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SkyWest Airlines.

Bagging a cheap flight from Chicago to Newburgh may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair. During holiday seasons, like Thanksgiving, Christmas, New Year, Independence Day and Memorial Day, book flights from Chicago, Chicago Midway International Airport to (SWF) Newburgh, Stewart International Airport at least 2 months in advance.

More information about Newburgh SWF.

Air fares with one or more stops are usually cheaper than Chicago (MDW) to Newburgh (SWF) direct flights/5(22). Scan through flights from Chicago Midway International Airport (MDW) to Stewart International Airport (SWF) for the upcoming week.

Sort the list by any column, and click on a dollar sign to see the latest prices available for each flight. Apr 24, Delta Flights from Chicago to Newburgh (MDW to SWF) starting at.

Hawaiian Airlines.

As COVID disrupts travel, a few airlines are offering WAIVING CHANGE FEE for new bookings. Find Chicago, IL (MDW) to Newburgh, NY (SWF) private flights, jets and charters. Book instantly with no quotes or membership with Linear Air.