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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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
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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
The Renaissance Society | Fourth Presbyterian Church | Chuck E. Cheese | Shoreline Sightseeing(Michigan Avenue) | Smart Museum of Art | Union Stockyards Gate | Sullivan Center | South Shore Cultural Center | South Side | Skydeck Chicago | McCormick Place | Monadnock Building | Rockefeller Memorial Chapel | Balzekas Museum Of Lithuanian Culture | International Museum of Surgical Science | TimeLine Theatre Company | Solidarity Drive | Leather Archives And Museum | The Dance Center-Columbia College Chicago | Spamilton - An American Parody | San Marco II | Oak Woods Cemetery | Magnificent Mile | Griffin Museum of Science and Industry | Burnham (Daniel) Park | William Rainey Harper Memorial Library | Firehouse Bakery & Grill | Frederick C. Robie House | Taller Mestizarte | Grant Park
Popular Ranked Lists
Top 50 Global Traveller-Picked Restaurants in Xi'an | Top 50 Must-Visit Restaurants in Washington D.C. | Top 10 Best Things to Do in Siem Reap | Top 50 Must-Visit Restaurants in Zhengzhou | Popular Premium Hotels in Durango | Top 50 Global Traveller-Picked Attractions in Shenzhen | Popular Luxury Hotels Near Dublin | Top 50 Must-Visit Restaurants in Moscow | Top 10 Best Things to Do in Luang Prabang | Top 50 Must-Visit Restaurants in Manchester | Top 50 Must-Visit Restaurants in Toronto | Popular Premium Hotels in Kocaeli Province | Top 10 Best Things to Do in City of Manila | Top 50 Best Things to Do in Prague | Popular Premium Hotels in Vagan | Top 50 Global Traveller-Picked Attractions in Guangzhou | Top 50 Must-Visit Restaurants in Cairo | Top 20 Best Things to Do in Nagoya | Top 50 Global Traveller-Picked Restaurants in Shanghai | Top 50 Global Traveller-Picked Hotels in Xi'an | Top 20 Global Traveller-Picked Hotels in Qingyuan | Top 50 Global Traveller-Picked Restaurants in Qingdao | Popular Luxury Hotels in Tegernsee Lake | Top 50 Global Traveller-Picked Hotels in Chengdu | Top 50 Must-Visit Restaurants in Birmingham | Popular Premium Hotels in Al Shahaniya | Top 20 Must-Visit Restaurants in Guam | Top 50 Global Traveller-Picked Restaurants in Hangzhou | Top 20 Best Things to Do in Christchurch | Top 50 Global Traveller-Picked Hotels in Shanghai
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
Popular Destinations
Tacna Travel | Hastings District Travel | Cumberland County Travel | Purbeck District Travel | Philipstown Travel | Ashland Travel | Zanzibar South Region Travel | Koh Tao Travel | Pak Chong Travel | Matsumoto Travel | Ningxia Travel | Wayanad Travel | City of San Marino Travel | Valenca Travel | Eastham Travel | Terra de Caldelas Travel | Uruma Travel | Hitachi Travel | Appledore Travel | Honghe Travel | Forster Travel | Bacoor Travel | Curacautin Travel | Ubatuba Travel | Slovakia Travel | Quernmore Travel | Giverny Travel | West Bay Travel | Kronshtadt Travel
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: Navy Pier Centennial Wheel Ticket | BIG BUS Chicago hop-on hop-off bus tour | Chicago: Willis Tower Skydeck and The Ledge 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 | 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 | Chicago: Field Museum of Natural History Ticket or VIP Tour | Chicago: Chicago Children's Museum Entry Ticket | Chicago C3 CityPASS: 3 Attractions of your choice | Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting | Chicago: Highlights & Attractions Walking Tour | Chicago: Taste of Chinatown Food and Cultural Walking Tour | Chicago: Downtown Guided Donut Tasting Tour | United States Tourist/Visiting relatives and friends/Business Visa (Application in MYS/SG/UK) | Lounge pass at Chicago Midway International Airport in the US (airport VIP lounge/transfer/flight waiting) | Go City Chicago All-Inclusive Pass | Chicago: History and Architecture Guided Kayak Tour | U.S. O'Hare International Airport VIP lounge pass/ORD airport VIP lounge transit/rest | Big Bus Chicago Combo: 48-hour Hop-On Hop-Off Ticket and Shoreline Architecture Cruise | Chicago: Fulton Market Guided Donut Tour | Chicago: Fulton Market Donut Adventure with Tastings | Museum of Ice Cream Chicago: VIP Anytime Entry Ticket