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Chicago Midway to Dallas Love Field

MDWChicagoChicago
DALDallasDallas

Departed

3rd August 2026

Passengers

7 pax

Last listed

$8,600

Duration

1h 58m

Aircraft

Cessna Citation Ultra

MDWDALChicagoDallas1h 58m · 794 mi

About this flight

Chicago Midway offers convenient access to the Windy City for private travellers, and this route carries passengers south to Dallas, one of the largest business hubs in the American Southwest. Connecting the Midwest with North Texas, this charter appeals to executives moving between two major commercial centres as well as families taking advantage of summer travel season to visit either city. The route avoids the congestion typical of major international airports, offering a faster, more direct alternative to commercial connections between Chicago and Dallas.

The Citation Ultra flying this sector is a light jet suited to exactly this kind of city-pair charter, balancing efficient cruise performance with a comfortable cabin experience. Seating up to seven passengers, the aircraft offers contoured leather seating, a quiet cabin environment and enough baggage capacity for business or family travel. Its speed and reliability have made the type a popular choice for private jet travel across the Midwest and Texas corridor.

As an empty leg, this Chicago to Dallas sector presents a valuable opportunity to fly private on a fixed summer date without booking a full charter outright. For business travellers with meetings in either city, or families with summer plans spanning the Midwest and Texas, this empty leg pairs the convenience of private aviation with outstanding value on a well-travelled corridor.

This flight has departed

Chicago to Dallas: the same route, from today

The Cessna Citation Ultra empty leg listed here flew on 3rd August 2026. Empty legs on this route are listed from time to time, so here is what is open now, and you can ask us to email you when the next one appears.

Email me when this route is listed

We will email you when an empty leg is listed from Chicago to Dallas, and only about that route. Every email carries a link to stop them.

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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