Chicago
Chicago Travel Guide 2026: Top Attractions, Things to do & Itinerary | Trip.com | August 2026
About Chicago
Recommended trip: 2–5 day(s)
Recommended trip: 2–5 day(s)Current weather conditions
25°CChicago Local Experiences Map
View local experiences on map
Trending in Chicago
View more
Trip.Best: Chicago
View more
Things to do in Chicago
What to do
Looking for things to do in Chicago? We provide up-to-date info on everything from must-see scenic spots to local hangouts.
View more
Where to stay
Discover the most popular places to stay in Chicago, complete with recommendations from fellow travelers and special hotel offers
View more
What to eat
Want to eat like a local? Don't miss out on these top Chicago dishes and foodie spots.
View more
Chicago Moments: Through Travelers' Eyes
Post
#Recommended
#chicago
#nationalpark
#lakes
香港展覽
愛旅行01
7
chicago
Chicago in 1 Day: An Itinerary from The Bean to the 94th Floor.
as_travelogue
1
Embrace the Sunshine and Embark on an Extraordinary Island Luxury Journey
TravelEnthusiast
Pick High Altitude Roaming, Chicago’s Soul in the Clouds
Mason Turner
Chicago | Sitting Gently Across from the City in the World's Largest Starbucks
Mason Turner
The Chicago Athletic Association Hotel: A Vintage Luxury Steeped in Rich History and Culture
JD. Noa 36
The St. Regis Chicago: An Architectural Marvel Born from the Heritage and Innovation of Eastern and Western Cultures
StellaSapphire_123
1
Four Seasons Hotel Chicago: A Luxurious Dream Above the Clouds
LOUIS MANNING
View more
Best of Chicago
Top 20 4-Star Select Hotels in Chicago
View more
Popular 4-Star Select Hotels Near Chicago
View more
Other recommended cities
New York
Saipan
Las Vegas
San Francisco
Popular Types of Attractions in Chicago
Nature and wildlife | Natural scenery | Beaches and shores | Exhibitions & events | Performances | Concerts | Exhibitions | Historical attractions | Sightseeing tours | Night view | Boat tour | Cultural institutions | Themed exhibition halls | Museums | Science & technology museums | Leisure activities | Farms and pastures | Camping and campsites | Spa/massage | Parks | Outdoor activities | Shooting | Cycling
Popular Ranked Lists
Top 50 Global Traveller-Picked Attractions in Sanya | Top 10 Premium Hotels in Jiangyin | Top 50 Global Traveller-Picked Restaurants in Qingdao | Top 10 Best Things to Do in Tonghua | Top 50 Must-Visit Restaurants in Phu Quoc Island | Top 10 Premium Hotels in Enshi Prefecture | Popular Premium Hotels in Sanming | Top 50 Must-Visit Restaurants in Zhanjiang | Top 50 Global Traveller-Picked Restaurants in Qingyuan | Top 10 Local Restaurants in Lushan National Park | Top 10 Premium Hotels in Tangshan | Top 10 Premium Hotels in Bengbu | Top 10 Premium Hotels in Jiangmen | Top 50 Global Traveller-Picked Restaurants in Sanya | Top 50 Global Traveller-Picked Restaurants in Beijing | Top 10 Premium Hotels in Leshan | Top 10 Premium Hotels in Baoding | Popular Best Things to Do in Shengsi | Popular Best Things to Do in Haining | Popular Best Things to Do in Neijiang | Top 20 Must-Visit Restaurants in Zibo | Top 10 Premium Hotels in Anqing | Popular Best Things to Do in Loudi | Top 10 Premium Hotels in Huaihua | Popular Premium Hotels in Changzhi | Popular Premium Hotels in Chifeng | Top 50 Global Traveller-Picked Restaurants in Xiamen | Top 20 Premium Hotels in Quanzhou | Top 20 Global Traveller-Picked Attractions in Zhangjiajie | Top 50 Global Traveller-Picked Attractions in Chengdu
Popular Restaurants in Chicago
Eleven City Diner | Alinea | NoMI | Shanghai Terrace | Untitled Supper Club | Dining Room At Kendall College | Boka | Au Cheval | EL ideas | Oriole | Elske | Miru | Tufano's Vernon Park Tap | The Purple Pig Restaurant | Firecakes Donuts | The J. Parker | Portillo's & Barnelli's Chicago | River Roast | Sepia | Tanta | Gibsons Bar & Steakhouse | Yolk - Marina City | The Dearborn | Terrace 16 | Mako | Galit | Wildberry Pancakes & Cafe | The Cheesecake Factory | Pequod's Pizza | m.henry
Recommended attractions at popular destinations
