Top picks for Chicago Day tours
Discover 119 Day tours in Chicago on Trip.com, updated February 27, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!
From KRW 14,088.00 per person, with an average total of KRW 98,879.19. Choose the option that suits your plan.
With 8.785k 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: "Art Institute of Chicago Private Expert Guided Tour", a 2-hour adventure in Chicago!
The next available day tour departs on February 28, 2026. Book now to secure your spot!
Chicago Day tours usually take about 2 hours — perfect for a relaxed, immersive experience!
100% of Chicago Day tours now offer English-speaking guides
February 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.
Search attractions or local attractions & tours
Search
Day tours
Top Picks
Available Today
Available Tomorrow
119 results for Chicago Day tours
Sort by:
Recommended
Free cancellationDuration: 270 mins4.5/5Satisfied· 48 reviewsFromKRW 179,028
Create memories at 3 amazing photo stops, including one of the Chicago skylineFree cancellationBook now for todayDuration: 2–4 hrs4.9/5Excellent· 11 reviews5% offLimited-time saleFromKRW 66,728KRW 70,241
Admire the architectural grandeur of historic buildings in the LoopFree cancellationDuration: 2 hrs5% offLimited-time saleFromKRW 81,782KRW 86,087
Immerse yourself in Chicago's culture as you explore its vibrant neighborhoodsFree cancellationDuration: 3 hrs4.9/5Excellent· 14 reviews5% offLimited-time saleFromKRW 80,418KRW 84,651
91.8% of travelers recommendFree cancellationBook now for todayDuration: 45 mins4.7/5Very good· 1.4k reviews· 203 bookedFromKRW 40,103- Behold the beautiful architecture of the Museum CampusFree cancellationDuration: 3 hrs4.9/5Excellent· 9 reviews5% offLimited-time saleFromKRW 80,161KRW 84,380
Free cancellationBook now for todayDuration: 3 hrsFromKRW 114,805
Free cancellationDuration: 90 minsFromKRW 42,959
Creative cocktails, wine, and beer from our fully-stocked cash barFree cancellationDuration: 2–2.5 hrs4.8/5Very good· 18 reviews5% offLimited-time saleFromKRW 115,516KRW 121,596
23 consecutive positive reviewsFree cancellationBook now for todayDuration: 2 hrs4.9/5Excellent· 214 reviews5% offLimited-time saleFromKRW 48,850KRW 51,422
92.2% of travelers recommendFree cancellationBook now for todayDuration: 90 mins4.7/5Very good· 4.3k reviews· 172 bookedFromKRW 63,018
28 consecutive positive reviewsFree cancellationBook now for todayDuration: 1–1.5 hrs4.9/5Excellent· 67 reviews5% offLimited-time saleFromKRW 53,168KRW 55,967
90.9% of travelers recommendFree cancellationDuration: 1.5 hrs4.7/5Very good· 44 reviews5% offLimited-time saleFromKRW 57,244KRW 60,257
Explore Chicago's iconic architecture on foot,Free cancellationBook now for todayDuration: 4.5 hrs5.0/5Excellent· 18 reviews5% offLimited-time saleFromKRW 121,453KRW 127,846
45 consecutive positive reviewsFree cancellationBook now for todayDuration: 2 hrs4.9/5Excellent· 1.5k reviewsFromKRW 50,128
Free cancellationBook now for todayDuration: 4 hrsFromKRW 184,842
Free cancellationBook now for todayDuration: 4 hrsFromKRW 228,527
91% of travelers recommendFree cancellationDuration: 90 mins4.6/5Satisfied· 1k reviewsFromKRW 64,450
Explore unknown beautiful spaces that even locals walk by every dayFree cancellationDuration: 2 hrs5.0/5Excellent· 8 reviews5% offLimited-time saleFromKRW 47,711KRW 50,223
Explore Chicago's iconic riverfront skyscrapers and historic bridgesFree cancellationDuration: 1.8 hrsFromKRW 68,747
Challenge your friends or family to a round of mini golf on the Putt-Putt courseFree cancellationBook now for todayDuration: 1.5 hrs4.4/5Good· 47 reviews5% offLimited-time saleFromKRW 46,042KRW 48,466
Board at the iconic Navy Pier with panoramic views of the Chicago skylineFree cancellationDuration: 75 mins4.2/5Good· 5 reviewsFromKRW 88,418
Enjoy a smaller historic yacht experience rather than a large shipFree cancellationDuration: 1.5 hrs4.9/5Excellent· 7 reviewsFromKRW 96,526
Discover why the river flows in reverse and other engineering featsFree cancellationDuration: 2 hrs5.0/5Excellent· 1 reviewFromKRW 92,269
FromKRW 70,408
View more
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?
