Private Jet rental Chicago

Chicago private jet rental, routes and airports

Looking to travel from, or to, the ‘Windy City’? Booking a private jet to Chicago has just been made easy with JetAhead. There’s no denying it, Chicago is a must-visit destination that is both historic and exciting. When it comes to private aviation, our in-advance Chicago private jets will not only save you money, but save you the stress and frustration of private jet charter.

Already know your schedule months in advance? If you know your diary ahead of time, whether for business or leisure, JetAhead will deliver you there in style, comfort, and to your schedule.

Ready to start planning your travel to Chicago? Enjoy the freedom of virtual private jet ownership, without the stress.

Speak to an aviation expert

Ready to book your private jet to Chicago? Get in touch with us now.

Airports in Chicago and the surrounding area

There are several Chicago airports. Depending on exactly where you’re looking to go in Chicago, your private jet will be allocated to you for the day/s booked, and likely use one of the following airports:

  • Chicago Executive Airport (PWK) – heavily utilized for Chicago private jet charters, Chicago Executive Airport is around 20 miles north of downtown, located in Wheeling, IL.
  • Chicago O’Hare International Airport (ORD, KORD) – typically referred to as O’Hare Airport, Chicago O’Hare, or simply O’Hare, is an international airport located on the Northwest Side of Chicago, Illinois, 17 miles northwest of the Loop business district.

  • Chicago Midway Intl Airport (MDW, KMDW) – often referred to as Midway Airport, Chicago Midway or simply Midway, this airport has two FBOs and is around 8 miles southwest of the Chicago loop.

  • Aurora Municipal Airport (ARR) – the perfect solution for residents of Aurora, IL, this Chicago airport is located a little further west and DuPage.

  • DuPage Airport (DPA) – located 29 miles west of downtown Chicago in West Chicago, DuPage County, IL.

  • Waukegan Regional Airport (UGN, KUGN) – a reliever airport for O’Hare, located in Waukegan, IL, about 35 miles north of Chicago.

private jet rental Chicago

Why use JetAhead for private air travel from Chicago?

Unlike private jet charter flights, JetAhead allows travellers to be flexible with their schedules when using a private jet to fly to the Chicago area – or any other destination. In the world of Chicago private charter flights, you would expect to pay on a per-trip basis, with no freedom to change the route or schedule.

With JetAhead, you rent the private jet for the day – at a fixed cost. This means the private jet is allocated to you, and only you, for the day/s booked from/to Chicago. If you want to leave earlier, depart later or travel to a different location, no problem. Unlike a Chicago charter flight, with JetAhead you can experience virtual private jet ownership, with zero fuss, stress or Jet Card frustration.

This means that unlike a Chicago jet charter service, a private jet will remain with you in Chicago during the duration of the time booked, and will only leave when you’re ready to. It will not leave to carry out other trips with other travellers.

JetAhead makes renting a private jet easy, more transparent and stress-free compared to chartering private jets. Plus, the further ahead you book your private jet to Chicago, the less you pay.

Chicago private jet charter

Why seek Chicago private jet charter, when…

  • You can book with JetAhead in advance and pay less the further ahead you book

  • A private jet will be allocated to you for the day/s booked, which means it won’t be dashing off to make trips with other travellers

  • You pay a fixed day rate cost for the aircraft, and everything else is taken in arrears, according to actual costs

  • With JetAhead, there are no fuel surcharges or hidden costs

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Private jet rental Chicago

Save money by booking your Chicago private jet in advance with JetAhead.

Most popular private jet flights from Chicago

  • Private jets from Chicago to Colombus – with just a 32 minute flight time, travelling from Chicago IL to Colombus is one of our most popular light jet routes.

  • Chicago IL to New York – get ready to explore the Big Apple, travelling from the “windy city” of Chicago IL to New York in just 1h 26min flight time.

  • Chicago to Detroit – ready to fly from Chicago to Detroit? Reach Detroit in just 36 minutes and explore the center of the U.S. automobile industry.