Popular Attractions in Bangkok | Popular Attractions in City of Manila | Popular Attractions in Tokyo | Popular Attractions in Taipei | Popular Attractions in Hong Kong | Popular Attractions in Seoul | Popular Attractions in Kuala Lumpur | Popular Attractions in Los Angeles | Popular Attractions in Shanghai | Popular Attractions in New York | Popular Attractions in Shenzhen | Popular Attractions in Osaka | Popular Attractions in Singapore | Popular Attractions in London | Popular Attractions in Guangzhou | Popular Attractions in San Francisco | Popular Attractions in Beijing | Popular Attractions in Macau | Popular Attractions in Bali | Popular Attractions in Jakarta | Popular Attractions in Paris | Popular Attractions in Ho Chi Minh City | Popular Attractions in Istanbul | Popular Attractions in Phuket | Popular Attractions in Chicago | Popular Attractions in Seattle | Popular Attractions in Toronto | Popular Attractions in Orlando | Popular Attractions in Cebu | Popular Attractions in Chiang Mai
Popular Trip Moments
Guangdong is not just about the sea! Step into Kaiping, Jiangmen, and discover the century-old watchtowers among the rice fields | An Art Tour in Hong Kong. | Review: Qantas Business Lounge Hong Kong. | Summer vacation 4-day ultimate US trip guide | 7 World Marathon Majors. | Just returned from a trip to the US, and I have some honest truths to share! But don't worry, with this guide, you can still have a blast. | Polishing the Bean: A Photographer’s Courtesy at Chicago’s Millennium Park | 8-day summer travel guide for the US that’s super practical | See Monet's "Water Lilies" in Person for Free! The Hong Kong Museum of Art's Blockbuster Grand Exhibition "Blooming: The Art of Gardens in East and West" Enters the Final Countdown! . | Chicago Winters: Cold, Beautiful, and Unforgettable ❄️ | 6-day itinerary for unique and healing experiences in the US | A 4-day US trip guide you’ll want to save | 8-day USA travel guide to help you explore America with ease | [Last Chance] See Original Monet Masterpieces for Free! 3 Major Exhibitions at the Hong Kong Museum of Art. | Stayed at a vintage hotel in Chicago’s Old Town—absolutely stunning | First time in the US? This guide quickly explains how to choose between the East Coast and West Coast | Chicago legendary window view hotel on Michigan Avenue prime location! Lie back and enjoy the dazzling city and river views | Chicago skyline | 10-Day Road Trip: Discovering the Hidden Gems of the Midwest | Snapshot | This American train station embodies the beauty of economic prosperity. | From "Moonlight Stroll" to "Lion Grove Garden," an ultimate clash of Chinese and Western garden art | Canvas of Legacy | Engines of Imagination | I've found the most authentic Western restaurant in Kunming! It's been run by an American couple for 12 years. | The largest Starbucks in the world is located in Chicago ☕️✨ | Chicago for the First Time: 7 Must-See Places. | The Bean in Chicago: 5 Nearby Places to See in One Walk.
More Things To Do in Chicago
Chicago Architecture River Cruise | Chicago: Fireworks Cruise with Lake or River Viewing Options | BIG BUS Chicago hop-on hop-off bus tour | Chicago CityPASS | Chicago: Willis Tower Skydeck and The Ledge Ticket | Chicago: Navy Pier Centennial Wheel Ticket | Chicago River 90-Minute Architecture Tour | Chicago CityPASS: 5 attraction admission tickets | U.S. airport|Chicago O'Hare international airport/Midway international airport VIP lounge pass|ORD/MDW airport VIP lounge for transit/waiting/rest | Chicago CityPASS City Pass | Lake Michigan Sunset Cruise in Chicago | The Art Institute of Chicago: Fast Pass | Chicago: 90 Minute Architecture Sightseeing Cruise | Chicago by Night River and Lake Cruise | Lake Michigan Skyline Cruise in Chicago | 360 CHICAGO Admission and Big Bus Hop-on Hop-off Tour | Chicago: Modern Skyscrapers Guided Tour with Entrance | Chicago Night Crimes Bus Tour: Criminals, Mobsters and Gangsters | Chicago: Downtown Guided Donut Tasting Tour | Chicago: Riverwalk Self-Guided Walking Tour | Chicago: Creepy Cruise | Chicago's Original Gangster Tour | Chicago: 48-Hour Hop-on Hop-off Bus + Architecture Cruise | Chicago: Craft Brewery Barrel Bus Tour | Chicago: Architecture Boat Tour with Drinks | Chicago: Shoreline Lake Michigan Skyline Cruise | Secret Food Tour: Loop District and 6+ Tastings | Chicago: The Loop Guided Tour | Museum of Ice Cream Chicago: VIP Anytime Entry Ticket | Trip Moments in Chicago, USA[Photographer Services: Following Shots, Aerial Photography, Scheduled Shoots, Candid Photography, Street Photography, Portraits, Wedding Photography, Micro Films/Multilingual Translation]