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
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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.
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Where to stay
Discover the most popular places to stay in Chicago, complete with recommendations from fellow travelers and special hotel offers
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What to eat
Want to eat like a local? Don't miss out on these top Chicago dishes and foodie spots.
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Chicago Moments: Through Travelers' Eyes
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香港展覽
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Chicago in 1 Day: An Itinerary from The Bean to the 94th Floor.
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Embrace the Sunshine and Embark on an Extraordinary Island Luxury Journey
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Pick High Altitude Roaming, Chicago’s Soul in the Clouds
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Chicago | Sitting Gently Across from the City in the World's Largest Starbucks
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The Chicago Athletic Association Hotel: A Vintage Luxury Steeped in Rich History and Culture
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The St. Regis Chicago: An Architectural Marvel Born from the Heritage and Innovation of Eastern and Western Cultures
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Four Seasons Hotel Chicago: A Luxurious Dream Above the Clouds
LOUIS MANNING
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Best of Chicago
Top 20 4-Star Select Hotels in Chicago
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Popular 4-Star Select Hotels Near Chicago
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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 Attractions in Chicago
Monument To The Great Northern Migration | Chicago Shakespeare Theater | Lincoln Park Conservatory | Cloud Gate | North Avenue Beach | Aon Center | Jane Addams Hull-House Museum | Vivere | Touch of Jane Addams | Chicago Sports Museum | Rockefeller Memorial Chapel | Ukrainian National Museum | Japanese Garden | Annunciation Greek Orthodox Cathedral | The Renaissance Society | TimeLine Theatre Company | Factory Theater | Montrose Point Bird Sanctuary | Goodman Theatre | Theater Wit | Sky Landing by Yoko Ono | Holstein Park | LeClaire-Hearst Park | Old Town Art Fair | Bikram Yoga Chicago IL | Bessemer (Henry) Park | Chicago Air and Water Show | Gallagher Way | Crusaders Church | PanIQ Escape Room Chicago (Logan Square)
Popular Ranked Lists
Top 20 Global Traveller-Picked Hotels in Harbin | Top 20 Global Traveller-Picked Hotels in Changsha | Top 20 Global Traveller-Picked Hotels in Suzhou | Top 20 Global Traveller-Picked Hotels in Qingdao | Popular Premium Hotels in Narendranagar | Top 50 Global Traveller-Picked Restaurants in Sanya | Top 50 Best Things to Do in Auckland | Top 50 Global Traveller-Picked Hotels in Beijing | Top 20 Global Traveller-Picked Hotels in Nanjing | Top 50 Best Things to Do in Abu Dhabi | Top 20 Global Traveller-Picked Hotels in Dalian | Top 50 Global Traveller-Picked Restaurants in Shenzhen | Top 50 Best Things to Do in Vienna | Top 50 Global Traveller-Picked Restaurants in Zhuhai | Top 50 Global Traveller-Picked Restaurants in Zhangjiajie | Top 20 Global Traveller-Picked Hotels in Yangshuo | Popular Premium Hotels Near Kemerovo | Top 50 Best Things to Do in Berlin | Top 50 Best Things to Do in Istanbul | Top 50 Global Traveller-Picked Restaurants in Xi'an | Top 50 Global Traveller-Picked Attractions in Guangzhou | Top 50 Global Traveller-Picked Restaurants in Qingdao | Top 50 Global Traveller-Picked Restaurants in Foshan | Top 10 Best Things to Do in Kathmandu | Top 50 Must-Visit Restaurants in Zhuhai | Top 20 Best Things to Do in Langkawi | Top 50 Global Traveller-Picked Attractions in Beijing | Top 50 Global Traveller-Picked Attractions in Shanghai | Top 50 Must-Visit Restaurants in Chiang Mai | Top 50 Global Traveller-Picked Hotels in Shanghai
Popular Restaurants in Chicago
NoMI | Shanghai Terrace | Untitled Supper Club | Dining Room At Kendall College | Boka | Eleven City Diner | Alinea | Au Cheval | EL ideas | Oriole | Elske | Wildberry Pancakes & Cafe | The Cheesecake Factory | Pequod's Pizza | m.henry | Bub City | Everest | RPM Steak | Rebar | Sunda New Asian - River North | Chez Joël | Viaggio Restaurant Chicago | Momotaro | Union Sushi + Barbeque Bar | Goddess and the Baker, 33 S Wabash-Millennium Park | Forno Rosso Pizzeria Napoletana | LH Rooftop | Swift & Sons | the Albert | Somerset
Recommended attractions at popular destinations
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Popular Trip Moments
Luxury and Elegance at the Four Seasons Tower Bridge | Christmas in Chicago | 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.
More Things To Do in Chicago
Chicago Architecture River Cruise | Chicago: Fireworks Cruise with Lake or River Viewing Options | Chicago CityPASS | Chicago: Willis Tower Skydeck and The Ledge Ticket | Chicago: Navy Pier Centennial Wheel Ticket | BIG BUS Chicago hop-on hop-off bus tour | Chicago River 90-Minute Architecture Tour | Chicago CityPASS: 5 attraction admission tickets | The Art Institute of Chicago: Fast Pass | 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 | Chicago: 45 Minute Architectural Sightseeing Cruise | Chicago: 90 Minute Architecture Sightseeing Cruise | Chicago by Night River and Lake Cruise | Lake Michigan Skyline Cruise in Chicago | Chicago: Family & Food Guided Bike Tour | Chicago: 2-Hour Kayak Rental from Bridgeport | Big Bus Chicago: Hop-on Hop-off Bus Tour | Chicago: Signature Dishes Bike Tour | Chinese Z work visa (valid every 3 months) - nationwide application processing in the US | Chicago: Gangsters and Ghosts Guided Walking Tour | Chicago Architecture: A Walk Through Time | Chicago Crime, Mobsters & Ghosts Walking Tour | US airport|VIP lounge pass at Chicago O'Hare International Airport/Midway International Airport|ORD/MDW airport VIP lounge transfer/flight waiting/rest | Lounge pass at Chicago Midway International Airport in the US (airport VIP lounge/transfer/flight waiting) | Chicago: Guided Food Tour + Bike or Kayak Rental | Chicago Walking Tour: A Walk Through Time | Chicago: Chinatown Food & Culture Walking Tour | Art Institute of Chicago Private Expert Guided Tour | Chicago Millennium Park: Self-Guided Walking Tour