App

Customer support

NZD

Find bookings

Top picks for Chicago Day tours

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

Trip.com offers 99 Day tours in Chicago

Q: What are the best Day tours in Chicago?

Chicago: Architecture River Cruise Skip-the-Ticket Line Chicago: Gangsters and Ghosts Guided Walking Tour Lake Michigan Skyline 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 Chicago's Original Dazzling Architectural Interiors Tour

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

Get help anytime, anywhere within 30 seconds Contact customer support

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.

Discover 99 Day tours in Chicago on Trip.com, updated March 26, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From NZD 48.16 per person, with an average total of NZD 99.31. Choose the option that suits your plan.

With 13.936k 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 March 27, 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

March 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

Day tours

Top Picks

Available Today

Available Tomorrow

99 results for Chicago Day tours

Sort by:

Recommended

Chicago: Architecture River Cruise Skip-the-Ticket Line
Duration: 1–1.5 hrs
English
4.9/5
Perfect· 70 reviews
5% off

Limited-time sale
FromNZD 63.46NZD 66.8
Chicago: Gangsters and Ghosts Guided Walking Tour
Duration: 2 hrs
English
4.9/5
Perfect· 261 reviews
5% off

Limited-time sale
FromNZD 59.98NZD 63.14
Lake Michigan Skyline Cruise in Chicago
Duration: 30–45 mins
English
4.5/5
Excellent· 246 reviews
FromNZD 55.90
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
English
4.7/5
Outstanding· 1.4k reviews· 233 booked
FromNZD 48.16
Chicago River 90-Minute Architecture Tour
Duration: 90 mins
English
4.7/5
Outstanding· 4.3k reviews· 177 booked
FromNZD 77.40
Chicago: Architecture River Cruise from Navy Pier
Duration: 75 mins
English
FromNZD 66.98
Chicago Favorites Ultimate Food and Walking Tour
Duration: 3 hrs
English
4.8/5
Outstanding· 2k reviews
FromNZD 146.19
City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise
Duration: 2–2.5 hrs
English
4.9/5
Perfect· 27 reviews
5% off

Limited-time sale
FromNZD 153.45NZD 161.53
Chicago Downtown + Millennium Park Day Tour in the US
Duration: 5.7 hrs
English
4.5/5
Excellent· 4 reviews
FromNZD 258.00
Chicago: Shoreline Lake Michigan Skyline Cruise
Duration: 30 mins
English
4.7/5
Outstanding· 11 reviews
5% off

Limited-time sale
FromNZD 52.87NZD 55.66
Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck
English
4.7/5
Outstanding· 13 reviews
5% off

Limited-time sale
FromNZD 136.68NZD 143.88
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 68.33NZD 71.93
Chicago: City Minibus Tour with Optional Architecture Cruise
Duration: 2–4 hrs
English
4.9/5
Perfect· 12 reviews
5% off

Limited-time sale
FromNZD 79.64NZD 83.84
Chicago: Architecture Boat Tour with Drinks
Duration: 1.5 hrs
English
4.7/5
Outstanding· 45 reviews
5% off

Limited-time sale
FromNZD 68.33NZD 71.93
Small Group Max 12: Chicago Architecture and Aesthetics Tour
Duration: 1.8 hrs
English
FromNZD 82.56
Chicago: 90 Minute Architecture Sightseeing Cruise
Duration: 90 mins
English
FromNZD 77.16
Chicago: Small Group Walking Tour + Architecture Cruise + Skydeck Entry
Duration: 4 hrs
English
FromNZD 269.01
Chicago: Guided Highlights Tour + SkyDeck + Architecture Cruise
Duration: 4 hrs
English
FromNZD 217.59
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 100.57NZD 105.87
Original Chicago Architecture Interiors Tour: Dazzling Interiors
Duration: 2 hrs
English
4.9/5
Perfect· 1.5k reviews
FromNZD 60.20
Chicago Lake and River Architecture Tour
Duration: 90 mins
English
4.6/5
Excellent· 1k reviews
FromNZD 77.40
Chicago: Architecture Foundation Center River Cruise aboard Chicago's First Lady
Duration: 90 mins
English
FromNZD 97.88
Chicago: Architecture River Cruise from Michigan Avenue
Duration: 75 mins
English
FromNZD 78.99
Chicago: History and Architecture Guided Kayak Tour
Duration: 2 hrs
English
5.0/5
Perfect· 1 review
5% off

Limited-time sale
FromNZD 104.64NZD 110.15
Chicago: Secret Interiors Architecture Walking Tour
Duration: 2 hrs
English
4.9/5
Perfect· 222 reviews
5% off

Limited-time sale
FromNZD 58.32NZD 61.39
Chicago's Original Dazzling Architectural Interiors Tour
Duration: 2 hrs
English
5.0/5
Perfect· 9 reviews
5% off

