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Luxury travel guide to Chicago

Sit back and enjoy the comfort on board

PRIVATE JET CHARTER TO CHICAGO

Jet set to this incredible US metropolis for an urban adventure along Lake Michigan, featuring magnificent architecture, stunning museums, brilliant chefs, and a thriving craft beer brewing scene.

Indulge in the Art Deco architecture of vast skyscrapers, including some of the world's tallest buildings.

Across the city's 77 neighbourhoods, discover award-winning restaurants and exceptional nightlife.

view across Chicago skyscrapers

Convenient Luxury

Fly private to Chicago with SHY Aviation and tailor the trip exactly how you’d like. Our private jet charters are efficient, convenient, and comfortable.

With access to the finest aircraft, you tell us what you want, and we’ll do the rest. Our team here at SHY Aviation are global private aviation experts and will assist you in sourcing a jet that exceeds your expectations, whether your reason for travelling is business or leisure.

If you need a larger private jet for travelling with a group, we’ve got you covered too. 

THINGS TO DO IN CHICAGO

A trip to Chicago offers a plethora of activities for any discerning traveller. 

Explore the stunning landscaped grounds of Lincoln Park. Shop in the luxury boutiques and couture showrooms on the tree-lined streets of the Gold Coast district. Expand your knowledge and understanding in the Chicago History Museum, the Museum of Science and Industry, or the Art Institute of Chicago.

There really is something for everyone in Chicago, and if all of that makes you hungry, then Chicago is also home to one of the finest dining scenes in the world.

Michelin star restaurant in Chicago.

Shopping and Dining in Chicago

If you're looking for a day of shopping in Chicago, take a stroll down The Magnificent Mile. The mile boasts more than 450 retailers, including flagship experiences, and it's the best shopping in the city.

After a long day of shopping, unwind at the array of bars and restaurants and indulge in the heart of the city's famous culinary scene featuring award-winning restaurants.

You'll find cuisine from around the world being served in phenomenal eateries such as Michelin star options such as Prime & Provisions, Bar Mar, and Jinsei Motto, among many more. 

Baseball game in Chicago

Chicago is the home field for top sports

Whether it’s basketball or baseball, Chicago offers an exhilarating sports experience. Cheer on the Chicago Bulls at the United Center, catch the Chicago Cubs at historic Wrigley Field, or watch the Chicago White Sox at Guaranteed Rate Field.

With a rich sports culture and passionate fan base, watching sports in Chicago is an unforgettable experience, showcasing the city's love for its top teams and iconic stadiums.

Contact SHY Lifestyle to secure the best hospitality tickets for these exciting events.

ALL ABOUT EFFICIENCY AND CONVENIENCE

Be in control of time when you book a private jet to Chicago with SHY. The benefits of flying private means there’s no queuing, faster cruising speeds, and complete privacy.

You tell us how you want the journey to go and any other requirements, and then you can leave the rest to us. If you need to speak to one of our brokers, they’re available 24/7 365 days a year.

ENQUIRE ABOUT YOUR PRIVATE JET TO CHICAGO

Looking for a private jet to Chicago? Get a quote for your tailored journey, and we’ll get back to you with a private jet that ticks all of your boxes.

As well as private jet charters, SHY Aviation also provides helicopter and group travel worldwide. Enquire today to find out more.