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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 101 Day tours in Chicago

Q: What are the best Day tours in Chicago?

Chicago: Architecture River Cruise Skip-the-Ticket Line Lake Michigan Skyline Cruise in Chicago Lake Michigan Sunset Cruise in Chicago

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

Chicago: Magnificent Mile Tour With Optional 360 Chicago Chicago: History and Architecture Guided Kayak Tour iFLY Chicago Lincoln Park: First Time Flyer Experience

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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?

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Discover 101 Day tours in Chicago on Trip.com, updated April 9, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From NZD 47.91 per person, with an average total of NZD 108.88. Choose the option that suits your plan.

With 11.524k 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: Architecture River Cruise Skip-the-Ticket Line", a 1-hour adventure in Chicago!

The next available day tour departs on April 10, 2026. Book now to secure your spot!

Chicago Day tours usually take about 1 hours — perfect for a relaxed, immersive experience!

100% of Chicago Day tours now offer English-speaking guides

April is perfect for visiting Chicago! Choose from Day tours available day tours, including seasonal hits 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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101 results for Chicago Day tours

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Recommended

Chicago: Architecture River Cruise Skip-the-Ticket Line
Duration: 1–1.5 hrs
English
4.9/5
Perfect· 76 reviews
5% off

Limited-time sale
FromNZD 64.27NZD 67.66
Lake Michigan Skyline Cruise in Chicago
Duration: 30–45 mins
English
4.5/5
Excellent· 246 reviews
FromNZD 55.70
Lake Michigan Sunset Cruise in Chicago
Duration: 90 mins
English
4.6/5
Excellent· 433 reviews
FromNZD 77.13
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
English
4.7/5
Outstanding· 1.4k reviews· 238 booked
FromNZD 47.99
Chicago River 90-Minute Architecture Tour
Duration: 90 mins
English
4.7/5
Outstanding· 4.3k reviews· 164 booked
FromNZD 77.13
Chicago: 90 Minute Architecture Sightseeing Cruise
Duration: 90 mins
English
FromNZD 77.22
City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise
Duration: 2–2.5 hrs
English
4.9/5
Perfect· 32 reviews
5% off

Limited-time sale
FromNZD 138.22NZD 145.5
Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck
English
4.7/5
Outstanding· 13 reviews
5% off

Limited-time sale
FromNZD 137.80NZD 145.06
Chicago Downtown + Millennium Park Day Tour in the US
Duration: 5.7 hrs
English
4.5/5
Excellent· 4 reviews
FromNZD 257.08
Chicago: Shoreline Lake Michigan Skyline Cruise
Duration: 30 mins
English
4.8/5
Outstanding· 13 reviews
5% off

Limited-time sale
FromNZD 53.57NZD 56.39
Chicago: City Minibus Tour with Optional Architecture Cruise
Duration: 2–4 hrs
English
4.9/5
Perfect· 14 reviews
5% off

Limited-time sale
FromNZD 80.29NZD 84.52
Chicago: Magnificent Mile Tour With Optional 360 Chicago
Duration: 2–3 hrs
English
5.0/5
Perfect· 2 reviews
5% off

Limited-time sale
FromNZD 68.90NZD 72.53
City Cruises Chicago: 75-min Speedboat Architecture Cruise
Duration: 75 mins
English
4.2/5
Very good· 5 reviews
5% off

Limited-time sale
FromNZD 101.41NZD 106.75
Chicago: Architecture Boat Tour with Drinks
Duration: 1.5 hrs
English
4.7/5
Outstanding· 47 reviews
5% off

Limited-time sale
FromNZD 69.22NZD 72.87
Small Group Max 12: Chicago Architecture and Aesthetics Tour
Duration: 1.8 hrs
English
FromNZD 82.27
Chicago: Guided Highlights Tour + SkyDeck + Architecture Cruise
Duration: 4 hrs
English
FromNZD 219.10
Chicago: Small Group Walking Tour + Architecture Cruise + Skydeck Entry
Duration: 4 hrs
English
FromNZD 270.88
Original Chicago Architecture Interiors Tour: Dazzling Interiors
Duration: 2 hrs
English
4.9/5
Perfect· 1.5k reviews
FromNZD 59.99
Chicago: Historic Architecture Chicago River Small Boat Tour
Duration: 1.5 hrs
English
4.9/5
Perfect· 7 reviews
5% off

