Chicago
Chicago Travel Guide 2026: Things to Do, Attractions & Itinerary | Trip.com
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 10 Gourmet Hotels in Chicago
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Top 20 4-Star Select Hotels in Chicago
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Popular Best Things to Do Near 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
Lake Point Tower Condominium | Federal Reserve Bank of Chicago | Steppenwolf Theatre Company | National Museum of Mexican Art | Holy Innocents Church | Couch Mausoleum | Broadway Playhouse | Our Lady of Mount Carmel Church | South Pond | Museum of Holography, | Pilsen | St. Hyacinth Basilica | Vietnam Veterans Fountain | Holy Trinity Orthodox Cathedral | Civic Opera House | St. Therese Chinese Catholic Church | William Rainey Harper Memorial Library | Porchlight Music Theatre | Bailiwick Repertory Theatre | Chicago Maritime Museum | Kujawa (Chester Frank) Park | Pullman Branch, Chicago Public Library | Muntu Dance Theatre | Rogers Park Branch, Chicago Public Library | Crescent Park | Sports Zone Park | African American Firefighters Museum | Doyle Stadium | Coleman Branch, Chicago Public Library | Employment & Employer Services Inc
Popular Ranked Lists
Top 50 Global Traveller-Picked Restaurants in Guangzhou | Top 50 Global Traveller-Picked Restaurants in Qingyuan | Top 50 Global Traveller-Picked Restaurants in Dujiangyan | Popular Premium Hotels in Numazu | Top 50 Global Traveller-Picked Restaurants in Hangzhou | Top 20 Global Traveller-Picked Hotels in Suzhou | Top 10 Global Traveller-Picked Attractions in Dujiangyan | Top 50 Global Traveller-Picked Restaurants in Zhangjiajie | Top 20 Global Traveller-Picked Attractions in Luoyang | Top 50 Global Traveller-Picked Restaurants in Qingdao | Top 50 Global Traveller-Picked Restaurants in Ningbo | Top 10 Global Traveller-Picked Attractions in Jinan | Top 20 Global Traveller-Picked Hotels in Lijiang | Popular Luxury Hotels Near Montano Lucino | Top 50 Global Traveller-Picked Restaurants in Beijing | Popular Premium Hotels in Tetouan Province | Top 50 Global Traveller-Picked Restaurants in Quanzhou | Top 50 Global Traveller-Picked Restaurants in Harbin | Top 50 Global Traveller-Picked Restaurants in Changsha | Top 20 Global Traveller-Picked Attractions in Shenyang | Popular Luxury Hotels Near Cala Ferrera | Top 50 Global Traveller-Picked Restaurants in Dali City | Top 50 Global Traveller-Picked Hotels in Shenzhen | Top 50 Global Traveller-Picked Restaurants in Suzhou | Top 20 Global Traveller-Picked Attractions in Yangshuo | Top 20 Global Traveller-Picked Hotels in Shangri-La | Top 20 Global Traveller-Picked Attractions in Changsha | Top 50 Global Traveller-Picked Restaurants in Zhongshan | Top 50 Global Traveller-Picked Restaurants in Dalian | Top 50 Global Traveller-Picked Restaurants in Lijiang
Popular Restaurants in Chicago
Eleven City Diner | Cafe Jumping Bean | Irazu Costa Rican Restaurant & Catering | Cafe Marbella Tapas | Enoteca Roma Ristorante | Mercat a la Planxa | Trattoria Gianni | Rollapalooza | STRETCH BAR/GRILL | Do-Rite Donuts & Chicken | Maple & Ash | Proxi | Gino's East | Honey Butter Fried Chicken | Anteprima | Macello | Nia Restaurant & Wine Bar | NoMI | RL Restaurant | Shanghai Terrace | Sofi Restaurant | Untitled Supper Club | Aurelio's Pizza of Chicago South Loop | Petterinos | Dining Room At Kendall College | Agami | Mrs. Murphy & Sons Irish Bistro | Park Tavern | The Palm - Chicago | Duck Duck Goat
Recommended attractions at popular destinations
