Call or text your aviation advisor, tell us where you’re going, and we’ll handle everything else.
Transparent Aviation arranges private jet charter to and from Chicago and the surrounding suburbs through a dedicated aviation advisor you can call or text any hour.
We recommend the right airport and aircraft for where you are actually going, confirm the full cost before you fly, and coordinate catering and ground transportation as part of the service.
Your money stays in your bank until you have a flight to pay for.
Chicago Private Jet Charter Service
Chicago sits on the southwest shore of Lake Michigan and is the business and cultural center of the Midwest. The Loop, the Magnificent Mile and River North hold much of the city’s business, shopping and dining, with Millennium Park and the lakefront close by.
Chicago has three airports that matter for private flights. Midway is the closest to downtown, O’Hare is a major international hub on the northwest side, and Chicago Executive in Wheeling serves the northwest suburbs. Choosing the right one depends on where you are going.
Your advisor handles that choice, with a car waiting at the FBO and a plan for catering and the return.
PRIVATE JET AIRPORTS NEAR Chicago
Choose the airport that fits your trip
Not sure which one? Your advisor will recommend the right airport for where you’re going and tell you about any FBO fees up front.
Popular Routes
Each route page covers the airports, typical flight time, and what you’ll know about the cost before you book.
Flight times are approximate and vary by aircraft and conditions.
Catering and coordinated ground transportation are part of the service. You pay for the flight, and only when you have one.
Clearly disclosed and billed directly when applicable.
Clearly explained — not buried behind vague surcharges.
Presented clearly so you understand what you’re booking and what you’re paying for.
FAQ
It depends on where you are going. Chicago Midway (MDW) is the closest of the three to downtown. Chicago Executive (PWK) in Wheeling serves the northwest suburbs and is dedicated to business aviation. O’Hare (ORD) is a major international hub with private aviation facilities. Your advisor will recommend the right one for your trip.
Yes. O’Hare has private aviation facilities, but it is a busy commercial airport. Many travelers prefer Midway or Chicago Executive for convenience, and your advisor will explain the trade-offs for your trip.
No. We don’t ask for large upfront deposits or prepaid balances. Your money stays in your bank until you have a flight to pay for.
FBO fees are clearly disclosed and billed directly when applicable. If a recovery situation could result in an additional charge, you’ll know what it is and why. You should never have to ask what you’re actually paying for.