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
Church of Saint John Cantius | The Art Institute of Chicago | The Moody Church | Auditorium Theatre | 333 W Wacker Dr | St. Basil Greek Orthodox Church | Museum of Holography, | Chicago Loop Synagogue | Biograph Theatre | Boeing International Headquarters | Loft on Lake | Museum Of Contemporary Art Chicago | Institute for the Study of Ancient Cultures Museum | Holy Innocents Church | Batcolumn | Factory Theater | Lakeshore East Park | Spin | Lakefront Trail | Lakeview Baseball Club | SECRIST | BEACH | The Grid Church | Chicago Academy of Sciences | Kelly Branch, Chicago Public Library | Robert and Mary Rita Murphy Stump Library | Devening Projects | Apostolic Church Of God | St. Chrysostom's Episcopal Church & Day School | 345 Art Gallery | Joel Oppenheimer Inc
Popular Ranked Lists
Popular Luxury Hotels Near Yangzhou | Top 50 Global Traveller-Picked Attractions in Chongqing | Top 50 Best Things to Do in Sapporo | Top 50 Global Traveller-Picked Restaurants in Changsha | Popular Luxury Hotels Near Tianjin | Top 50 Must-Visit Restaurants in Zhenjiang | Popular Luxury Hotels Near Shaoxing | Top 50 Must-Visit Restaurants in Zhanjiang | Top 10 Best Things to Do in Kamakura | Popular Luxury Hotels Near Chongqing | Top 20 Best Things to Do in Venice | Top 20 Global Traveller-Picked Hotels in Guilin | Top 50 Must-Visit Restaurants in Wenzhou | Top 20 Global Traveller-Picked Hotels in Yangshuo | Top 20 Best Things to Do in Vancouver | Top 50 Global Traveller-Picked Restaurants in Suzhou | Top 20 Luxury Hotels in Maldives | Top 50 Must-Visit Restaurants in Dongguan | Top 50 Must-Visit Restaurants in Jinan | Top 10 Best Things to Do in Kathmandu | Top 50 Best Things to Do in Paris | Top 20 Global Traveller-Picked Hotels in Shangri-La | Top 50 Must-Visit Restaurants in Xuzhou | Top 50 Must-Visit Restaurants in Huzhou | Top 20 Global Traveller-Picked Attractions in Zhangjiajie | Top 20 Must-Visit Restaurants in Yangshuo | Top 50 Best Things to Do in George Town | Top 50 Global Traveller-Picked Restaurants in Qingdao | Top 50 Best Things to Do in Kyoto | Top 50 Must-Visit Restaurants in Nantong
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 | Chez Joël | Viaggio Restaurant Chicago | Momotaro | Union Sushi + Barbeque Bar | Goddess and the Baker, 33 S Wabash-Millennium Park | Forno Rosso Pizzeria Napoletana | LH Rooftop | Swift & Sons | the Albert | Somerset
Popular Destinations
Nanzhang Travel | Liloan Travel | Hayes Travel | La Digue Travel | Svalbard Travel | Mount Kisco Travel | Qufu Travel | West Dorset District Travel | Phaya Yen Travel | Subic Bay Travel | Rocha Travel | Dobbs Ferry Travel | Midvale Travel | Dearborn Travel | Oldenburg Travel | Bingen am Rhein Travel | Xuzhou Travel | Tucepi Travel | County Kildare Travel | South Point Travel | Sciacca Travel | Hokuto Travel | Provence Travel | Harbin Travel | Subiaco Travel | San Antonio de Areco Travel | Dover Travel
Recommended attractions at popular destinations
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Popular Trip Moments
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 | 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.
More Things To Do in Chicago
Chicago Architecture River Cruise | Chicago: Fireworks Cruise with Lake or River Viewing Options | Chicago CityPASS | Chicago: Navy Pier Centennial Wheel Ticket | BIG BUS Chicago hop-on hop-off bus tour | Chicago: Willis Tower Skydeck and The Ledge 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 | Chicago: 45 Minute Architectural Sightseeing Cruise | 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 Pizza Bus Tour Ticket | Chicago: Premier Dinner Cruise on the Chicago River | Chicago: Workers Cottages of Oldtown Triangle Walking Tour | Skyline Lake boat tour from Navy Pier | Chicago: History and Architecture Guided Kayak Tour | Chicago: Craft Brewery Barrel Bus Tour | Tiffany in Chicago: Guided Tour | Chicago: Riverwalk Self-Guided Walking Tour | Flyover Experience in Chicago | Chicago C3 CityPASS: 3 Attractions of your choice | Chicago's Delicious Downtown Donut Tour with 8 Amazing Tastings | Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters | Chinese ten-year multiple M business visa application in the United States | Chicago: Historic Architecture Chicago River Small Boat Tour | Chicago: 2-Hour Downtown Kayak Rental