Orlando Sanford to Illinois
Chicago
Chicago's north suburbs, away from O'Hare.
Chicago Executive in Wheeling is a general-aviation airport in the northern suburbs, clear of O'Hare's terminals and lines.
About three hours and twenty-five minutes of flying time from Sanford.
- Your party alone in a pressurized Conquest II cabin
- Pets ride in the cabin with you
- Private terminal at both ends — arrive minutes before you fly
- Round trips and multi-day stays quoted together
Orlando to Chicago: good to know
How long is the flight from Orlando to Chicago?
About 3 hr 25 min of flying time from Orlando Sanford (SFB) to Chicago Executive (Wheeling) (PWK), 864 nautical miles, in a pressurized Cessna Conquest II.
How much is a private charter from Orlando to Chicago?
Published one-way price for the whole aircraft: from $13,750, before taxes and fees. Call (407) 434-1900 or request a quote for your exact price.
How many people can fly to Chicago?
Most of our aircraft seat eight to nine passengers. You charter the whole airplane, so the price is the same whether two or nine fly.
Can my dog fly to Chicago with me?
Yes. Pets ride in the cabin with you — no crate required, no size limits and no limit on how many.
How early do I need to be at the airport?
Arrive 15 to 20 minutes before your scheduled departure. You board from a private terminal — no security line or gate.
More answers on our FAQ page, or see every destination.
