Find cheap flights from Chicago O'Hare Airport to Stewart Intl. from $109

In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to New Windsor was $109 for a one-way ticket and $340 for a round-trip.

Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

We unfortunately don’t have that data for this specific route.

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago O'Hare Airport to New Windsor.

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to New Windsor from Chicago O'Hare Airport is likely to change within 7 days, so travelers know whether to wait or book now.

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to New Windsor with an airline and back to Chicago O'Hare Airport with another airline. Booking your flights between Chicago O'Hare Airport and SWF can sometimes prove cheaper using this method.

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to New Windsor from Chicago O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.