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Chicago Travel Guide [May 2025] - Top Things to Do, Popular Attractions, Local Food, Hotels & Travel Tips | 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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360 CHICAGO
4.8/524 Reviews
Skydeck Chicago
4.8/568 Reviews
Millennium Park
4.6/5594 Reviews
Chinatown
4.4/5141 Reviews
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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Must-Visit Attractions in Chicago
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Chicago, USA | 3-Day Itinerary for a Free and Easy Trip.
MADELEINE LINDSEY
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Chicago travel guide.
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A trip to Chicago is worth at least half of an InterContinental Hotel itinerary.
ViljamiKoskinen
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One of the must-stay hotels in Chicago, a perfect combination of luxury and comfort
BRIAN GOLDEN
1
Chicago Museum of Ice Cream: A Sweet Fantasy Journey
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3
Travel Diary of Chicago, USA
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Unique American Travel Course Recommendation: Watching a Chicago Bulls Game at the United Center!
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Best of Chicago
Top 7 Premium Hotels in Chicago
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Top 20 4-star Select Hotels in Chicago
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Popular Scenic Hotels Near 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
Cultural institutions | Museums | Specialty exhibition halls | Science & technology museums | Nature and wildlife | Natural scenery | Beaches and shores | Mountain climbing | Exhibitions & events | Performances | Concerts | Exhibitions | Historical attractions | Leisure activities | Spa/massage | Farms and pastures | Camping · Campsites | Sightseeing tours | Parks | Amusement parks | Water parks | Outdoor activities | Cycling | Shooting | Mountain climbing | Skybound experiences
Popular Attractions in Chicago
Touch of Jane Addams | The Renaissance Society | Magnificent Mile | Park Tower | Monadnock Building | The Rookery Building | Aon Center | South Side | Agora Scuptures | Lincoln Park Zoo | Shoreline Sightseeing | Swedish American Museum | McCormick Place | Chicago City Council | North Avenue Beach | Varicose Solutions/ Skinmax | Ukrainian Institute of Modern Art | American Writers Museum | Lake Shore Place | Provision Theater | Columbus Park Refectory | Millennium Park Healing Arts | Nichols Park Fieldhouse | Sumner School Park | Fellger (Charles) Park | Captain on the Helm | Imagination Station-Dramatic | OPEN Center for the Arts | Urban Oasis | Princess Spa Thai Bodywork
Popular Ranked Lists
Top 10 Local Restaurants in Wanning | Popular Best Things to Do in Danba | Popular Luxury Hotels in Paradise Island | Popular Premium Hotels Near Gorod Novosibirsk | Popular Premium Hotels in Mobile | Popular Best Things to Do in Jieyang | Top 11 Local Restaurants in Liyang | Top 10 Local Restaurants in Yibin | Top 9 Local Restaurants in Changshu | Top 5 Local Restaurants in Chengde | Popular Luxury Hotels Near Sandakan | Top 3 Best Things to Do in Jishou | Popular Luxury Hotels Near Toap | Top 10 Local Restaurants in Lingshui | Popular Best Things to Do in Longyou | Top 3 Best Things to Do in Zhoukou | Popular Best Things to Do in Suining | Popular Luxury Hotels Near Nassau | Top 4 Best Things to Do in Sanjiang | Popular Luxury Hotels Near Fahaheel | Popular Best Things to Do in Jingmen | Top 3 Best Things to Do in Panzhihua | Top 8 Local Restaurants in Burqin | Popular Best Things to Do in Heze | Popular Best Things to Do in Suifenhe | Top 3 Best Things to Do in Linxia Prefecture | Popular Premium Hotels in Phuc Yen | Popular Premium Hotels Near Bintulu Division | Popular Best Things to Do in Lvliang | Top 9 Local Restaurants in Changde
Popular Restaurants in Chicago
Giordano's | Michael Jordan's Steak House | Pleasant House Pub | Morton's The Steakhouse | Goosefoot | Shaw's Crab House | Joe's Seafood, Prime Steak & Stone Crab | Spiaggia Restaurant | Untitled Supper Club | Momotaro | Everest | Brass Tack | Texan Taco Bar | The Florentine | Kale My Name | Au Cheval | Chicago Cut Steakhouse | avec Restaurant | The Green Door Tavern | R.J. Grunts | Gene & Georgetti | Carnivale | Raisu | Gyu-Kaku - Chicago, IL | West Loop | Parachute | Union Sushi + Barbeque Bar | North Pond | Eataly | Pequod's Pizza | Native Foods
Trending Travelogues
Popular Destinations
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Recommended Attractions at Popular Destinations
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Popular Trip Moments
Four Seasons Hotel Chicago: A Luxurious Castle in the City | Chicago's architectural wonders and lakefront scenery | 3-Day Chicago Itinerary | The Peninsula Chicago: A Luxurious Presence on Michigan Avenue | Unique American Travel Course Recommendation: Watching a Chicago Bulls Game at the United Center! | Indiana Dunes State Park | Shedd Aquarium | [Chicago🇺🇸] The world's largest Starbucks☕️ | Chicago Trip Itinerary Dates: April 25 – April 29, 2025 | [Chicago, USA] Experience authentic Chicago pizza at this popular chain! | The Bean | Chicago trip | [🇺🇸Chicago] Enjoy Major League Baseball at Wrigley Field, the icon of Chicago | [🇺🇸Chicago] A beautiful sunset and a heartwarming moment | Fun city and good for IHA show | Chicago, USA. I really want to go. | America🇺🇸O'Hare Airport | Absolutely delicuous desserts | Driving into city to Hilton Chicago for MWDental convention at McCormick pl. | [America🇺🇸] If you visit Chicago, you must try Chicago pizza! | Trump International Hotel & Tower | Great place for art in Chicago! | Chicago 2 Days Travel Guide | CHICAGO specialty pizza | Chicago city recommendations | The world's largest Starbucks☕️CHICAGO | River Grove 2 Days Itinerary
Popular Travel Types
More Things To Do in Chicago
The Art Institute of Chicago Ticket | Chicago River 45-Minute Architecture Tour from Magnificent Mile | Chicago CityPASS | Museum Of Contemporary Art (MCA): Entry Ticket | Chicago River 90-Minute Architecture Tour | Skydeck Chicago: Entry Ticket | The Chicago Theatre Tour Experience | The Art Institute of Chicago: Fast Pass | Chicago 5 Attractions Pass, ChigacoCityPass | The Field Museum of Natural History: Entry Ticket | Chicago Lake and River Architecture Tour | Chicago City Tour with Architecture River Cruise Option | Lake Michigan Skyline Cruise in Chicago | LEGOLAND Discovery Center Chicago Admission Ticket | Chicago-Rosemont Indoor Skydiving with Two Flights | Chicago Walking Food Tour With Secret Food Tours | Chicago Downtown Donut Tour | 360 Chicago, Millennium Park and Art Institute of Chicago Tour | Historical & Architectural Lake & River Tour Weekday | Chicago: Highlights & Attractions Walking Tour | Chicago: Skyline Lake Tour | Big Bus tour of Chicago | Discovering Chicago through Iconic Movie Scenes Self-Guided Audio Tour | Chicago: 48-Hour Hop-on Hop-off Bus + Architecture Cruise | Chicago: Guided Haunted Tour | Bite into Chicago: Discover the City’s Most Iconic Food | Chicago: Guided Highlights Tour + SkyDeck + Architecture Cruise | Flyover Experience in Chicago | River North food tour | Chicago Downtown: 3-Hr Guided Pizza Tour
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