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
Annunciation Greek Orthodox Cathedral | Chicago Sports Museum | Chinatown | UIC Pavilion | North Avenue Beach | Balzekas Museum Of Lithuanian Culture | The Renaissance Society | Shoreline Sightseeing(Michigan Avenue) | Lincoln Park Conservatory | Cloud Gate | Newberry Library | River Esplanade Park | Chuck E. Cheese | Monadnock Building | Rockefeller Memorial Chapel | Mariano Plaza | Bailiwick Repertory Theatre | Rivendell Theatre Ensemble | Lakeview Baseball Club | Heald Square Monument | Chicago Truborn | Washington Park Fieldhouse | Bessemer (Henry) Park | Legler Regional Library, Chicago Public Library | Ray & Joan Kroc Stadium | Kennedy-King College Library | About Face Theatre Offices | Co-Prosperity | Coleman Branch, Chicago Public Library | Wabash Arts Corridor
Popular Ranked Lists
Top 50 Global Traveller-Picked Hotels in Shanghai | Top 50 Must-Visit Restaurants in Barcelona | Top 50 Global Traveller-Picked Attractions in Sanya | Popular Best Things to Do in Grundarfjardarbaer | Popular Best Things to Do in Saint-Pierre | Top 50 Must-Visit Restaurants in Phuket | Popular Best Things to Do in Nan'ao Island | Top 20 Premium Hotels in Zhoushan | Top 50 Must-Visit Restaurants in Osaka | Top 20 Premium Hotels in Yangzhou | Top 20 Premium Hotels in Yinchuan | Top 20 Premium Hotels in Hefei | Top 10 Best Things to Do in Penida Island | Top 20 Global Traveller-Picked Hotels in Dalian | Top 50 Must-Visit Restaurants in Rome | Popular Best Things to Do in Zhenyuan Ancient Town | Top 50 Must-Visit Restaurants in Madrid | Top 50 Global Traveller-Picked Restaurants in Zhangjiajie | Popular Best Things to Do in Toronto Islands | Top 20 Premium Hotels in Haikou | Popular Best Things to Do in Banyumas Regency | Popular Best Things to Do in Kuandian | Top 50 Global Traveller-Picked Restaurants in Foshan | Top 20 Premium Hotels in Taiyuan | Popular Best Things to Do in Akureyrarbaer | Popular Best Things to Do in Skeida- og Gnupverjahreppur | Popular Best Things to Do in Thingeyjarsveit | Top 50 Global Traveller-Picked Hotels in Chongqing | Top 20 Global Traveller-Picked Hotels in Wuhan | Popular Best Things to Do in Kaş
Popular Restaurants in Chicago
Eleven City Diner | Cafe Jumping Bean | Irazu Costa Rican Restaurant & Catering | Gino's East | Honey Butter Fried Chicken | NoMI | RL Restaurant | Shanghai Terrace | Untitled Supper Club | Dining Room At Kendall College | Boka | Hoosier Mama Pie Company | Au Cheval | The Green Door Tavern | EL ideas | Fulton Market Kitchen | Oriole | Elske | Miru | The Chicago Firehouse Restaurant | Dunkin' | Nepal House (South Loop) | Frontier Chicago | The Wormhole Coffee | Mac's Wood Grilled | Flo | Coalfire | Yolk - West Loop | Tufano's Vernon Park Tap | Pompei Restaurant
Recommended attractions at popular destinations
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Popular Trip Moments
🏡🌮 Chicago Day 3 Itinerary — Oak Park, Pilsen & Chinatown! | 🦖🍜 Chicago Day 2 Itinerary — Hidden Gems, Amazing Food & Weird Chicago | 🇨🇳 What are some good souvenirs to buy in China? A list of popular gifts 🎁🐼 | 🇺🇸 Chicago Day 1 Itinerary 🌭🏙️ The Perfect First Day in the Windy City | 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
More Things To Do in Chicago
Chicago Architecture River Cruise | Chicago: Fireworks Cruise with Lake or River Viewing Options | Chicago: Willis Tower Skydeck and The Ledge Ticket | BIG BUS Chicago hop-on hop-off bus tour | Chicago CityPASS | Chicago CityPASS: 5 attraction admission tickets | The Art Institute of Chicago: Fast Pass | Chicago: Navy Pier Centennial Wheel Ticket | Chicago first lady sightseeing river and lake cruise | 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 CityPASS City Pass | Chicago: Field Museum of Natural History Ticket or VIP Tour | Chicago: 45 Minute Architectural Sightseeing Cruise | Chicago: 90 Minute Architecture Sightseeing Cruise | Art Institute of Chicago Private Expert Guided Tour | iFLY Chicago (Lincoln Park) | Chicago: Gangsters & Ghosts Guided Walking Tour | The Art Institute of Chicago: Skip The Line Ticket + Exclusive Guided Tour | Go City: Chicago Essential Pass - 3 Attractions | Chicago: Riverwalk Self-Guided Walking Tour | Lounge pass at Chicago Midway International Airport in the US (airport VIP lounge/transfer/flight waiting) | Medieval Torture Museum: Entry Ticket | Chicago: Architecture Boat Tour with Drinks | Big Bus Chicago: Sunset Guided Bus Tour | Chicago: Mob and Crime Bus Tour | Chicago: Sunset Kayak Tour on the Chicago River | Chicago: 2-Hour Kayak Rental from North Rockwell | Chicago: Museum of Ice Cream Entry Ticket | Chicago: Downtown TV and Film Walking Tour