220 properties in Chicago
Show map

See how Booking.com rates

  • 4.3/5 From 10,001 reviews
  • 88% of users recommended Booking.com

Looking for deals in Chicago? Check prices and accommodation for:

for Business
The simplest way to manage company stays
Save up to 50% in Chicago
Get exclusive access to member deals by email

Just booked

    Our Kind of Town

    Standing proud beside Lake Michigan, Chicago is down-to-earth, friendly, and abounding in culture. It has outdoor art by famous artists including Chagall and Picasso, and there are some fascinating architectural examples from the Art Institute of Chicago.

    Home to blues and house music, Chicago has an eclectic music scene that reflects its spirit. The Windy City is also a pioneer in a variety of Americanized dishes from it's European immigrant roots like deep-dish pizza and the Chicago hot dog.

    The world’s first skyscraper and Ferris wheel were erected in Chicago. The latter, on Navy Pier, is one of the Midwest’s most visited sights. Also famed is the ‘L’ transport system, whose raised trains circle The Loop, the main business district. Check out its skyline reflection in the shiny bean sculpture in huge Millennium Park.

    Home of the Bulls and Bears, Chicago is a stronghold of sport and has teams playing baseball, basketball, American football and hockey, to name a few. If you get a chance, try to catch a game.

    Chicago Midway and Chicago O’Hare Airport are both on the outskirts of this vast city, so make sure to leave enough time for travel from your Booking.com hotel, apartment or hostel. And all that jazz.

    Discover the best hotels, B&Bs, Inns, and vacation rentals in Chicago, based on 73,377 real reviews from actual guests.