Limited-time sale
FromNZD 110.71NZD 116.54
Chicago: Architecture Foundation Center River Cruise aboard Chicago's First Lady
Duration: 90 mins
English
FromNZD 97.80
Chicago: Architecture River Cruise from Navy Pier
Duration: 75 mins
English
FromNZD 67.70
Chicago Architecture: A Walk Through Time
Duration: 90 mins
English
FromNZD 52.15
Architecture of the Magnificent Mile
Duration: 90 mins
English
FromNZD 60.76
Chicago: Architecture River Cruise from Michigan Avenue
Duration: 75 mins
English
FromNZD 78.92
Chicago: 48-Hour Hop-on Hop-off Bus + Architecture Cruise
English
FromNZD 171.87
Chicago: Food and Prohibition Architecture Guided Tour
Duration: 5 hrs
English
FromNZD 171.87
Chicago: History and Architecture Guided Kayak Tour
Duration: 2 hrs
English
5.0/5
Perfect· 1 review
5% off

Limited-time sale
FromNZD 105.50NZD 111.06
Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
English
4.7/5
Very good· 1.6k reviews
FromNZD 85.39
Chicago Mobs and Haunts Walking Tour
Duration: 90–120 mins
English
FromNZD 59.25
iFLY Chicago Lincoln Park: First Time Flyer Experience
Duration: 1.5 hrs
English
5.0/5
Excellent· 1 review
5% off

Limited-time sale
FromNZD 169.25NZD 178.16
Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting
Duration: 90 mins
English
4.8/5
Very good· 569 reviews
FromNZD 62.44
The Chicago Theatre Tour Experience
Duration: 1 hr
English
5.0/5
Excellent· 26 reviews
5% off

Limited-time sale
FromNZD 49.55NZD 52.16
Iconic Action Film and Movie Locations 1 Day Tour in Chicago
Duration: 5.6 hrs
English
FromNZD 205.62
Chicago Lake and River Architecture Tour
Duration: 90 mins
English
4.6/5
Satisfied· 1k reviews
FromNZD 78.42
Small-Group Tour of Chicago Neighborhoods: North and South Side
Duration: 270 mins
English
4.5/5
Satisfied· 48 reviews
FromNZD 217.81
Chicago: Field Museum of Natural History Ticket or VIP Tour
English
4.7/5
Very good· 41 reviews
5% off

Limited-time sale
FromNZD 47.91NZD 50.44
The Art Institute of Chicago: Skip The Line Ticket + Semi-Private Guided Tour
Duration: 150 mins
English
FromNZD 156.69
Chicago: Taste of Chinatown Food and Cultural Walking Tour
Duration: 3 hrs
English
5.0/5
Excellent· 17 reviews
5% off

Limited-time sale
FromNZD 140.40NZD 147.79
Chicago: Mob and Crime Bus Tour
Duration: 1.5 hrs
English
4.7/5
Very good· 51 reviews
5% off

Limited-time sale
FromNZD 80.94NZD 85.21
The Art Institute of Chicago: Skip The Line Ticket + Exclusive Guided Tour
Duration: 150 mins
English
FromNZD 146.21

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Frequently asked questions about Chicago Day tours

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



What are the best Day tours in Chicago?



What are the top-rated Day tours in Chicago?



How can I contact Trip.com customer support?



Can I change or cancel my booking?



How can I get discounted prices?

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Trip.com picks

Popular Chicago Tours

Best Chicago Experiences

Popular activities

More popular destinations

Chicago: Architecture Foundation Center River Cruise aboard Chicago's First Lady Big Bus Chicago: Hop-on Hop-off Bus Tour Chicago: Architecture River Cruise from Navy Pier Chicago River 45-Minute Architecture Tour from Magnificent Mile Chicago Favorites Ultimate Food and Walking Tour Chicago: 45 Minute Architectural Sightseeing Cruise iFLY Chicago Lincoln Park: First Time Flyer Experience Chicago: Canine Cruise Chicago: Moonlight Paddle Tour on the Chicago River Chicago River 90-Minute Architecture Tour Chicago: 2-Hour Kayak Rental from Bridgeport Chicago: Classic Food & Walking Tour with Free Bike or Kayak Original Chicago Prohibition Tour Chicago: Museum of Ice Cream Entry Ticket Chicago: Loop Neighborhood Guided Walking Tour

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Reviews/Trip Moments

★

Reviews: Chicago: Architecture River Cruise Skip-the-Ticket Line

Guest User2026-03-24

This was by far one of the best experiences I have had. It was so awesome to see the river turn green for St Patrick's Day!

★

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: Lake Michigan Sunset Cruise in Chicago

Guest User2025-10-05

The views were amazing and the staff were friendly and entertaining. Would recommend this cruise to other travelers.

★

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 River 90-Minute Architecture Tour

Guest User2025-12-17

It was seriously so, so good ㅠ It was the highlight of my Chicago trip... This makes up almost 80 percent of my Chicago memories, and I have no regrets. The buildings are really huge and super beautiful. Make some memories there!

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