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
Millennium Park | Museum of Holography, | National Museum of Mexican Art | Auditorium Theatre | Holy Trinity Orthodox Cathedral | Martyrs' | Couch Mausoleum | Pullman National Historical Park | Pilsen | Chicago Architecture Center River Cruise | Chicago History Museum | Lincoln Park | The Art Institute of Chicago | The Green Door Tavern | Frederick C. Robie House | Chase Auditorium | Addington Gallery | The Den Theatre | Noble-Seymour-Crippen House | Norwood Park Historical Society | Blessed Maria Gabriella West Parish | Credit Union 1 Arena | King's Dominion International Church | May I Have This Dance | Game Night Out | Rogers Park Branch, Chicago Public Library | Margate Park Puptown Dog Park | Makki Masjid | Wrigley Rooftops | Roden Branch, Chicago Public Library
Popular Ranked Lists
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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 | 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 | Wildberry Pancakes & Cafe | The Cheesecake Factory | Pequod's Pizza | m.henry | Bub City | Everest
Popular Destinations
Tortola Travel | Narusawa Travel | Sainte-Maxime Travel | Cayenne Travel | Oarai Travel | Muskogee County Travel | Nanaimo G Travel | Tacna Travel | Hastings District Travel | Cumberland County Travel | Purbeck District Travel | Philipstown Travel | Ashland Travel | Clermont Travel | Beavercreek Travel | Stanley Travel | Yomitan Travel | Osijek-Baranja County Travel | Jabiru Travel | Hornsea Travel | Podgorica Travel | Ashford Travel | Sequim Travel | North Berwick Travel | Bingham County Travel | Solihull Travel | Cape Elizabeth Travel | Winchester Travel
Recommended attractions at popular destinations
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Popular Trip Moments
🇦🇺 รีวิว 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. | Classic American Restaurant in Festival Walk! Dan Ryan's Recommends the Chicago Set | ☕️ Starbucks, which surprised from the very first minute | 360 Chicago: Lake Michigan and the Entire City from the 94th Floor
More Things To Do in Chicago
Chicago Architecture River Cruise | Chicago CityPASS | BIG BUS Chicago hop-on hop-off bus tour | Chicago: Willis Tower Skydeck and The Ledge Ticket | Chicago River 90-Minute Architecture Tour | U.S. airport|Chicago O'Hare international airport/Midway international airport VIP lounge pass|ORD/MDW airport VIP lounge for transit/waiting/rest | Chicago: Fireworks Cruise with Lake or River Viewing Options | Chicago: Navy Pier Centennial Wheel Ticket | The Art Institute of Chicago: Fast Pass | Lake Michigan Skyline Cruise in Chicago | Chicago Crime and Mob Bus Tour | Chicago CityPASS: 5 attraction admission tickets | Chicago: Architecture Foundation Center River Cruise aboard Chicago's First Lady | Lake Michigan Sunset Cruise in Chicago | Chicago: Gangsters and Ghosts Guided Walking Tour | Travel Internet Hubby eSIM - USA | Chicago River 45-Minute Architecture Tour from Magnificent Mile | Chicago: Food and Prohibition Architecture Guided Tour | Go City Chicago All-Inclusive Pass | U.S. Chicago Midway Airport VIP lounge pass/MDW airport VIP lounge transit/rest | United States Tourist / Visiting Relatives and Friends / Business Visa (Hong Kong Application) | Chicago: Workers Cottages of Oldtown Triangle Walking Tour | Chicago: Canine Cruise | Chicago: Signature Dishes Bike Tour | Scenic Chicago Night Tour | Chicago Murder Mystery Tour | iFLY Chicago (Lincoln Park) | Chicago downtown sightseeing helicopter flight experience (10-20 min helicopter flight optional) | Chicago: Premier Dinner Cruise on the Chicago River | The Chicago Theatre Tour Experience