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.
Flight Prices
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Chicago
Teterboro
| Route | Flight time | Aircraft model | Category | Seats | Price | Action |
|---|---|---|---|---|---|---|
| Chicago To Teterboro | Flight time: 2h 10m | Cessna Citation Mustang | Very Light Jet | Seats: 4 | Price: €10,400 | |
| Chicago To Teterboro | Flight time: 1h 40m | Cessna Citation Sovereign | Midsize Jet | Seats: 9 | Price: €17,600 | |
| Chicago To Teterboro | Flight time: 1h 35m | Bombardier Challenger 300 | Super Midsize Jet | Seats: 8 | Price: €21,600 | |
| Chicago To Boston | Flight time: 3h 25m | Beechcraft King Air 350i | Turboprop | Seats: 8 | Price: €13,600 | |
| Chicago To Boston | Flight time: 1h 55m | Cessna Citation III | Midsize Jet | Seats: 7 | Price: €20,900 | |
| Chicago To Boston | Flight time: 1h 50m | Embraer Praetor 600 | Super Midsize Jet | Seats: 8 | Price: €25,000 | |
| Chicago To Pittsburgh | Flight time: 1h 45m | Pilatus PC-12 NG | Turboprop | Seats: 8 | Price: €9,500 | |
| Chicago To Pittsburgh | Flight time: 1h 10m | Embraer Praetor 500 | Midsize Jet | Seats: 7 | Price: €16,300 | |
| Chicago To Pittsburgh | Flight time: 1h 05m | Bombardier Challenger 300 | Super Midsize Jet | Seats: 8 | Price: €20,000 | |
| Chicago To Houston | Flight time: 3h 40m | Pilatus PC-12 NG | Turboprop | Seats: 8 | Price: €15,600 | |
| Chicago To Houston | Flight time: 2h 05m | Cessna Citation Latitude | Midsize Jet | Seats: 9 | Price: €22,800 | |
| Chicago To Houston | Flight time: 2h 00m | Hawker 4000 | Super Midsize Jet | Seats: 8 | Price: €28,200 | |
| Chicago To Las Vegas | Flight time: 5h 45m | Pilatus PC-12 NG | Turboprop | Seats: 8 | Price: €23,500 | |
| Chicago To Las Vegas | Flight time: 3h 10m | Bombardier Learjet 60XR | Midsize Jet | Seats: 6 | Price: €31,100 | |
| Chicago To Las Vegas | Flight time: 3h 05m | Cessna Citation X | Super Midsize Jet | Seats: 8 | Price: €35,900 | |
| Chicago To Sao Paulo | Flight time: 9h 45m | Dassault Falcon 900LX | Large Jet | Seats: 12-14 | Price: €126,700 | |
| Chicago To Sao Paulo | Flight time: 9h 35m | Bombardier Global 5500 | Super Large Jet | Seats: 8 | Price: €140,200 | |
| Chicago To Sao Paulo | Flight time: 9h 20m | Bombardier Global 6500 | Long Range Jet | Seats: 8 | Price: €158,600 | |
| Chicago To Nashville | Flight time: 1h 40m | Pilatus PC-12 NGX | Turboprop | Seats: 8 | Price: €10,300 | |
| Chicago To Nashville | Flight time: 1h 05m | Cessna Citation Sovereign | Midsize Jet | Seats: 9 | Price: €16,000 | |
| Chicago To Nashville | Flight time: 1h 05m | Gulfstream G200 | Super Midsize Jet | Seats: 8-10 | Price: €20,700 | |
| Chicago To Toluca | Flight time: 3h 45m | Cessna Citation Bravo | Light Jet | Seats: 7 | Price: €25,800 | |
| Chicago To Toluca | Flight time: 3h 35m | Gulfstream G150 | Midsize Jet | Seats: 7 | Price: €33,800 | |
| Chicago To Toluca | Flight time: 3h 25m | Bombardier Challenger 300 | Super Midsize Jet | Seats: 8 | Price: €39,600 |
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.
Airports | IATA | ICAO | Dist. |
|---|
Which aircraft models are most frequently chartered to/from Chicago?
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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.
