Chicago
Chicago Travel Guide 2026: Top Attractions, Things to Do & Deals | 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
The Wrigley Building | Tribune Tower | Soldier Field | Lincoln Monument | Museum of Holography, | Vietnam Veterans Fountain | Auditorium Theatre | Holy Trinity Orthodox Cathedral | Church of Saint John Cantius | Japanese Culture Center | Chicago Loop Synagogue | Biograph Theatre | Couch Mausoleum | Broadway Playhouse | Our Lady of Mount Carmel Church | St Mary Of The Angels Catholic Church | Spa Eurostars Magnificent Mile | Ukranian Cultural | 95th Street Bridge | Chopin Theatre | Revel Motor Row | Hartigan Beach Park | Margate Park Puptown Dog Park | Fountainhead Lofts | Millennium Park Ice Rink | Oasis Church Chicago | Chippewa Park | Muntu Dance Theatre | Bessemer (Henry) Park | Ogden (William) Park
Popular Ranked Lists
Popular Best Things to Do in Tongdao | Popular Premium Hotels in Sousse | Popular Premium Hotels in Turkistan | Top 50 Must-Visit Restaurants in Tianjin | Popular Premium Hotels Near Grodna District | Popular Best Things to Do in Sheyang | Popular Premium Hotels in Pebble Beach | Popular Premium Hotels in Mathon | Popular Premium Hotels in Figueira da Foz | Popular Best Things to Do in Jinchang | Popular Premium Hotels in Navsari | Top 20 Global Traveller-Picked Attractions in Zhangjiajie | Top 50 Must-Visit Restaurants in Guangzhou | Popular Premium Hotels Near Babeldaob Island | Popular Premium Hotels in Dzyatlava District | Popular Best Things to Do in Nan'ao County | Top 50 Global Traveller-Picked Attractions in Beijing | Top 50 Must-Visit Restaurants in Los Angeles | Top 50 Must-Visit Restaurants in Chongqing | Popular Best Things to Do in Keketuohai Scenic District | Popular Premium Hotels in Durango | Top 50 Global Traveller-Picked Restaurants in Xi'an | Top 50 Global Traveller-Picked Restaurants in Shanghai | Top 50 Must-Visit Restaurants in Venice | Top 50 Global Traveller-Picked Restaurants in Chongqing | Popular Premium Hotels in Del Monte Forest | Top 50 Must-Visit Restaurants in Zurich | Popular Premium Hotels Near Brest District | Popular Premium Hotels Near Mount Buller | Top 50 Must-Visit Restaurants in Qingdao
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
Kaiserslautern Travel | North Norfolk District Travel | Gimli Travel | Soja Travel | Ljubljana Travel | Westfield Travel | Brown County Travel | McCurtain County Travel | Nordfriesland Travel | Gushi Travel | Telford Travel | Bohu Travel | Turriff Travel | Cusco Region Travel | North Adams Travel | Ube Travel | Gyumri Travel | Emmet County Travel | Polk County Travel | Kawagoe Travel | Karlovy Vary Region Travel | Yitong Travel | Palmerston North Travel | Wudi Travel | Saint Buryan Travel | Colwyn Bay Travel | Kane County Travel | Philadelphia County Travel | Midland Travel
Recommended attractions at popular destinations
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Popular Trip Moments
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. | Classic American Restaurant in Festival Walk! Dan Ryan's Recommends the Chicago Set
More Things To Do in Chicago
Chicago Architecture River Cruise | Chicago: Fireworks Cruise with Lake or River Viewing Options | Chicago CityPASS | BIG BUS Chicago hop-on hop-off bus tour | 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: Fulton Market Donut Adventure with Tastings | Chicago Seadog 75-min Speedboat Architecture Cruise | Chicago: Chicago Children's Museum Entry Ticket | Big Bus Chicago Combo: 48-hour Hop-On Hop-Off Ticket and Shoreline Architecture Cruise | Chicago Favorites Ultimate Food and Walking Tour | Chicago Crime, Mobsters & Ghosts Walking Tour | U.S. Chicago Midway Airport VIP lounge pass/MDW airport VIP lounge transit/rest | Chicago: Guided Gangsters & Food Walking Tour | U.S. Chicago Midway International Airport VIP lounge pass/MDW airport VIP lounge transit/rest | City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise | Chicago: Downtown Guided Donut Tasting Tour | Chicago: The Loop Guided Tour | Chicago's Delicious Downtown Donut Tour with 8 Amazing Tastings | Chicago: Guided Highlights Tour + SkyDeck + Architecture Cruise | Chicago: Mob and Crime Bus Tour