Jet set to the incredible US metropolis of Chicago, Illinois, for an urban adventure along Lake Michigan. The US city of Chicago features magnificent architecture, stunning museums, brilliant chefs, and a thriving craft beer brewing scene.
Immerse yourself in Chicago's Art Deco architecture of vast skyscrapers, including some of the world's tallest buildings, across the city's 77 neighbourhoods, and discover award-winning restaurants, designer boutiques, and exceptional nightlife.
The best way to travel to Chicago, Illinois and explore all the delights of this vibrant city is by private jet. We excel at arranging private jet charter flights to Chicago and have access to the finest aircraft from the world's premier operators. Contact our team today to book your Chicago private jet charter.
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, offering an ultra-luxurious way to travel.
With access to the finest aircraft, ensuring an exceptional travel experience. 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. Contact our private jet brokers today to book your Chicago private jet charter today.
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.
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.
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.
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.
Tell us your requirements for the journey, and then simply leave the rest to us. We will manage every aspect of your private flight to Chicago, from planning your bespoke travel itinerary, booking your choice of aircraft, handling ground transportation, and ensuring your preferred choice of in-flight catering and entertainment. If you need to speak to one of our brokers, they’re available 24/7 365 days a year. Contact us today to book 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.
There are several airport options when flying into Chicago, and the best airport will depend on your requirements. Chicago airports include:
- Chicago Executive Airport (PWK): Located in Wheeling, approximately 18 miles north of downtown Chicago, PWK is a popular choice for private jets, offering multiple FBOs (Fixed Base Operators) and easy access to the city.
- Chicago Midway International Airport (MDW): While primarily a commercial airport, Midway provides excellent facilities for private jets, with several FBOs and proximity to downtown (10 miles).
- DuPage Airport (DPA): Situated about 30 miles west of Chicago, this airport specialises in private aviation with top-tier FBOs, customs services, and an exclusive terminal.
- Gary/Chicago International Airport (GYY): Located in Gary, Indiana, about 25 miles southeast of downtown Chicago, GYY is known for its convenience, customs services, and minimal congestion.
- Waukegan National Airport (UGN): About 40 miles north of Chicago, this airport caters to private jet travellers with premium services and easy access to the northern suburbs.
- Aurora Municipal Airport (ARR): Located about 45 miles west of downtown Chicago in Sugar Grove, Illinois, Aurora Municipal Airport is an excellent option for private jet travellers seeking a low-traffic alternative to larger airports.
Yes, you can fly into O'Hare Airport. Chicago O'Hare Airport (ORD) is one of the busiest airports in the world and caters to private jet travellers, albeit less commonly than other regional airports due its primary focus on commercial aviation. However, there are notable advantages for private jet users at O'Hare:
Key features for private jets at O'Hare:
- Exclusive FBO Services: ORD has FBOs like Signature Flight Support, offering luxurious lounges, fuelling, catering, and other services for private aviation.
- Proximity to Downtown: Located just 14 miles northwest of Chicago's Loop, O'Hare provides convenient access to the city.
- Global Connectivity: As a major international hub, O'Hare offers seamless customs and immigration facilities, which are ideal for private jets arriving from or departing to international destinations.
- Runway Access: With multiple runways designed to accommodate all aircraft sizes, including large private jets and VIP airliners, ORD is equipped for diverse aviation needs.
- Convenience for Multi-Leg Journeys: Using O'Hare can simplify transitions between private planes and commercial flights.
The cost of a private jet flight to Chicago will largely depend on the size of the private aircraft and the flight duration. Use our innovative online booking platform or contact our team of private jet brokers for a quick and accurate quote based on your unique requirements.
When you book with SHY Aviation, one of the world's premier private jet charter brokerages, you can enjoy access to an exquisite selection of world-class aircraft, including light jets, mid-size jets, super mid-size jets, heavy jets, ultra-long-range jets, and VIP airliners. We can also arrange for helicopter charters in Chicago. No matter what aircraft you desire, we can match you with your ideal jet. We also have access to the world's finest group charter aircraft for larger group travel. Contact us today.
Yes, you can book and empty-leg flight to Chicago. Contact us today to discuss your empty-leg flight requirements.
- Millenium Park: Home to the iconic "Cloud Gate" (The Bean) sculpture and the Crown Fountain.
- Navy Pier: Features a Ferris Wheel, shops, restaurants, and entertainment options along Lake Michigan.
- Art Institute of Chicago: World-renowned museum with masterpieces such as Grant Wood's American Gothic and works by Monet.
- Willis Tower Skydeck (formerly the Sears Tower): Offers breathtaking views from the 103rd-floor glass observation deck, "The Ledge".
- Chicago Riverwalk: A scenic pedestrian path with restaurants, bars, and boat tours along the Chicago River.
- Museum of Science and Industry: Interactive exhibits, including a U-505 submarine and replica coal mine.
- The Magnificent Mile: A premier shopping district with luxury boutiques, restaurants, and historic landmarks.
- Shedd Aquarium: A massive indoor aquarium featuring marine life from around the world.
- Field Museum: Famous for Sue, the largest and most complete Tyrannosaurus Rex skeleton ever discovered.
- Lincoln Park Zoo: A family-friendly zoo with diverse animal exhibits and beautiful park surroundings.
Experience all the delights of Chicago. Let us book your charter flight to Chicago today. Contact us to learn more about flying private anywhere in the USA.
Yes, if you wish to have in-flight Wi-Fi on your private jet, we can source you a suitably equipped jet.
We offer private jets globally, including to all destinations in the US, Europe, Asia, Africa, Australasia, and the Middle East. Some of our most popular destinations for private jet charters in close proximity to Chicago include:
No matter where you want to fly in the world, our private aviation specialists are ready to assist.
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