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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 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

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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.

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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 50.52. Choose the option that suits your plan.

With 8.64k 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: "Chicago: Ultimate City Attractions Bike Tour", a 3-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 3 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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Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
4.7/5
Great· 1.4k reviews· 173 booked
From£ 21.41
󱩳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
󱩳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
Limited-time sale
From£ 35.52£ 37.39
󱩳Admire the towering Willis Tower and the Civic Opera Building
Chicago: Sunset Kayak Tour on the Chicago River
Duration: 1.5 hrs
From£ 43.55
󱩳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
Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
4.7/5
Great· 1.6k reviews
From£ 37.47
󱩳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
󱩳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
󱩳Cruise along all 3 branches of the Chicago River
Chicago: Architecture River Cruise Skip-the-Ticket Line
Duration: 75 mins
4.8/5
Great· 71 reviews
5% off
Limited-time sale
From£ 34.66£ 36.49
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
󱩳[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£ 111.52
󱩳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 top-rated Day tours in Chicago?

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Can I change or cancel my booking?

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

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Reviews/Trip Moments

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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!

★

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: Chicago: Mob and Crime Bus Tour

Guest User2025-10-18

Our guide, J, was very enthusiastic and knowledgeable and a terrific storyteller! Saw and heard about some great historical moments in the dark days of Chicago

★

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: Chicago Crime and Mob Bus Tour

Guest User2025-10-01

It was a really good tour, and Jay, our tour guide, was really knowledgeable about the gangster days. She told is many stories about how things were and how things happened. Well worth the time and money.

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