Why I love Chicago

I've lived in this city for 25 years, and I never get bored. There's something groovy going on any night of the week. Like tonight: should I see the Grant Park Orchestra playing Shostakovich's Fifth Symphony in Millennium Park, or a guitar-drum duo called Earring at Empty Bottle? I love that Tibetan dumplings, Mexican carnitas and crème brûlée doughnuts are all equally, easily accessible from local eateries. I love... Read More

Top experiences in Chicago

Amazing hotels and hostels

We've pre-picked the best hotels, hostels and bed and breakfasts to make your stay as enjoyable as possible.

Recent articles

Travel guides

Starting at $13.99

Image for Image for

Chicago adventures

$64.99 Food & drink

Small-Group Chicago Food Tour: Chinatown

Sample traditional Chinese flavors on this three-hour walking tour through one of the oldest Chinatown neighborhoods in America. Your local guide navigates you through the winding roads to find the best in Hong Kong style, Szechuan style, Mandarin style and more! All tastings are included in the price, and you will undoubtedly eat enough to fill you up for lunch. Price includes tastings at five different restaurants. Enjoy personal attention from your guide on this small-group tour, limited to 12 people.

$1149 Small group tours

New York to Chicago Road Trip

The Big Apple, Finger Lakes, a Windy City, and some waterfalls that are so famous they don’t need a nickname – welcome to the most jam-packed week-long road trip in America. Experience skyscrapers, music, and street life in two of the coolest cities in the US and breathe in the fresh air in upstate New York. We’ll throw in Niagara Falls for good measure. You’ll stay in the heart of the cities, and camping will keep you snug in the region's wild heart. Quick and affordable – how’s that for a great deal?

$2399 Small group tours

Chicago to San Francisco Road Trip

Remember the country they sing about in "America the Beautiful"? The one with the spacious skies, gleaming alabaster cities, and majestic purple mountains? It’s still out there. Come see it with us. Ideal for wildlife enthusiasts and outdoorsy folk who want to see the country by day and revel downtown by night, this tour takes you across the Great West, from the City of Big Shoulders through Yellowstone and Yosemite and past herds of grazing bison to the City by the Bay. In a word: Perfect.

$40 Sightseeing tours

Big Bus Chicago Hop-On Hop-Off Tour

The lakeside metropolis of Chicago is famous for its striking skyscrapers, world-class museums and colorful political history. Explore the Windy City at your own pace during a hop-on hop-off bus tour with 14 stops strategically located near the city’s top attractions. Hop off along the Magnificent Mile to shop, see the great city at heart-stopping heights from Willis Tower’s Skydeck or '360 Chicago' at the John Hancock Center, visit the Art Institute or Shedd Aquarium, or snap a selfie in front of the shiny steel bean in Millennium Park. Live commentary on board the bus is provided.