Top Chicago Day Tours
Discover 118 Day tours in Chicago on Trip.com, updated January 30, 2026, with experiences lasting from 1 to 11 hours. Find the perfect adventure for your day!
From MXN 184.89 per person, with an average total of MXN 1,270.62. Choose the option that suits your plan.
With 8.797k 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 Highlights Walking Tour with Skydeck & Cruise", a 4-hour adventure in Chicago!
The next available day tour departs on January 31, 2026. Book now to secure your spot!
Chicago Day tours usually take about 4 hours — perfect for a relaxed, immersive experience!
97% of Chicago Day tours now offer English-speaking guides
January 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
118 results for Chicago Day tours
Sort by
Recommended
48-hour hop-on hop-off bus tour covering Chicago's top landmarksEnglishFree cancellationBook now for today4.4/5Good· 5 reviews5% offLimited-time saleFromMXN1,367.9MXN1,439.9
Chicago Shoreline Cruise Admission (Included in Price)Duration: 4 hrsEnglishFree cancellation5.0/5Excellent· 3 reviewsFromMXN3,239.77
28 consecutive positive reviewsDuration: 1 hrEnglishFree cancellation4.9/5Excellent· 67 reviewsFromMXN788.48
92.2% of travelers recommendDuration: 90 minsEnglishFree cancellation4.7/5Very good· 4.3k reviews· 170 bookedFromMXN778.15
91.8% of travelers recommendDuration: 45 minsEnglishFree cancellation4.7/5Very good· 1.4k reviews· 195 bookedFromMXN484.19
Creative cocktails, wine, and beer from our fully-stocked cash barDuration: 2–2.5 hrsEnglishFree cancellation4.9/5Excellent· 15 reviews5% offLimited-time saleFromMXN1,379.86MXN1,452.49
91.2% of travelers recommendEnglishFree cancellation4.6/5Satisfied· 91 reviews5% offLimited-time saleFromMXN732.78MXN771.35
Discover the secrets of the universe at Adler Planetarium, and more!EnglishFree cancellation4.7/5Very good· 13 reviews5% offLimited-time saleFromMXN1,367.9MXN1,439.9
Admire panoramic views over downtown, Lake Michigan, and Navy PierDuration: 15 minsFree cancellation4.4/5Good· 100 reviews5% offLimited-time saleFromMXN400.02MXN421.08
91% of travelers recommendDuration: 90 minsEnglishFree cancellation4.6/5Satisfied· 1k reviewsFromMXN778.15
26 consecutive positive reviewsDuration: 90 minsEnglishFree cancellation4.6/5Satisfied· 433 reviewsFromMXN778.15
Create memories at 3 amazing photo stops, including one of the Chicago skylineDuration: 2–4 hrsEnglishFree cancellation4.9/5Excellent· 11 reviews5% offLimited-time saleFromMXN797.09MXN839.05
90.9% of travelers recommendDuration: 1.5 hrsEnglishFree cancellation4.7/5Very good· 44 reviewsFromMXN719.95
Enjoy a fun-filled day suitable for the whole familyDuration: 1.5 hrsEnglishBook now for today5.0/5Excellent· 1 review5% offLimited-time saleFromMXN1,668.5MXN1,756.32
FromMXN464.83
27 consecutive positive reviewsDuration: 1 hrEnglish5.0/5Excellent· 27 reviews5% offLimited-time saleFromMXN488.46MXN514.17
FromMXN1,131.32
Explore Chicago's iconic architecture on foot,Duration: 4.5 hrsEnglishFree cancellation5.0/5Excellent· 18 reviews5% offLimited-time saleFromMXN1,612.23MXN1,697.09
25 consecutive positive reviewsDuration: 2 hrsEnglishFree cancellation4.9/5Excellent· 893 reviewsFromMXN1,296.92
Duration: 6–11 hrsEnglishFree cancellationFromMXN1,348.1
98.1% of travelers recommendDuration: 2 hrsEnglishFree cancellation4.9/5Excellent· 211 reviews5% offLimited-time saleFromMXN583.55MXN614.27
Duration: 150 minsEnglishFree cancellationBook now for todayFromMXN1,566.22
59 consecutive positive reviewsDuration: 210 minsEnglishFree cancellation4.8/5Very good· 63 reviewsFromMXN1,556.3
Explore Chicago's iconic riverfront skyscrapers and historic bridgesDuration: 1.8 hrsEnglishFree cancellationFromMXN830.03
Duration: 150 minsEnglishFree cancellationFromMXN1,444.86
FromMXN$924.01
Duration: 3 hrsEnglishFromMXN$2,323.63
1
2
3
4
5
6
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?
