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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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
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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
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Chicago｜Architectural Symphony on the Lake Michigan
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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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Popular 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 Renaissance Society | Magnificent Mile | Firehouse Bakery & Grill | Monadnock Building | Balzekas Museum Of Lithuanian Culture | Pullman National Historical Park | McCormick Place | The Old Post Office | South Shore Cultural Center | South Side Community Art Center | Frederick C. Robie House | Jane Addams Hull-House Museum | McCormick Tribune Center | Chicago History Museum | Annunciation Greek Orthodox Cathedral | St. Therese Chinese Catholic Church | Factory Theater | Chess Records | Taller Mestizarte | Spa Eurostars Magnificent Mile | Wentworth (John) Gardens Park | Employment & Employer Services Inc | Washington Park | Moran (Terrance) Park | Wrightwood 659 | Sports Zone Park | Kujawa (Chester Frank) Park | About Face Theatre Offices | Bikram Yoga Chicago IL | Adeline’s Sea Moose
Popular Ranked Lists
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Popular Restaurants in Chicago
Eleven City Diner | Alinea | The Gage | Girl & The Goat | Joe's Seafood, Prime Steak & Stone Crab | Au Cheval | EL ideas | Oriole | NoMI | Shanghai Terrace | Untitled Supper Club | Dining Room At Kendall College | Boka | Miru | Tufano's Vernon Park Tap | The Purple Pig Restaurant | Lou Malnati's Pizzeria | Firecakes Donuts | The J. Parker | Portillo's & Barnelli's Chicago | River Roast | Sepia | Tanta | Weber Grill Restaurant | Gibsons Bar & Steakhouse | Yolk - Marina City | The Dearborn | Terrace 16 | Mako | Tank Noodle
Trending Travelogues
Popular Destinations
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Recommended attractions at popular destinations
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Popular Trip Moments
The Pokemon Fossil museum | Pick High Altitude Roaming, Chicago’s Soul in the Clouds | 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
More Things To Do in Chicago
Chicago Architecture River Cruise | Chicago: Willis Tower Skydeck and The Ledge Ticket | Chicago CityPASS | BIG BUS Chicago hop-on hop-off bus tour | Lake Michigan & Chicago River: 1.5-Hr Sightseeing Cruise | Go City: Chicago Explorer Pass (Discover over 30 top attractions | 360 CHICAGO, Skydeck Chicago & more) | Chicago: 90 Minute Architecture Sightseeing Cruise | Chicago: Museum of Ice Cream Entry Ticket | Lake Michigan Sunset Cruise in Chicago | Chicago by Night River and Lake Cruise | Chicago: Architecture River Cruise Skip-the-Ticket Line | Chicago River 45-Minute Architecture Tour from Magnificent Mile | Chicago: Hop-on Hop-off Sightseeing Tour by Open-top Bus | U.S. airport|Chicago O'Hare international airport/Midway international airport VIP lounge pass|ORD/MDW airport VIP lounge for transit/waiting/rest | United States Tourist/Visiting relatives and friends/Business Visa (Application in MYS/SG/UK) | Chicago: Classic Food & Walking Tour with Free Bike or Kayak | Chicago: Guided Food Tour + Bike or Kayak Rental | Architecture of the Magnificent Mile | Flyover Experience in Chicago | Chicago Mobs and Haunts Walking Tour | Chicago: Mob and Crime Bus Tour | Chicago: 2-Hour Downtown Kayak Rental | The Art Institute of Chicago: Skip The Line Ticket + Semi-Private Guided Tour | Chicago: Signature Dishes Bike Tour | Restaurant Reservation Service for the Trendy Addison Restaurant in Chicago, USA | Chicago: 90-Minute Architecture Tour on the Lake & River | iFLY Chicago Lincoln Park: First Time Flyer Experience | Chicago: Downtown Guided Donut Tasting Tour | Lake Michigan: Premier Brunch or Lunch Cruise | Chicago: Underground Pedway & the Loop Guided Walking Tour