Aerial view of the city of Chicago with its skyscrappers and its famous long beach

Hire a Private Jet to Chicago

A private jet charter to Chicago, one of the United States’ most influential cities, offers efficient access to a global hub of finance, trade, and culture. Business travellers arrive for board meetings and trade shows, while leisure visitors enjoy Michelin-starred dining, renowned museums, and luxury shopping along the Magnificent Mile.

LunaJets arranges flights into Chicago’s three main private jet airports. O’Hare International (ORD) handles intercontinental arrivals and is 30–60 minutes by car from downtown, while Midway (MDW) offers a quicker 20–30-minute drive to the Loop. For travellers preferring a dedicated private aviation hub, Chicago Executive (PWK) combines discretion with full FBO services. From any of these airports, chauffeured transfers ensure smooth access to business districts, lakefront residences, or exclusive golf courses such as Medinah Country Club. Helicopters also connect directly to the downtown Vertiport in just 8–12 minutes, providing an efficient alternative for time-sensitive travellers.

With two decades of experience, LunaJets was the first European private jet broker to receive Argus® certification, reflecting our rigorous safety standards and service excellence. In Chicago, this expertise ensures smooth arrivals during major events such as the Chicago Auto Show or Lollapalooza, as well as on-demand last-minute flights across the U.S. and onwards to international destinations.

How much does it cost to charter a private jet from/to Chicago?

Chartering a private jet from Chicago costs from approximately €9,500 to €126,700 depending on destination and aircraft type. Flights from Chicago to Pittsburgh start at €9,500, while routes to Sao Paulo begin at €126,700.

The prices below reflect average charter costs across the most frequently flown routes to and from Chicago over the past 12 months. Actual quotes may be lower or higher depending on seasonality, aircraft availability, applicable taxes, and any specific requirements for your flight.

Private jet interior with leather seats, a black glossy table holding two crystal champagne glasses, a vase of white tulips, and a bottle of champagne.

What is the best airport for private flights to/from Chicago?

For fast access to downtown Chicago, Chicago Midway International Airport (MDW/KMDW) is a leading choice for private jet travelers. Positioned only 17 km from the Loop, it significantly reduces ground transfer times. The airport's efficient operations and reliable ground services ensure a practical arrival into the Windy City.

Which aircraft models are most frequently chartered to/from Chicago?

The Phenom 300, Phenom 100 and Falcon 2000 were the most popular private jets in 2025 for private flights departing from or arriving in Chicago. A dedicated Private Aviation Advisor can help you choose the right aircraft and secure the best availability.
Contact one of our local offices.

Top 3 aircraft models by number of flight movements to and from Chicago in 2025
Aircraft picture Aircraft model name Seats Speed (km/h) Speed (knots) Range (km) Range (NM)
Embraer Phenom 300 super light jet Embraer Phenom 300 6-8 822 km/h 444 kts 3723 km 2010 NM
Embraer Phenom 100 very light jet Embraer Phenom 100 4 722 km/h 390 kts 2182 km 1178 NM
Dassault Falcon 2000 large jet Dassault Falcon 2000 8-12 887 km/h 479 kts 5652 km 3052 NM

Our team of experts at your service

Our Private Jet Advisors are available 24/7 to help you through every step of your booking process

Christelle Candia
Christelle Candia
Private Aviation Advisor
en
fr
Charles Levisalles
Charles Levisalles
Private Aviation Advisor
en
fr

What our clients appreciate most

argus logo

Customer satisfaction

4.8/5

Based on 2,256 reviews

Frequently Asked Questions

Can I bring my pet on a private flight to Chicago?

Yes, you can bring pets on a private jet to Chicago. Dogs must be microchipped, vaccinated against rabies, at least 6 months old, and travel with a CDC Dog Import Form. Cats do not need CDC rabies paperwork, but Illinois requires rabies vaccination for both dogs and cats. If your dog has recently been in a high-risk rabies country, arrival must be through an airport with a CDC-registered animal care facility. LunaJets will check all regulations and ensure compliant routing.

What visa or entry requirements apply when flying private into Chicago?

All travellers flying privately to Chicago must comply with U.S. entry rules. Visitors from Visa Waiver Program countries may use ESTA to stay up to 90 days. Travellers from non-VWP countries must secure a B-1/B-2 visa before travel. Passports should be valid for the duration of the visit and include blank pages for stamping. LunaJets will assist in confirming the correct entry documents for your journey.

Are there curfews or restricted operating hours at Chicago airports?

No. Both O’Hare (ORD) and Midway (MDW) operate 24 hours a day. Nearby executive airports like Chicago Executive (PWK) also allow 24/7 operations, though night-time slots may be subject to noise-abatement procedures. LunaJets will confirm availability for your chosen aircraft and schedule.

How far in advance should I book a private jet to Chicago?

A few weeks’ notice is advisable, particularly in summer months and around large events such as the Chicago Air and Water Show in August or major trade fairs. Winter weather can also affect slot availability. LunaJets often arranges flights to Chicago at short notice, even during busy periods.

Which Chicago airport is the most convenient for private jet travellers?

Several airports serve Chicago with private-jet facilities. Chicago Midway (MDW) is closest to downtown and often best for business or quick access. O’Hare (ORD) handles international and large jet traffic with full FBOs and 24/7 operations. Depending on where you are staying or heading, Chicago Executive (PWK) could be less congested and more efficient. LunaJets will look at your final destination and schedule to pick the airport that minimizes travel time.