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Chicago Midway to Chicago Executive

MDWChicagoChicago
PWKChicago/Prospect Heights/WheelingChicago/Prospect Heights/Wheeling

Date

15th November 2026

Passengers

10 pax

Charter Price

$8,600

Duration

33m

Aircraft

Challenger 300

Challenger 300 aircraft
Challenger 300 from the operator's fleet.
MDWPWKChicagoChicago/Prospect Heights/Wheeling33m · 24 mi

About this flight

Cross the Chicago area from Chicago Midway to Chicago/Prospect Heights/Wheeling on a private jet empty leg designed for a particularly local change of airport. This mid-November movement may suit travellers repositioning for plans in the northern suburbs, where business addresses, neighbourhood dining and access towards the North Shore create a different rhythm from the city centre. Autumn’s cooler days lend the journey a seasonal character, even though the flight itself is brief. Rather than viewing this as a conventional city-to-city trip, consider it a distinctive way to connect two sides of greater Chicago within an existing aircraft itinerary.

The Bombardier Challenger 300 is a Super Midsize Jet with a comfortable cabin that feels especially indulgent on such a short sector. Its 10 seats make it possible to keep a travelling party together in a private setting, whether the next stop is a meeting, an event or an onward journey. There is space to settle in and enjoy a moment away from the bustle of the city’s roads and terminals. The aircraft’s refined interior brings a sense of occasion to a route that is otherwise all about reaching the right part of Chicago.

This empty leg exists because the aircraft is scheduled to move between these two airports, creating a charter opportunity for travellers whose timing and destination match. Its appeal lies in making an existing flight work for your plans, with the privacy and simplicity associated with private jet travel. If Prospect Heights or Wheeling is where you need to be this autumn, this unusual local route could be a fitting match.

Flight details

From
Chicago Midway International Airport (MDW)
To
Chicago Executive Airport (PWK)
Date
15th November 2026
Estimated flight time
33m
Aircraft
Challenger 300
Seats
Up to 10 passengers
Price
$8,600 for the whole aircraft
Empty leg enquiry

Enquire, or make an offer

Listed at $8,600 for the whole aircraft. Ask about it as listed, or tell us what you would like to pay.
Listed price
$8,600For the whole aircraft, as listed.

Passengers

1

We confirm availability with the operator and reply by email. Nothing is charged.

Listed flights on the same route or from the same airports, nearest dates first.

Also leaving Chicago Midway

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1.

What is an empty leg flight?

An empty leg flight occurs when a private jet needs to return to its home base or reposition for the next charter without passengers.

2.

How flexible are empty leg flight times?

Empty leg flights have fixed departure times and destinations since they are repositioning flights. However, we have access to thousands of empty legs across the globe, so there is often flexibility in finding a flight that matches your schedule.

3.

How do I find available empty leg flights?

Our team monitors empty leg availability in real-time across our global network of operators. Simply enter your desired route and dates, and we will notify you of matching opportunities. You can also browse our current listings above.

4.

Are empty leg flights safe?

Absolutely. Empty leg flights use the same aircraft, crews, and safety standards as regular charter flights.

Testimonials

What our customers say about us

01/16

All went very well! Already planning next year's trip — might need a bigger jet for eight of us next time.

S.M.Private Client