Private Jet & Empty Legs from Chicago to Naples
8 empty leg flights available, from $14,800 (€13,280) for the whole aircraft, up to 75% below a regular charter.
A private jet from Chicago to Naples covers about 1,822 km, with a flight time of approx. 3h 10m. 8 empty legs are available now, from $14,800 (€13,280) for the whole aircraft. Empty legs on this route typically cost $18,000 (€16,100) for the whole aircraft including service fee, the median of 25 offers over the last 18 months.
- Tue, Nov 3TodayNewChicagoKMDW · Chicago Midway International AirportNaplesKAPF · Naples Municipal AirportRaytheon Aircraft Company Hawker 400A7—$14,8503NovChicago → NaplesKMDW → KAPF · TodayRaytheon Aircraft Company Hawker 400A · 7 seatsNew$14,850
- Tue, Nov 17in 14 daysNewChicagoKDPA · Dupage AirportNaplesKAPF · Naples Municipal AirportGulfstream G50015—On request17NovChicago → NaplesKDPA → KAPF · in 14 daysGulfstream G500 · 15 seatsNewOn request
- Mon, Nov 30in 27 daysNewChicago/Prospect Heights/WheelingKPWK · Chicago Executive AirportNaplesKAPF · Naples Municipal AirportEmbraer Phenom 30083h 6mOn request30NovChicago/Prospect Heights/Wheeling → NaplesKPWK → KAPF · in 27 daysEmbraer Phenom 300 · 8 seats · 3h 6mNewOn request
- Mon, Nov 30in 27 daysNewChicagoKIGQ · Lansing Municipal AirportNaplesKAPF · Naples Municipal AirportEmbraer Phenom 3008—On request30NovChicago → NaplesKIGQ → KAPF · in 27 daysEmbraer Phenom 300 · 8 seatsNewOn request
- Wed, Dec 9in 36 daysNewChicagoKIGQ · Lansing Municipal AirportNaplesKAPF · Naples Municipal AirportEmbraer Phenom 3008—On request9DecChicago → NaplesKIGQ → KAPF · in 36 daysEmbraer Phenom 300 · 8 seatsNewOn request
- Wed, Dec 9in 36 daysNewChicago/Prospect Heights/WheelingKPWK · Chicago Executive AirportNaplesKAPF · Naples Municipal AirportEmbraer Phenom 30083h 6mOn request9DecChicago/Prospect Heights/Wheeling → NaplesKPWK → KAPF · in 36 daysEmbraer Phenom 300 · 8 seats · 3h 6mNewOn request
- Thu, May 6in 184 daysNewChicago/Prospect Heights/WheelingKPWK · Chicago Executive AirportNaplesKAPF · Naples Municipal AirportEmbraer Phenom 30083hOn request6MayChicago/Prospect Heights/Wheeling → NaplesKPWK → KAPF · in 184 daysEmbraer Phenom 300 · 8 seats · 3hNewOn request
- Thu, May 6in 184 daysNewChicagoKIGQ · Lansing Municipal AirportNaplesKAPF · Naples Municipal AirportEmbraer Phenom 3008—On request6MayChicago → NaplesKIGQ → KAPF · in 184 daysEmbraer Phenom 300 · 8 seatsNewOn request
KMDW · Chicago Midway International Airport* Total price incl. 10% service fee, converted to your selected currency. Price subject to operator confirmation.
Similar routes
Your stay in Naples
AdHotels, transfers and car rental at the destination from our partners.
You book directly with the provider. We receive a commission when you book.
Chicago to Naples by private jet: prices, flight time and airports
- Distance
- 1,822 km
- Flight time
- approx. 3h 10m
- Typical empty leg price
- $16,800 – $18,400 (€15,000 – €16,500)
- middle 50%, incl. service fee
- Available now
- 8
- next departure November 3
There are 8 empty legs from Chicago to Naples available right now; the next one departs on November 3. The price is $14,800 (€13,280) for the whole aircraft, including service fee.
Over the last 18 months we recorded 25 empty legs from Chicago to Naples, plus 55 in the opposite direction. Half of them cost between $16,800 (€15,000) and $18,400 (€16,500), with a median of $18,000 (€16,100). The roughly 1,822 km take a private jet approx. 3h 10m.
The most common aircraft on this route are Embraer Phenom 300 (Light Jet), Learjet 60 (Light Jet) and Citation XLS (Midsize).
Flights usually depart from Chicago Midway International Airport (KMDW), Lansing Municipal Airport (KIGQ) and Dupage Airport (KDPA) and land at Naples Municipal Airport (KAPF). Private jets often use dedicated general aviation terminals: short walks, quick security checks.
An empty leg is a repositioning flight: the private jet has to fly without passengers to its next job or back to base, and the operator sells that flight at a steep discount. Date, time and route are set by the operator, so empty legs suit travellers with flexible plans.
FAQ: private jet Chicago to Naples
How much does a private jet from Chicago to Naples cost?
As an empty leg, this route cost a median of $18,000 (€16,100) over the last 18 months, mostly between $16,800 and $18,400 (€15,000 and €16,500). Current deals start at $14,800 (€13,280). Prices are for the whole aircraft and include the service fee. A regular charter on the same route usually costs considerably more.
How long is a private jet flight from Chicago to Naples?
The distance is about 1,822 km. A private jet needs approx. 3h 10m including taxi, climb and descent, a little more or less depending on aircraft and wind.
Are there empty legs from Naples to Chicago?
From Naples to Chicago we recorded 55 empty legs over the last 18 months, typically $19,300 (€17,300) for the whole aircraft. The flight takes about the same time: approx. 3h 10m.
Where can I find empty leg flights from Chicago to Naples?
On this page: 8 flights are listed right now, the next on November 3. Over the last 18 months there were 25 empty legs on this route and 55 in the opposite direction. PrivJet collects empty legs from more than 400 operators. If no date fits, a charter request collects quotes from several operators.
Which airports are used between Chicago and Naples?
Departures usually from Chicago Midway International Airport (KMDW), Lansing Municipal Airport (KIGQ) and Dupage Airport (KDPA), arrivals at Naples Municipal Airport (KAPF).