Reviews/Trip Moments
★
★
★
★
★
Reviews: Chicago: 48-hour Hop-on Hop-off Tour and 360 CHICAGO Deck
Guest User2025-09-16
The bus hit all of the places we wanted to see. It arrived every half hour and any stop which was very convenient.★
★
★
★
★
Reviews: Chicago Highlights Walking Tour with Skydeck & Cruise
Guest User2025-04-14
The tour was excellent Andrew did a wonderful job. He was very knowledgeable about Chicago history the buildings. Both experiences the sky deck, and the boat were great too. Highly recommend the tour just make sure to wear warm coat and comfortable shoes.★
★
★
★
★
Reviews: Chicago: Architecture River Cruise Skip-the-Ticket Line
Guest User2025-10-18
The Puerto Rican tour guide was excellent. We enjoyed the cruise and learning about the different blgs. Liam makes it memorable with her random jokes, a great experience in general. Highly recommended. A different kinda view of Chicago.★
★
★
★
★
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.★
★
★
★
★
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: City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise
Guest User2026-01-11
Amazing amazing amazing had a great time with my wife here will be coming back for brunch with my wife and kid soon customer service was excellent an vibes were great would definitely recommend
Trip.com Picks
Top Tours in Chicago
Best Experiences in Chicago
Popular Products
Trending Searches
Instituto de Arte de Chicago: Entrada sin colas + Visita guiada semiprivadaFlyover en Chicago: una experiencia inmersiva de teatro voladorChicago: Crucero al atardecer con guía de 90 minutosChicago: Visita sin colas al Instituto de Arte con guíaChicago: Guided Food Tasting + Bike TourChicago: Food and Prohibition Architecture Guided TourChicago: Crucero turístico arquitectónico de 45 minutosChicago Night Crimes Bus Tour: Criminals, Mobsters and GangstersChicago: Recorrido guiado a pie por el barrio LoopChicago River 45-Minute Architecture Tour from Magnificent MileChicago: Underground Pedway & the Loop Guided Walking TourChicago: Tapas & Flamenco Dinner in Ukrainian VillageRecorrido gastronómico y a pie definitivo por los lugares favoritos de ChicagoiFLY Chicago Lincoln Park: First Time Flyer ExperienceChicago round-trip|Dubuque Town + Galena Town
Wellness & Spa in ChicagoChicago Day ToursChicago Travel EssentialsChicago Local Tour GuidesChicago Spa & MassageChicago Airport Services in ChicagoFood & Drink in ChicagoBoat Experiences in ChicagoCultural Experiences in ChicagoChicago Travel ServicesChicago Visa Application ServicesChicago TransportationChicago Shopping DiscountsMalta SIM CardGuilin Spa & MassageTuaran City PassTuaran Day ToursTuaran Shopping DiscountsBongawan Restaurant DiscountsBongawan Group ToursGuam ActivitiesDenver Day ToursWellness & Spa in PutrajayaCatamaran Half Day Morning Cruise: KleftikoVenecia: Paseo en góndola con comentarios en directoPompeii Guided Tour & Lunch with Superior Wine TastingLa Última Cena: Tour GuiadoTootbus París: Autobús turístico ecológico + Tour nocturnoSt. Peter’s Basilica: Guided Dome ClimbCatedral de Barcelona: Entrada sin colas + Visita guiadaAirlie Beach: Whitsunday Sunset Cruise with Sparkling WineEstatua de la Libertad y Isla Ellis: Visita guiada + Entrada de ferri de ida y vueltaCiudad del Cabo: Excursión en grupo reducido a Aquila Safari con cata de vinos
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.