  • Chicago to Indianapolis – known for its green spaces, glistening waterways and remarkable memorials, Indianapolis is just 33 minutes away from Chicago IL in a light jet.

Top US Destinations

Fly wherever your schedule takes you, view our top requested destinations.

Most requested private jet flights to Chicago

  • Chicago jet charter from Columbus – with a super-fast flight time in one of our light jets, reaching Chicago from Columbus is made easy with JetAhead.

  • Private jet from Las Vegas to Illinois – need an aircraft to Chicago? No problem, book a jet in advance and save money with JetAhead.

  • Charter flights from New York to Chicago – leaving the Big Apple? Heading to Illinois has never been easier than with our in-advance aircraft rental.

Chicago FAQ

Which are the most popular Chicago airports?

There are several airport options in the Chicago area. Depending on exactly where you’re looking to go in Chicago, your private jet will be allocated to you for the day/s booked, and likely use one of the following airports:

  • Chicago Executive Airport (PWK)

  • Chicago O’Hare International Airport (ORD, KORD)

  • Chicago Midway Intl Airport (MDW, KMDW)

  • Aurora Municipal Airport (ARR)

  • DuPage Airport (DPA)

  • Waukegan Regional Airport (UGN, KUGN)

Why is JetAhead different from Chicago private jet charter?

Unlike private jet charter flights, JetAhead allows travellers to be flexible with their schedules when using a private jet to fly to/from Chicago – or any other destination. Chicago private jet charter can be restrictive and costly in terms of cancellations and schedules, whereas with the JetAhead program, a light jet to/from Chicago is allocated to you for the day/s booked.

This means that you can travel freely wherever* you want to go, on your schedule. There is no waiting around for the aircraft to complete other trips, so you can experience virtual private jet ownership with zero stress – while saving money the further ahead you book.

How does JetAhead work?

Unlike a charter flight, JetAhead allocates an aircraft to you for the day/s booked. You pay a fixed day rate cost for the rental of the aircraft – just as you would for renting a car. Then everything else, such as where you fly and the fuel you use, is paid in arrears, according to actual costs.

We don’t add fuel surcharges, either. You pay the actual costs associated with flying the aircraft.

Simply let us know around 7 days before your allocated day where you want to go. Even then, if you want to add in/remove a stop and/or change your schedule, you can. If you want to leave earlier, or depart later, no problem. The aircraft will always be on standby, ready to fly when you are.

How much does JetAhead cost?

For the most up to date fuel pricing, you can speak to one of our private aviation experts. However, the further ahead you book, the less you pay. So if you know your schedule for the next 6+ months, why not book an aircraft now and save thousands of dollars?

As we mentioned above, you pay a fixed day rate for the aircraft, and then all variable costs are paid in arrears.

We have our own aircraft operating in the Chicago area. Take a look at our aircraft page to see our incredible light jets.

Aside from bold architecture, and incredible skyscrapers, Chicago Illinois has more than enough to do, no matter what you enjoy. Here are some of the most famous and popular sights of Chicago IL:

  • Art Institute of Chicago

  • Millennium Park

  • Navy Pier

  • Adler Planetarium

  • Museum of Science and Industry

  • Willis Tower SkyDeck

  • Buckingham Fountain

As well as sporting the work of famous architects, Chicago has a diverse culture, reliable ground transportation network, a rich history and much more.

Looking for somewhere to stay?

There is near 700 incredible hotels in Chicago Illinois, varying greatly from economy to the ultimate luxury. A few of the very best hotels include:

  • The Drake

  • Conrad Chicago

  • The Park Hyatt

  • The Ritz-Carlton

  • Four Seasons Chicago

  • The Peninsula Chicago

  • Fairmont Chicago

Looking for a private jet from Chicago?

Speak to our aviation experts and book your private jet in advance with the JetAhead program.

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We plant a silver maple tree for every flight taken, as part of our contribution towards carbon offsetting.

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