Empty legs

Empty Leg Flights from Chicago

In short Empty legs from Chicago can be far cheaper than a normal charter if your dates are flexible. Here is where they usually go, what the catch is, and how to actually get one, at the operator’s real price with no markup.

An empty leg is a repositioning flight an operator sells at a discount because the aircraft has to fly anyway. If your dates are flexible, empty legs from Chicago can be one of the cheapest ways to fly private, often 25 to 75 percent below a standard charter.

Where empty legs from Chicago usually go

Chicago is the main Midwest business hub, so empty legs from Chicago most often run east to New York, down to Florida (Miami and Palm Beach), west to Los Angeles and Las Vegas, and up to the mountains in ski season.

The catch

An empty leg follows the operator’s schedule, not yours. The date, time and route are largely fixed, it is almost always one way, and it can be cancelled if the original trip that created it changes. For a flexible traveller that is a fair trade for the saving. For a fixed, must-happen trip, keep a backup.

How to get one from Chicago

Empty legs appear and disappear fast, often only days before departure. The reliable way to catch a good one is to tell us your rough plans and let us watch operator repositioning out of Chicago directly, then quote you the operator’s real price with one flat fee and no markup. If a genuine empty leg fits, you keep the full saving.

Frequently asked

How much can you save on an empty leg from Chicago?
Typically 25 to 75 percent below a standard one-way charter, depending on the aircraft, the route and how close to departure you book. The figure only means something once you can see the operator’s real price, not a broker’s marked-up version.
Are empty legs from Chicago guaranteed?
No. An empty leg exists only to reposition an aircraft, so it can be changed or cancelled if the original trip changes. For a fixed journey, keep a backup option.
Which routes have the most empty legs from Chicago?
Chicago is the main Midwest business hub, so empty legs from Chicago most often run east to New York, down to Florida (Miami and Palm Beach), west to Los Angeles and Las Vegas, and up to the mountains in ski season.
How do I hear about empty legs from Chicago?
Tell us your rough plans and we will watch operator repositioning out of Chicago for you, then quote the operator’s real price with no markup.

See the real number

Tell us where and roughly when you’d like to fly from Chicago. We’ll watch for an empty leg that fits and show you the operator’s real price, with no markup.

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