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  5. Naples to Chicago/Waukegan

Private Jet Naples to Chicago/Waukegan: Empty Leg Flight on December 26, 2026

Departs
December 26-27, 2026
Aircraft
Cessna Citation Excel
Whole-aircraft price
$15,377
Seats
8
View availability and book

About this Naples → Chicago/Waukegan empty leg

An empty leg is a one-way repositioning flight: the aircraft — a Cessna Citation Excel — has to fly Naples to Chicago/Waukegan anyway, so the whole cabin is offered as a single one-way charter at the operator's repositioning rate rather than a round-trip one. You charter the aircraft, not a seat, and the date and route are fixed by the operator's own schedule. This leg covers 1,176 miles, about 2h 42m in the air. The cabin seats 8.

Empty-leg inventory turns over continuously — a leg is live until the operator sells or cancels it. If this one is gone by the time you call, the links below show what is live on the same route and at the same airports right now.

Other live empty legs near Naples → Chicago/Waukegan

1 / 3
KPGD
Punta Gorda
Florida
3h 6m
KPWK
Chicago
Illinois
Wed, Oct 28·3:06 AM – 7:24 AMFlexible
Cessna Citation V
Light jet·Up to 7 passengers
$11,246Entire Aircraft
1 / 3
KRSW
Fort Myers
Florida
2h 47m
KUES
Waukesha
Wisconsin
Wed, Oct 28·8:14 PM
Cessna Citation CJ4
Light jet·Up to 8 passengers
$15,689Entire Aircraft
1 / 3
KMKY
Marco Island
Florida
2h 50m
KMKE
Milwaukee
Wisconsin
Thu, Nov 5·1:55 PM
Cessna Citation CJ4
Light jet·Up to 8 passengers
$17,768Entire Aircraft

Keep looking

  • Empty leg flights from Naples
  • Empty legs departing Naples (KAPF)
  • Empty legs arriving Chicago/Waukegan (KUGN)
  • All live empty leg flights

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