What are the recommended itineraries 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 Products
Popular activities
More Popular Destinations
Chicago: Loop Neighborhood Guided Walking TourChicago River 45-Minute Architecture Tour from Magnificent MileChicago River 90-Minute Architecture TourChicago: Museum of Ice Cream Entry TicketChicago Loop District Food Tour with Deep Dish & Beef SandwichChicago Favorites Ultimate Food and Walking Tour iFLY Chicago Lincoln Park: First Time Flyer ExperienceChicago: Field Museum of Natural History Ticket or VIP TourChicago: Highlights & Attractions Walking TourChicago: 2-Hour Kayak Rental from BridgeportChicago: Moonlight Paddle Tour on the Chicago RiverChicago: Medieval Torture Museum Ticket with Ghost HuntingChicago: 45 Minute Architectural Sightseeing CruiseChicago: Classic Food & Walking Tour with Free Bike or KayakChicago: Architecture River Cruise from Michigan Avenue
Chicago Yacht CharterChicago Travel EssentialsChicago SurfingChicago Connectivity SolutionsChicago Walking ToursChicago Group ToursFood & Drink in ChicagoChicago Boat TicketsChicago Local Tour GuidesBoat Experiences in ChicagoChicago Sports & AdventureWater Activities in ChicagoChicago Day ToursChicago City PassChicago ActivitiesTawau Division ClassesSapa JR PassHa Long Cultural ExperienceNha Trang DivingPhu Quoc Island ClassesTottori Prefecture JR PassHakone ClassesHakone JR PassMiyazu Costume ExperienceSeville Cultural ExperienceKunming Yunnan Ethnic Village Half Day Private Tour Lunar New Year availability for RealNZ Milford Sound / Piopiotahi 1-day tour cruise · Round-trip from Queenstown to Te AnauPrivate Dongchuan Red Land Adventure from Kunming – Witness Nature's MasterpieceAppenzell Day Tour in Switzerland|Chocolate factory and cheese workshop tour with tasting1-day tour to Rhine Falls and Appenzell in Switzerland|Chocolate factory and cheese workshop tour with tastingMunich private charter day tour: Olympiapark München + BMW Museum + New Town HallFrom Tbilisi Kakheti Region Signaghi Bodbe Group Guided TourHalong Bay Luxury Cruise With Buffet Lunch Full-day Tour From HanoiNanjing Day Tour/Guide/Chinese/English/Russian Itinerary Adjustable 4-Hour Guide ServiceBatu Caves & Genting Highlands Day Tour – A Journey of Wonders & Hidden EscapesThings to do in JilinThings to do in SeogwipoThings to do in AtlantaThings to do in SapaThings to do in Hoa Lu DistrictThings to do in Palma de MallorcaThings to do in GoremeThings to do in HurghadaThings to do in GuangzhouThings to do in JohorThings to do in GuilinThings to do in IndonesiaThings to do in DalatThings to do in Da NangThings to do in ChinaReviews/Trip Moments
★
★
★
★
★
Reviews: Small-Group Tour of Chicago Neighborhoods: North and South Side
Guest User2025-11-05
An authentic tour experience from a guide who loves Chicago. You will learn a lot and be entertained. ★
★
★
★
★
Reviews: Chicago: City Minibus Tour with Optional Architecture Cruise
Guest User2025-10-13
Avery was very knowledgeable and he shared his information with everyone on the tour. I would consider taking this tour again.★
★
★
★
★
Reviews: Chicago: Lakefront Neighborhoods Bike Tour
Guest User2025-09-22
Great tour company. Organized, efficient and friendly. Liam was our tour guide and he obviously enjoys his job. He is knowledgeable and engaging.★
★
★
★
★
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!
About
Payment methods
Our partners
Contact Center
of the year 2025
of the year 2025
Trip.com is part of Trip.com Group Limited, one of the world's leading providers of travel services.
Copyright © 2025 Trip.com Travel Singapore Pte. Ltd. All rights reserved
Site Operator: Trip.com Travel Singapore Pte. Ltd.
Site Operator: Trip.com Travel Singapore Pte. Ltd.