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 20 Instagrammable Hotels in Chicago
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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
The Wrigley Building | Adler Planetarium | Museum of Holography, | Vietnam Veterans Fountain | NBC Tower | Steppenwolf Theatre Company | Couch Mausoleum | St Stanislaus Kostka Catholic Church | Andersonville | Pilsen | Bohemian National Cemetery | Lincoln Monument | Anshe Emet Synagogue | Shedd Aquarium | Chicago Architecture Center River Cruise | Leather Archives And Museum | St Mary Of The Angels Catholic Church | Project Onward | Garfield-Clarendon Model Railroad Club | Tall Ship Windy | St. Mark United Methodist Church | McKinley Community Play Garden | Queen of All Saints Basilica | Hanson Stadium | Valley Forge Park | Canaryville Branch, Chicago Public Library | Sts Constantine and Helen Romanian Orthodox Cathedral | McKinley Park Community Garden | Park No. 566 "USX" | Krause (Francis Vernon) Park
Popular Ranked Lists
Top 50 Global Traveller-Picked Restaurants in Chengdu | Top 50 Global Traveller-Picked Hotels in Xi'an | Top 50 Global Traveller-Picked Attractions in Beijing | Top 20 Global Traveller-Picked Hotels in Wuhan | Top 10 Global Traveller-Picked Attractions in Dali City | Top 50 Global Traveller-Picked Restaurants in Chongqing | Top 50 Global Traveller-Picked Restaurants in Kunming | Top 20 Global Traveller-Picked Hotels in Harbin | Top 50 Global Traveller-Picked Attractions in Xiamen | Top 20 Global Traveller-Picked Hotels in Qingdao | Top 50 Global Traveller-Picked Attractions in Tianjin | Popular Global Traveller-Picked Attractions in Songpan | Top 20 Global Traveller-Picked Attractions in Changsha | Popular Premium Hotels in Leesburg | Top 20 Global Traveller-Picked Hotels in Foshan | Top 50 Global Traveller-Picked Restaurants in Wuhan | Top 50 Global Traveller-Picked Hotels in Guangzhou | Top 50 Global Traveller-Picked Restaurants in Xiamen | Top 20 Global Traveller-Picked Hotels in Nanjing | Top 20 Global Traveller-Picked Hotels in Yangshuo | Top 50 Global Traveller-Picked Restaurants in Shenzhen | Top 50 Global Traveller-Picked Restaurants in Yantai | Top 50 Global Traveller-Picked Hotels in Zhangjiajie | Top 50 Global Traveller-Picked Hotels in Shenzhen | Top 50 Global Traveller-Picked Restaurants in Lijiang | Popular Luxury Hotels Near Couco | Top 50 Global Traveller-Picked Attractions in Xi'an | Top 50 Global Traveller-Picked Restaurants in Foshan | Popular Luxury Hotels Near Amboseli National Park | Popular Premium Hotels in Shinyanga
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
Popular Destinations
Morehead Travel | Samarkand Travel | Cordillera Travel | Puyang Travel | Kaiserslautern Travel | North Norfolk District Travel | Gimli Travel | Soja Travel | Manorville Travel | Westfield Travel | Allt-yr-Yn Travel | McCurtain County Travel | Nordfriesland Travel | Puno Travel | Saronic Islands Travel | West Bend Travel | Marrakesh-Safi Travel | South Deerfield 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 | Isle of Wight County Travel
Recommended attractions at popular destinations
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Popular Trip Moments
First time in the US? You must try these 15 classic foods 🇺🇸 | The Langham, Chicago is truly something special! It features the most incredible floor-to-ceiling picture windows in the entire Windy City. | 8-day mini-vacation guide to the US with a super comprehensive checklist | What I ate in Chicago at the tail end of summer: | A short vacation to the US is totally worth it | Luxurious Stay with Exceptional Service | 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
More Things To Do in Chicago
Chicago Architecture River Cruise | Flyover Experience in Chicago | Chicago first lady sightseeing river and lake cruise | Chicago CityPASS | Go City: Chicago Explorer Pass (Discover over 30 top attractions | 360 CHICAGO, Skydeck Chicago & more) | Chicago River 90-Minute Architecture Tour | BIG BUS Chicago hop-on hop-off bus tour | The Art Institute of Chicago: Fast Pass | Chicago Lake and River Architecture Tour | 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: Creepy Cruise | Studio W.I.P. - Uptown Chicago: Spray Paint & Sip Urban Art Workshop | Chicago Walking Tour: See Inside Art Deco Masterpieces | Chicago: Architecture Boat Tour with Drinks | Hidden In Plain Sight: Chicago Prohibition Tour | Chicago River 90-Min Architecture Boat Tour | Original Chicago Prohibition Tour | Lake Michigan Sunset Cruise in Chicago | Chicago: Sunset Kayak Tour on the Chicago River | Chicago in a Day: Food, History & Architecture Walking Tour | Chicago: Skyline Lake Tour | Chicago: Workers Cottages of Oldtown Triangle Walking Tour | Original Chicago Architecture Interiors Tour: Dazzling Interiors | Chicago: Graceland Cemetery Guided Walking Tour | Chicago Favorites Ultimate Food and Walking Tour