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
22°CChicago Local Experiences Map
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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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Chicago: FAQ
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What's the most popular attractions in Chicago?
Here are the best places to visit in Chicago, including: Millennium Park,Art Institute of Chicago,Willis Tower
What is the best season to visit Chicago?
April and June of the United States are the best time to travel in Chicago. From November to March, temperatures are relatively low, and visitors can explore a variety of snow adventures. In the spring, Chicago blooms and the lake is full of vitality. Chicago is warm and pleasant in summer, and the lakeside area is very cool. May and September each year is a better month for better weather in Chicago, while April and June are the best time for Chicago. In many days in July and August, not only are the temperatures high, but the humidity is also heavy. Chicago in the autumn is very charming, the leaves are turning yellow, and the weather is getting colder. The best time to explore Lake Michigan is in October.
What's the best food in Chicago?
Thick-bottom pizza and Chicago-style hot dogs
In which area should I book my hotel in Chicago?
Generally consider DOWNTOWN, just look for a few reservation centers to see, compare. Or, you can check DAYSINN, HOLIDAYINN's website, the United States YAHOO search.
What is the most beautiful place in Chicago?
Although the tourism industry in the remote areas like Pilsen and Hyde Park is very well received, most of Chicago's main attractions are in the city center and its vicinity. Buying a one-time, full-featured City Travel Coupon saves you money on the five most popular attractions in Chicago: Side Aquarium, Field Natural History Memorial, Adler Planetarium, Science and Industry Museum, and John Hancock Center or Willis Tower.
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 | Chicago Water Tower | Marquette Building | Museum of Holography, | St. Hyacinth Basilica | Chicago Loop Synagogue | Jay Pritzker Pavilion | Steppenwolf Theatre Company | Civic Opera House | Couch Mausoleum | Our Lady of Mount Carmel Church | 330 N Wabash Ave | Lincoln Park | Francis M Drexel Memorial Fountain | St Nicholas Ukrainian Catholic Cathedral | Dearborn Street Bridge | Chicago Maritime Museum | Richard Gray Gallery | William Rainey Harper Memorial Library | Richard Norton Gallery | Downtown Islamic Center | Palmer Park | Gately Park Stadium | Glamour Beauty Salon | Welles (Gideon) Park | Pullman Branch, Chicago Public Library | Chicago Bee Branch, Chicago Public Library | Holy Trinity Church Hyde Park Congregation | Design Museum of Chicago | Lakeview Healing Oasis
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 Destinations
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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 | Chicago: Willis Tower Skydeck and The Ledge Ticket | 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: Fireworks Cruise with Lake or River Viewing Options | 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: Gangsters & Ghosts Guided Walking Tour | Chicago: Westside Food Tasting Bike Tour with Guide | Lincoln Park Chicago: Ghost Tour and Hunt | Chicago: Mob and Crime Bus Tour | Skyline Lake boat tour from Navy Pier | National Football League: Chicago Bears Football Game at Soldier Field - Ticket | Chicago Seadog: Lakefront Speedboat Tour | Chicago: 2-Hour Downtown Kayak Rental | Original Chicago Prohibition Tour | Chicago: Inside Walking Tour Of Fine Arts Building | Chicago: Signature Architecture Tour from Navy Pier | Studio W.I.P. - Uptown Chicago: Spray Paint & Sip Urban Art Workshop | Chicago: Mimosa n' Bloody Mary Cruise | Lake Michigan & Chicago River: 1.5-Hr Night Sightseeing Cruise | Chicago Lakefront Fireworks Cruise