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Holidays in Chicago

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The windy city is a popular choice for all visitors to North America.
Average Flight Time:
8 hours
Time Difference:
-5 hours
Average Temp:

Deep pan pizzas, skyscrapers, Al Capone and Route 66 are the first things that come to mind on a holiday in Chicago. You'll find this vibrant city at the southern tip of Lake Michigan, in America’s north-eastern state of Ilinois. Also known as the ‘Windy City’, Chicago is famed to be the birthplace of Chicago Deep Dish Pizza and the skyscraper, which dominate its skyline, and also home to the infamous gangster Al Capone. Parks and beaches, jazz and blues, art and architecture, sightseeing, entertainment and shopping – what more could you want from a city break. For the best view of the city take a trip up to Skydeck Chicago, at the top of the Willis Tower (formerly Sears Tower) and try out the latest attraction The Ledge, a glass-floored platform 1,353ft above the ground! Downtown Chicago, also known as the Loop, is a shopper’s paradise with Michigan Avenue, also called the Magnificent Mile, is lined with the finest shops and small exclusive boutiques. Explore the beautiful lakefront and the famous Navy Pier or enjoy Millennium Park with its art, architecture and many festivals. Chicago is also the starting point of the famous Route 66. Take a trip out to the capital of Illinois, Springfield, the final resting place of Abraham Lincoln. With so much to see and experience in one place, it’s easy to see why a Chicago city break is a must on any USA itinerary.

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Things to see & do

Youll be spoilt for choice of things to do on holiday in Chicago. Tour the city by bike on a Lakefront Bicycle Tour. Enjoy a cruise on Lake Michigan. The children will love the Six Flags Great America theme park, Legoland Chicago, the Kohl Childrens Museum, the Shedd Aquarium and Lincoln Park Zoo. Visit Cloud Gate home of the Chicago Bean. Plant lovers will enjoy the Chicago Botanic Garden. Spend a day on the beach. Millennium Park plays host a Jazz Festival in September. Brave The Ledge at Skydeck Chicago. Catch a Chicago Bears game at the Soldiers Field stadium

Chicago has had some of the best nightlife in America. There are nightclubs in abundance all over the city, especially along Halstead Street, Lincoln Avenue and Clark Street on the North Side. Live blues and jazz music are a popular choice. Enjoy a flutter at the Chicago Trump Casino. See a show at the Chicago Theatre or the Chicago Apollo Theatre. Have a laugh at one of the many comedy clubs including Second City and Lincoln Lodge Chicago.

Food & drink

Theres a restaurant in to suit every taste and pocket in Chicago, with everything from fast food to fine dining available to enjoy. There are a wide selection of Asian restaurants in Chinatown and traditional Italian eateries in Little Italy. Mexican and European cuisine, steak and seafood are popular choices too. Local favourites include the Chicago Hotdog and the Italian Beef Sandwich. You must try Chicagos famous Chicago Deep Dish Pizza at Pizzeria Uno where it was created in 1943. Local beers and wine will quench your thirst.

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