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Popular Trip Moments
Save this 5-day US travel guide for later | This guide totally gets me for a summer trip to the US | Mackinac Island — The American Town Where Cars Are Banned and the Ferry Is the Only Way In | Holland — The American Town Where Tulips Bloom by the Million and Dutch Heritage Lives on the Lake | Galena — The American Town Where Brick Streets Climb Above the Galena River and History Lives in Eve | One of America’s Big Four Art Museums! Step into Monet’s Water Lilies and the Golden Halls of Pharaohs for Boston’s Most Profound Artistic Journey. | 6-day US mini-vacation guide: super practical | If You Love Dinosaurs, The Field Museum is a Chicago Must-Visit! | 🌆 Chicago, A Day Between City & Nature | Welcome to Chicago on a Budget: Free Museums & Cheap Things To Do | Top-Tier Service and Elegance | Cloud Gate | Fourth Presbyterian Church ⛪️, greenery tranquil hidden place in Chicago | An Extraordinary Luxury Stay with Thoughtful Service | 8-day US summer vacation guide: A stress-free, comprehensive itinerary | 🏡 Frank Lloyd Wright Home & Studio — An Architecture Lover’s Chicago Hidden Gem | 🦋🦊 One of Chicago’s Most Unique Hidden Gems — The Insect Asylum 🪲🐢 | 🌈🌿 Chicago Day 4 Itinerary — Lincoln Park, Lakeview & LGBTQ+ Chicago | 🏡🌮 Chicago Day 3 Itinerary — Oak Park, Pilsen & Chinatown! | 🦖🍜 Chicago Day 2 Itinerary — Hidden Gems, Amazing Food & Weird Chicago | What to Buy in China? A Guide to Popular Souvenirs. | 🇺🇸 Chicago Day 1 Itinerary 🌭🏙️ The Perfect First Day in the Windy City | Luxury and Elegance at the Four Seasons Tower Bridge | Christmas in Chicago
More Things To Do in Chicago
Chicago Architecture River Cruise | Priority pass PP card global airport VIP lounge | Transit transfer waiting overnight | Single pass/multi-pass/annual pass | Global use | Chicago first lady sightseeing river and lake cruise | BIG BUS Chicago hop-on hop-off bus tour | Go City: Chicago Explorer Pass (Discover over 30 top attractions | 360 CHICAGO, Skydeck Chicago & more) | Chicago River 90-Minute Architecture Tour | Flyover Experience in Chicago | The Art Institute of Chicago: Fast Pass | Chicago CityPASS | Go City Chicago Explorer Pass - Go City Chicago Explorer Pass | Chicago CityPASS: 5 attraction admission tickets | Chicago first lady 90-min night river and lake cruise / Enjoy Chicago night views + English guide | Chicago Architecture River Cruise | The Art Institute of Chicago: Skip The Line Ticket + Exclusive Guided Tour | Lake Michigan & Chicago River: 1.5-Hr Sightseeing Cruise | Chicago: Prohibition Speakeasies Bus Tour or Walking Tour | Lake Michigan Chicago: 2-Hr Sightseeing Cruise with Lunch | Chicago: Westside Food Tasting Bike Tour with Guide | Chicago: Creepy Cruise | Chicago River 45-Minute Architecture Tour from Magnificent Mile | Chicago: Guided Bike Tour | Chicago: Highlights & Attractions Walking Tour | Lincoln Park Chicago: Ghost Tour and Hunt | Chicago: Food and Prohibition Architecture Guided Tour | Chicago's ORIGINAL Dazzling Architectural Interiors Tour | Chinese ten-year multiple M business visa application in the United States | Trip Moments in Chicago, USA[Photographer Services: Following Shots, Aerial Photography, Scheduled Shoots, Candid Photography, Street Photography, Portraits, Wedding Photography, Micro Films/Multilingual Translation] | Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters | Chicago: Tapas & Flamenco Dinner in Ukrainian Village | Chicago: Workers Cottages of Oldtown Triangle Walking Tour