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Routes

Private jet from Naples to Chicago

We have seen 6 empty legs from Naples to Chicago, from US$ 15,490. A full charter is estimated at US$ 13,300–26,600. 997 nm, about 2h46 in the air.

Distance
997 nm
Flight time
2h46
Typical empty leg, light jet
US$ 16,490
One-way charter, light jet
US$ 26,600

Published flights

Empty legs seen on this route

Flights seen
6
Lowest price
US$ 15,490
Median price
US$ 16,990
Latest flight
13 Oct 2026

Earlier flights

13 Oct 2026 Learjet 70 US$ 16,990
12 Oct 2026 Cessna Citation CJ3 US$ 16,990

Prices are for the whole aircraft, converted to US dollars. Data from the public listings jetvega tracks.

What a full charter costs

ClassTimeHourCharter
Turboprop, 8 seats 3h58 US$ 2,800 US$ 11,100–US$ 22,200
Very light jet, 4 seats 3h20 US$ 3,600 US$ 12,000–US$ 24,000
Light jet, 7 seats 2h46 US$ 4,800 US$ 13,300–US$ 26,600
Midsize jet, 8 seats 2h40 US$ 6,000 US$ 16,000–US$ 32,000

An empty leg on this route had a median price of US$ 16,490, against US$ 26,600 for a full charter on a light jet: about 38% less.

An estimate, not an offer: flight hours at the typical speed of the class × the average hourly rate. The lower figure applies when the aircraft is already in town; the higher one includes the aircraft flying back empty, which is how a one-way trip is usually priced. Airport fees not included.

Airports in Naples

Airports in Chicago

Questions

How much is a private jet from Naples to Chicago?

A full charter runs about US$ 13,300–26,600 on a light jet (estimate). Empty legs on this route have been listed from US$ 15,490, with a median of US$ 16,990.

How long is the flight from Naples to Chicago?

It is 997 nautical miles (1,846 km): about 2h46 on a light jet, including take-off and landing.

Which aircraft fly Naples → Chicago?

Non-stop: turboprop (8 seats), very light jet (4 seats), light jet (7 seats), midsize jet (8 seats). Seen on this route: Cessna Citation CJ3, Embraer Phenom 300, Gulfstream G280, Learjet 60, Learjet 70.

Are there empty legs from Naples to Chicago right now?

Yes, 4 listed now, from US$ 15,490. They are at the top of this page.

Which airports do the flights use?

In Naples: Southwest Florida International Airport (RSW), Naples Municipal Airport (APF), Page Field (FMY). In Chicago: Chicago O'Hare International Airport (ORD), Chicago Midway International Airport (MDW), Chicago Executive Airport (PWK). Business jets often use smaller airports closer to where you are going.

What about the way back, Chicago to Naples?

The return route has its own page, with 1 empty legs seen. Asking for a round trip in one request is usually cheaper than two one-way flights.

What is an empty leg?

It is a flight with no passengers on board: after dropping off a client the aircraft returns to base or repositions for the next trip. The operator sells that leg at a discount rather than fly it empty.