Limited-time sale
FromNZD 56.94NZD 59.94
Chicago in a Day: Food, History & Architecture Walking Tour
Duration: 4.5 hrs
English
5.0/5
Perfect· 22 reviews
5% off

Limited-time sale
FromNZD 160.38NZD 168.83
Downtown Chicago: Architecture Highlights Guided Tour
Duration: 90 mins
English
FromNZD 51.53
Chicago: Museum of Ice Cream Entry Ticket
Duration: 1.5 hrs
English
4.4/5
Good· 42 reviews
5% off

Limited-time sale
FromNZD 55.77NZD 58.71
Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
English
4.7/5
Very good· 1.6k reviews
FromNZD 85.18
Chicago Mobs and Haunts Walking Tour
Duration: 90–120 mins
English
FromNZD 59.10
Lake Michigan Sunset Cruise in Chicago
Duration: 90 mins
English
4.6/5
Satisfied· 433 reviews
FromNZD 78.23
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 169.14NZD 178.05
Iconic Action Film and Movie Locations 1 Day Tour in Chicago
Duration: 5.6 hrs
English
FromNZD 205.12
Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting
Duration: 90 mins
English
4.8/5
Very good· 569 reviews
FromNZD 62.29
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 140.30NZD 147.69

Explore top experiences

See what other travellers love, based on ratings and bookings

Travel photography (3)Wi-Fi & SIM cards (27)City pass (8)Visas (4)Cultural experiences (3)Local cuisine (5)Food & drink (5)Sports experiences (1)Outdoor experiences (1)Transport (2)

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?



Trip.com Picks

Popular Chicago Tours

Best Chicago Experiences

Popular activities

More Popular Destinations

Chicago: Loop Neighborhood Guided Walking Tour Chicago River 45-Minute Architecture Tour from Magnificent Mile Chicago River 90-Minute Architecture Tour Chicago: Museum of Ice Cream Entry Ticket Chicago Favorites Ultimate Food and Walking Tour iFLY Chicago Lincoln Park: First Time Flyer Experience Original Chicago Prohibition Tour Chicago: Field Museum of Natural History Ticket or VIP Tour Chicago: Canine Cruise Chicago: 2-Hour Kayak Rental from Bridgeport Chicago: Moonlight Paddle Tour on the Chicago River Chicago: 45 Minute Architectural Sightseeing Cruise Chicago: Architecture River Cruise from Navy Pier Chicago: Classic Food & Walking Tour with Free Bike or Kayak Chicago: Architecture River Cruise from Michigan Avenue

Chicago Yacht Charter Chicago Travel Essentials Chicago Surfing Chicago Connectivity Solutions Chicago Walking Tours Chicago Group Tours Food & Drink in Chicago Chicago Boat Tickets Chicago Local Tour Guides Boat Experiences in Chicago Chicago Sports & Adventure Water Activities in Chicago Chicago Day Tours Chicago City Pass Chicago Activities Vietnam Cultural Experience Stuttgart Cultural Experience Sichuan Costume Experience Versailles Hot Air Balloon Philippines Classes Luxor Governorate Cultural Experience Lombok Driving Experience Boracay Island Driving Experience Watford JR Pass Seville Cultural Experience Chengdu Leshan Giant Buddha Day Tour Krabi Fantastic Four Islands day tour speedboating/longtail boat snorkeling at Railay Beach Highlights of Provence : Chateauneuf du Pape & Luberon UK Windsor Castle + Stonehenge 1-day tour Windsor Castle Day Tour from London, UK Southampton Shore Excursion: Post-Cruise Tour to London via Salisbury, Stonehenge and Windsor Luxor East Bank Cultural Heritage Private Car Service | English-Speaking Driver Transfer · Attraction Admission Tickets Not Included Pompeii Ruins and Sorrento Day Tour from Italy|Including Admission Ticket + Professional Guide + Pizza Lunch Chengdu Panda Base Volunteer Experience Private Half-Day Tour BEST Whistler & Shannon Falls Day Trip from Vancouver Canada Things to do in Seogwipo Things to do in Sapa Things to do in Hoa Lu District Things to do in Goreme Things to do in Hurghada Things to do in Jilin Things to do in Atlanta Things to do in Palma de Mallorca Things to do in Da Nang Things to do in Guilin Things to do in Dalat Things to do in Indonesia Things to do in Guangzhou Things to do in Johor Things to do in Madrid

Reviews/Trip Moments

★

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

Guest User2026-03-17

This 75-mins tour was so much fun! Great guide giving lots of really interesting information about Chicago’s architecture, all grounded in an understanding of how the city developed, what influenced the different architectural styles and the movement between then, and all decorated with fun jokes! I would definitely recommend to anyone who is struck by the city’s beauty and diversity of styles.

★

Reviews: Chicago: Gangsters and Ghosts Guided Walking Tour

Guest User2026-03-19

Max was a great guide, super energetic and enthusiastic. We had a beautiful early spring day and the walk was both informative and entertaining.

★

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 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 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.

