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
Exhibitions & events | Performances | Concerts | Exhibitions | Nature and wildlife | Natural scenery | Beaches and shores | 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
National Museum of Mexican Art | Vietnam Veterans Fountain | Chicago Bulls | Holy Trinity Orthodox Cathedral | Our Lady of Mount Carmel Church | Shedd Aquarium | Lake Point Tower Condominium | Our Lady of Sorrows Basilica National Shrine | Anshe Emet Synagogue | St Stanislaus Kostka Catholic Church | Adler Planetarium | Museum of Holography, | Pilsen | Chicago Loop Synagogue | Auditorium Theatre | Tall Ship Windy | New Adventure Sailing | Art Institute of Chicago Modern Wing Entrance | Reading Cones | Baby Wants Candy | Agitator Artist Collective | Sts Constantine and Helen Romanian Orthodox Cathedral | Wrigley Field Rooftop Club | Apostolic Church Of God | McKinley Park Basketball Courts | Columbus Park Golf Course | Lakeview Healing Oasis | Fuller (Melville) Park | Robert and Mary Rita Murphy Stump Library | Armour (Philip) Square Park
Popular Ranked Lists
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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 | 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 | Wildberry Pancakes & Cafe | The Cheesecake Factory | Pequod's Pizza | m.henry | Bub City | Everest
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Popular Trip Moments
🇦🇺 รีวิว 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 | ☕️ Starbucks, which surprised from the very first minute | 360 Chicago: Lake Michigan and the Entire City from the 94th Floor
More Things To Do in Chicago
Chicago Architecture River Cruise | Chicago CityPASS | BIG BUS Chicago hop-on hop-off bus 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 River 90-Minute Architecture Tour | Chicago: Willis Tower Skydeck and The Ledge Ticket | Chicago: Navy Pier Centennial Wheel Ticket | The Art Institute of Chicago: Fast Pass | Lake Michigan Skyline Cruise in Chicago | Chicago Crime and Mob Bus Tour | Chicago CityPASS: 5 attraction admission tickets | Chicago: Architecture Foundation Center River Cruise aboard Chicago's First Lady | Lake Michigan Sunset Cruise in Chicago | Chicago: Gangsters and Ghosts Guided Walking Tour | Chicago: Museum of Ice Cream Entry Ticket | Chicago: Guided Food Tasting + Bike Tour | Original Chicago Prohibition Tour | Chicago: Highlights & Attractions Walking Tour | Chinese ten-year multiple M business visa application in the United States | Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters | United States Tourist/Visiting relatives and friends/Business Visa (Application in MYS/SG/UK) | United States Tourist / Visiting Relatives and Friends / Business Visa (Hong Kong Application) | iFLY Chicago Lincoln Park: First Time Flyer Experience | Chicago: Chinatown Food & Culture Walking Tour | The Field Museum of Natural History: Guided Tour + Early Access + Exhibition | Special Offer Discount: Big Bus Chicago Combo: 48-hour Hop-On Hop-Off and 360 Chicago Ticket | Chicago: Modern Skyscrapers Guided Tour with Entrance | Medieval Torture Museum: Entry Ticket | Chicago: Mob and Crime Bus Tour | Chicago Amazing Lakefront Bike Tour