Cheap Flights from Newburgh (SWF) to Chicago (ORD)

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Frequently asked questions

How much is a flight from SWF to ORD?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price advertised for a round-trip journey from Stewart Intl. Airport (SWF) to O’Hare Airport was . Great fares don’t last forever, so make sure you book yours today. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Stewart Intl. Airport (SWF) to O'Hare Airport?
This differs between air carriers, as each has its own set of terms and conditions. Visit the Customer Service Portal, where you’ll find easy-to-follow instructions on how to cancel online.
How do I find cheap flights from SWF to O'Hare Intl. Airport (ORD) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for Stewart Intl. Airport to O’Hare Airport flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from Stewart Intl. Airport (SWF) to O'Hare Airport?
A flight distance of just 1,150 kilometres separates Newburgh and Chicago. Once you’re up in the air, you won’t have time to do much more than listen to a few songs on your travel playlist.
Which airlines fly direct from Stewart Intl. Airport to O'Hare Intl. Airport (ORD)?
You won’t find any airlines operating directly between Stewart Intl. Airport (SWF) and O’Hare Airport, so be prepared to make at least one stop on your journey. A layover can be a good way to break up a trip!
Are SWF to O'Hare Airport flight tickets cheaper when they're purchased at the last minute?
Last-minute planners can occasionally find a bargain, with some of the cheapest airfares from Stewart Intl. Airport to ORD emerging a few weeks before the departure date. If you’d rather plan ahead, Expedia compares and updates all the best flight deals regularly — as early as a year in advance in some cases. It does depend on the carrier though, as not all airlines advertise prices so far in advance.
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