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Chicago, Illinois

the windy City

Chicago is a city proud of it’s history and artistic values, so much that the natives refuse to accept its name as the Second City. The home of some of America’s most spectacular skyscrapers, sporting teams, and gangsters can be explored by trolley, bus, boat or bike, every corner presenting the visitor with a delightful experience. The city truly comes alive in the summer months, beaches and festivals accessible for your pleasure.

PRICES FROM JUST £1599 pp - includes flights, hotels, car hire & a fab road trip pack

Visit Chicago, Illinois

Visit Chicago, Illinois, and discover the birthplace of electric blues and house music. Not to mention the constant hum of jazz that travels on the wind. Enjoy one of Americas most iconic skylines as you take in glistening glass skyline from the rooftop bars as you relax with a cold craft brew, or along one of the legendary riverboat cruises.

What’s in Chicago, Illinois?

Relax in the green space of Millennium Park, supercharged shopping along Magnificent Mile and uncover the historic Navy Pier.  The windy city is great for getting around on foot. There is 26 miles of uninterrupted lakefront and a trail to walk along, as well as 15 miles of sandy beaches.

What to do when Visiting Chicago?

Take one of the many cruises that run along the river. Visit Cloud Gate, in Millennium Park. Also known as ‘The Bean’ it’s a mirrored sculpture and is a popular shot for your Instagram! Take a tour around Wrigley Field, one of the oldest ballparks in the nation, you may be lucky enough to catch a game! Discover the dynamic dining scene when you visit Chicago, and you mustn’t leave without trying a Chicago style hotdog, of course! As you tour the city you can’t miss the iconic sounds of Jazz music playing around every corner.

When is the best time to visit Chicago, Illinois?

Whether you’re visiting in the hot summer or the chillier months through the winter, there’s a different adventure to be had, giving you a new experience of Chicago with each visit. Winter brings picturesque snow and summers undeniably hot, you can always find a cool spot by the lake. 

explore the road trips that visit Chicago, Illinois below...

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