Chicago
Chicago Travel Guide 2026: Top Attractions, Things to Do & Deals | Trip.com | May 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 | 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
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Four Seasons Hotel Chicago: A Luxurious Dream Above the Clouds
LOUIS MANNING
The Waldorf Astoria Chicago: A Shining Jewel on the Gold Coast
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The Peninsula Chicago: A Luxurious Artistic Palace at the Pinnacle of the Windy City
SereneMatrix9
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芝加哥
Chicago｜Architectural Symphony on the Lake Michigan
John TE
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Park Hyatt Chicago is worth it if you want to stay indefinitely
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Best of Chicago
Top 20 4-Star Select Hotels in Chicago
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Popular Premium Hotels Near Chicago
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Popular Scenic Hotels Near Chicago
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Top 20 4-Star Select Hotels near Chicago
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Other recommended cities
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Popular Types of Attractions in Chicago
Cultural institutions | Museums | Themed exhibition halls | Science & technology museums | Nature and wildlife | Natural scenery | Beaches and shores | Exhibitions & events | Performances | Concerts | Exhibitions | Historical attractions | Sightseeing tours | Night view | Boat tour | Leisure activities | Farms and pastures | Camping and campsites | Spa/massage | Parks | Outdoor activities | Shooting | Cycling
Popular Attractions in Chicago
The Wrigley Building | Tribune Tower | Institute for the Study of Ancient Cultures Museum | The Moody Church | Biograph Theatre | Rosehill Cemetery | Aqua at Lakeshore East Apartments | Anshe Emet Synagogue | Millennium Park | Lake Point Tower Condominium | Rate Field | Couch Mausoleum | Lincoln Monument | Broadway Playhouse | Soldier Field | Institute of Skin and Body | Spin | Chicago River | Factory Theater | Lakeshore East Park | Woodhull (Ross) Park | Edgebrook Branch, Chicago Public Library | Legler Regional Library, Chicago Public Library | Altgeld (John) Park | Canaryville Little League Park | Congregation Adas Yeshurun | Chicago Red Stars | The ConAgra Mural | Junior Achievement of Chicago | Muntu Dance Theatre
Popular Ranked Lists
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Popular Restaurants in Chicago
Eleven City Diner | Alinea | The Gage | Girl & The Goat | NoMI | Shanghai Terrace | Untitled Supper Club | Dining Room At Kendall College | Boka | Joe's Seafood, Prime Steak & Stone Crab | Au Cheval | EL ideas | Oriole | Miru | Tufano's Vernon Park Tap | The Purple Pig Restaurant | Lou Malnati's Pizzeria | Firecakes Donuts | The J. Parker | Portillo's Hot Dogs | River Roast | Sepia | Tanta | Weber Grill Restaurant | Gibsons Bar & Steakhouse | Yolk - Marina City | The Dearborn | Terrace 16 | Mako | Wildberry Pancakes & Cafe
Trending Travelogues
Popular Destinations
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Popular Trip Moments
Chicago | Sitting Gently Across from the City in the World's Largest Starbucks | Check in at The Peninsula Chicago and experience the ultimate in Eastern elegance across the ocean. | Chicago athletic Hotel By Hyatt | Hotel audrey | Chicago's high-energy daily life, from coffee shops to Tyrannosaurus Rex | Virgin hotel Chicago | Chicago Day 2 PLOG | A Day of Walking Tour! | Half-Day Tour Guide for Griffin Museum of Science and Industry | Half-Day Travel Guide to the Art Institute of Chicago | 5-Day Travel Guide for Chicago, USA | Chicago Easter: Tons of Activities from the Zoo to Community Parks | Chicago Spring Flower Walk | The Chicago Athletic Association Hotel: A Vintage Luxury Steeped in Rich History and Culture | April Exclusive: The Sea of Cherry Blossoms at Jackson Park is Picture-Perfect | Spring Exhibition Guide: Four Exhibitions at the Center for Photography | 🎨 Art Institute of Chicago — where you actually feel art | Illinois Locals' Secret Spring Park Map | Chicago feels bold, clean, and very architectural 🌆✨ | Chicago University's Lion Statue: A Must-Visit Spot | First Impressions of the University of Chicago Booth School of Business | A Romantic Autumn Campus Stroll | Chicago University Rainy Day Stroll Guide | Chicago University Chill Experience | A must-visit in Chicago: the world's largest Starbucks store | Chicago tourist classic basketball god's steakhouse | Warren Buffett's charity lunch steakhouse is located on the Chicago River. | Chicago University Winter Wonderland: Stunning Gothic Windows and a Chill Ski Day | Chicago Winter Wonderland: Classic Architecture x University Hotel Highlights | Chicago's Riverside Skyscraper Cluster | Modern Urban Beauty Under Blue Skies and White Clouds
More Things To Do in Chicago
Priority pass PP card global airport VIP lounge | Transit transfer waiting overnight | Single pass annual pass unlimited pass | Global use | BIG BUS Chicago hop-on hop-off bus tour | Chicago: Willis Tower Skydeck and The Ledge Ticket | Chicago CityPASS | United States Tourist / Visiting Relatives and Friends / Business Visa (Hong Kong Application) | Chicago Architecture River Cruise | Chicago to Milwaukee Landmarks Day Trip w/optional Miller Brewery & Harley Davidson Museum | Chicago: Museum of Ice Cream Entry Ticket | Chicago: Hop-on Hop-off Sightseeing Tour by Open-top Bus | Priority pass PP card global airport VIP lounge | Transit transfer waiting overnight | Single pass/multi-pass/annual pass | Global use | Chicago CityPASS: 5 attraction admission tickets | Chicago CityPASS City Pass | Chicago: Architecture River Cruise Skip-the-Ticket Line | Medieval Torture Museum: Entry Ticket | Small Group Max 12: Chicago Architecture and Aesthetics Tour | Architecture of the Magnificent Mile | Chinese Z work visa (valid every 3 months) - nationwide application processing in the US | Chicago: Loop Neighborhood Guided Walking Tour | World Cup 2026: Boston To New York City Highlights Tour | Trip Moments in Chicago, USA[Global Chicago Travel Photographer Package for Wedding Photography and Travel Shoots] | Chicago: Guided Bike Tour | Chicago Downtown: 3-Hr Guided Pizza Tour | Downtown Chicago: Architecture Highlights Guided Tour | Chicago: Inside Walking Tour Of Fine Arts Building | Chicago: Mob and Crime Bus Tour | Chicago: Highlights & Attractions Walking Tour | Chicago: Craft Brewery Barrel Bus Tour | Original Chicago Prohibition Tour | Chicago travel photography in the US[Chicago travel wedding photography, travel photographer, portrait photography, travel photoshoot, photo shooting] | Chicago: Riverwalk Self-Guided Walking Tour
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