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City breaks in Chicago

Fast moving vehicles through streets of Chicago city.

Spend a cultural city break in Chicago and explore the vast collection of modern American and European art at The Art Institute of Chicago. Then adopt a Chicago baseball team by going wild with the locals at a home game. Refuel on your city break with a Chicago classic - deep-dish pizza.

Dining and unwinding on Chicago city breaks

You'll find Chicago's renowned steak restaurants in central The Loop and Near North districts. If you want to cram in a lot on your city break to Chicago, grab hot dogs for lunch from a street stall. In the evening, you can eat filling Chicago-style pizza throughout the city. Sample Chicago's best Asian food in Chinatown or Koreatown. Head to Pilsen for Mexican fare or West Town for Eastern European flavours.

Special places to stay in Chicago

On your Chicago city break you'll find that accommodation in the Near North is luxurious and comfortable, as well as being near Chicago's best shops along the Magnificent Mile. Look for hotels in The Loop of Chicago on your city break to be close to theatres, shops and Lake Michigan. If you have an early flight, stay overnight in Rosemont, near to Chicago O'Hare International Airport. If you're bringing the kids, try Brookfield to be close to the zoo.

Things to do on Chicago city breaks

On your city break in Chicago, see Picasso and Andy Warhol masterpieces at The Art Institute of Chicago and enjoy lake views from the soaring Willis Tower, formerly known as Sears Tower. For something a bit different, visit Chicago's Field Museum of Natural History to see its fascinating dinosaur skeletons, or head to Pilsen for the National Museum of Mexican Art. Catch an energy-filled baseball game at Wrigley Field stadium.