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
TravelEnthusiast
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
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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
LOUIS MANNING
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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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Other recommended cities
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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
Jazz Showcase | Leather Archives And Museum | Old St. Patrick's Catholic Church | St. Mary of Perpetual Help Catholic Church | Architectural Artifacts, Inc. | Mini City on 21 | Bessemer (Henry) Park | Faith Tabernacle Baptist Church | Margate Park Puptown Dog Park | Al Sadiq Masjid | Washington Park | PanIQ Escape Room Chicago (Logan Square) | Ryerson & Burnham Library | Michael Jordan Statue | Clover Park | Baby Wants Candy | Noble Fool Theater | Kujawa (Chester Frank) Park | Holstein Park | Hoard (Edison) Park | Coleman Branch, Chicago Public Library | Gleacher Conference Center | Maxwell Street Station | Gallagher Way | Grape Park | South Shore Golf Course | Bad Axe Throwing Chicago (West Loop) | Damen silos | Crusaders Church | Nfl
Popular Ranked Lists
Top 10 Best Things to Do in Yongzhou | Top 50 Must-Visit Restaurants in Auckland | Top 50 Must-Visit Restaurants in Santorini | Popular Premium Hotels in Vosges | Popular Premium Hotels in Phagwara | Popular Best Things to Do in Jinchang | Popular Best Things to Do in Luzhou | Popular Best Things to Do in Zhijiang | Popular Best Things to Do in Jishou | Top 50 Global Traveller-Picked Restaurants in Fuzhou | Top 50 Global Traveller-Picked Restaurants in Chongqing | Popular Best Things to Do in Leye | Popular Premium Hotels in Yatinuwara | Top 50 Must-Visit Restaurants in Rome | Top 50 Must-Visit Restaurants in Chaozhou | Popular Premium Hotels in Vosges | Top 50 Global Traveller-Picked Restaurants in Zhuhai | Popular Premium Hotels in Buruanga | Popular Premium Hotels in Tomsk Oblast | Popular Premium Hotels in Patiala | Popular Best Things to Do in Pingxiang | Popular Premium Hotels in Cucuta | Popular Premium Hotels in Altaysky District | Top 50 Global Traveller-Picked Restaurants in Beijing | Popular Premium Hotels in Astrakhan | Popular Best Things to Do in Fuzhou | Top 50 Must-Visit Restaurants in Paris | Popular Premium Hotels Near Novosibirsk | Popular Premium Hotels in Kythnos | Popular Best Things to Do in Boluo
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
Illetas Travel | City of San Marino Travel | Valenca Travel | Tongjiang Travel | Giza Governorate Travel | Varanasi Travel | Hua Hin Travel | Ayada Travel | Fukuoka Travel | Wudi Travel | Powys Travel | Luxor Travel | Los Lagos Department Travel | Nichinan Travel | Batticaloa Travel | Foshan Travel | Preston County Travel | Budapest Travel | Muscatine Travel | Anhua Travel | Honghe Travel | Forster Travel | Bacoor Travel | Curacautin Travel
Recommended attractions at popular destinations
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Popular Trip Moments
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. | 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.
More Things To Do in Chicago
Chicago Architecture River Cruise | Chicago: Fireworks Cruise with Lake or River Viewing Options | BIG BUS Chicago hop-on hop-off bus tour | Chicago CityPASS | Chicago: Willis Tower Skydeck and The Ledge Ticket | Chicago: Navy Pier Centennial Wheel 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 | Lake Michigan Sunset Cruise in Chicago | 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 Explorer Pass: 2 to 7 Attractions including SkyDeck | Chicago in a Day: Food, History & Architecture Walking Tour | Chicago: Creepy Cruise | Chicago: 90-Minute Guided Sunset Cruise | Chicago: Chinatown Food & Culture Walking Tour | Chicago: Canine Cruise | Hidden In Plain Sight: Chicago Prohibition Tour | Chicago: Guided Haunted Tour | Chicago: Food Tour + Bike or Kayak Rental | Chicago: Art Institute Skip-the-Line Tour with Guide | U.S. Chicago Midway Airport VIP lounge pass/MDW airport VIP lounge transit/rest | Original Chicago Prohibition Tour | Chicago's Original Dazzling Architectural Interiors Tour | Chicago C3 CityPASS: 3 Attractions of your choice | Lincoln Park Chicago: Ghost Tour and Hunt