45-Minute Architecture Tour from Magnificent Mile Chicago highlights and hidden gems self-guided audio tour

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Reviews/Trip Moments

★

Reviews: 1-day tour of Chicago, USA

Guest User2024-07-02

The master is super good, punctual and kind. The experience is great, the overall is awesome, the service is very good, and the price is high.

★

Reviews: Chicago: Ultimate City Attractions Bike Tour

Guest User2025-09-15

Amazing guide and tour. Bikes were excellent and gave us chance to see so much of the city you wouldn’t access on any other tour. Loved it!!

★

Reviews: City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise

Guest User2025-08-10

Everything was incredible: the service, the food, the unlimited mimosas, and the boat. A great experience.

★

Reviews: Lake Michigan Skyline Cruise in Chicago

Guest User2024-09-13

Every seat on the boat brought exceptional views! The recorded tour guide gave wonderful information and facts about the scenery

★

Reviews: Chicago Walk: Prohibition, Architecture & Hidden Gems

Guest User2025-08-14

I had the absolute pleasure of touring Chicago with Dash, and it was nothing short of phenomenal. Dash didn’t just recite facts—he brought the city’s architectural heritage and hidden treasures to life with a depth of knowledge and a genuine passion that made every moment memorable. His storytelling was rich, engaging, and personal, making me feel like I was experiencing Chicago through the eyes of someone who truly loves it. This wasn’t just a tour; it was an immersive journey through history, art, and culture. If you want to see the real beauty and soul of Chicago, Dash is the guide you need!

★

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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