Title: Cheap Flights to New Windsor , NY from CA $81 - Expedia.ca ![Hudson River and the Hudson Highlands from New Windsor, New York](https://images.trvl-media.com/place/10021/c7e47857-5297-4fca-a2da-20a9979aa9f1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/10021/c7e47857-5297-4fca-a2da-20a9979aa9f1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights to New Windsor , NY from CA $81 [View CA $81 flight on Fri, Apr 24, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:MCO,to:HPN,departure:24/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:80.24&airProductToken=AQotCisIzbABEgQyODU0GMxwIOdrKJmZiwMwoJuLAzhEQABYAWoCTk9yBUROTzAwEgoIARABGAEqAk1YGAEiBAgBEAEoAigDKAQwDQ) [Hotels in New Windsor](https://expedia.ca/New-Windsor-Hotels.d10021.Travel-Guide-Hotels)[Things to do in New Windsor](https://expedia.ca/Things-To-Do-In-New-Windsor.d10021.Travel-Guide-Activities)[New Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-New-Windsor.d10021.Car-Rental-Guide)[New Windsor Vacation Packages](https://expedia.ca/New-Windsor.d10021.Destination-Travel-Guides) ## Popular airlines to New Windsor - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:New Windsor, New York, United States of America,departure:15/04/2026TANYT&leg2=from:New Windsor, New York, United States of America,to:CMH,departure:22/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:New Windsor, New York, United States of America,departure:15/04/2026TANYT&leg2=from:New Windsor, New York, United States of America,to:CMH,departure:22/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_B6.svg) JetBlue Airways [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:New Windsor, New York, United States of America,departure:15/04/2026TANYT&leg2=from:New Windsor, New York, United States of America,to:CMH,departure:22/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:New Windsor, New York, United States of America,departure:15/04/2026TANYT&leg2=from:New Windsor, New York, United States of America,to:CMH,departure:22/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:New Windsor, New York, United States of America,departure:15/04/2026TANYT&leg2=from:New Windsor, New York, United States of America,to:CMH,departure:22/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:New Windsor, New York, United States of America,departure:15/04/2026TANYT&leg2=from:New Windsor, New York, United States of America,to:CMH,departure:22/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_NK.svg) Spirit Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:New Windsor, New York, United States of America,departure:15/04/2026TANYT&leg2=from:New Windsor, New York, United States of America,to:CMH,departure:22/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"NK"}}]) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## How much is the cheapest flight to New Windsor? Prices were available within the past 7 days and start at CA $81 for one-way flights and CA $224 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Thu, May 7 - Wed, May 13 MCO Orlando SWF Newburgh CA $224 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MCO,to:SWF,departure:07/05/2026TANYT&leg2=from:SWF,to:MCO,departure:13/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:223.08&airProductToken=AQosCioIzbABEgM4NDQYzHAg0i0o-KqMAzCqrIwDOEFAAFgBagJOT3IFQU5PMDAKWworCM2wARIDMTM1GNItIPGgASil8YwDMInyjAM4QUAAWAFqAk5PcgVBTk8wMAosCM2wARIEMjg1NRjxoAEgzHAo-_WMAzDv9owDOEFAAVgBagJOT3IFQU5PMDASCggBEAEYASoCTVgYASIECAEQASgCKAMoBDAN) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Thu, May 7 - Wed, May 13 MCO Orlando SWF Newburgh CA $231 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MCO,to:SWF,departure:07/05/2026TANYT&leg2=from:SWF,to:MCO,departure:13/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:230.02&airProductToken=AQosCioIzbABEgM4NDQYzHAg0i0o-KqMAzCqrIwDOEFAAFgBagJFWnIFQUVaMDASCggBEAEYASoCTVgYASIECAEQASgCKAMoBDAN) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Fri, Apr 17 - Tue, Apr 21 MCO Orlando HPN White Plains CA $323 Roundtrip found 18 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MCO,to:HPN,departure:17/04/2026TANYT&leg2=from:HPN,to:MCO,departure:21/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:322.30&airProductToken=AQpmCjEIwYIBEgQyMjk1GMxwIIwCKMbOigMwj8-KAzhCQABYAWoFQkFTSUNyCE5VQUhaU0JWCjEIwYIBEgQzMzk2GIwCIOdrKKzQigMw7NGKAzhCQAFYAWoFQkFTSUNyCE5VQUhaU0JWEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Apr 17 - Tue, Apr 21 MCO Orlando HPN White Plains CA $364 Roundtrip found 18 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MCO,to:HPN,departure:17/04/2026TANYT&leg2=from:HPN,to:MCO,departure:21/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:363.90&airProductToken=AQpuCjUIxJgBEgQxMjUwGMxwIMx8KK3KigMwhsyKAzhFQABYAWoJTUFJTkJBU0lDcghURFVOQTBCQwo1CMSYARIENDY4MBjMfCDnayjSzYoDMPjOigM4RUABWAFqCU1BSU5CQVNJQ3IIVERVTkEwQkMKbgo1CMSYARIENTQ4NRjnayDgXCjt-4oDMP_8igM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWU0MyQkMKNQjEmAESBDExNjIY4FwgzHAo4P6KAzC2_4oDOEVAAVgBaglNQUlOQkFTSUNyCFZBVlNDMkJDEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Fri, Apr 17 - Tue, Apr 21 MCO Orlando HPN White Plains CA $386 Roundtrip found 18 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MCO,to:HPN,departure:17/04/2026TANYT&leg2=from:HPN,to:MCO,departure:21/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:385.90&airProductToken=AQovCi0IwmwSBDEyOTQYzHAg52soytCKAzDz0YoDOExAAFgBagJETnIITUk3QVJFTDEKLgosCMJsEgM1OTUY52sgzHAorfuKAzDX_IoDOExAAFgBagJETnIIUEkyUVJaTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB) ## Find the cheapest month to fly from Columbus (CMH) to New York (EWR) ### September is typically the cheapest month to fly From CA $113 - CA $253 per traveller. ## Frequently asked questions ### What is the name of New Windsor's airport? ### What airport is best to fly into New Windsor? ### How many airlines fly to New Windsor? ### Which airlines fly to New Windsor? ### How many nonstop flights are there to New Windsor? ### Where are the most popular flights to New Windsor departing from? ### How long is the flight to New Windsor Airport? ### How to book the cheapest flight to New Windsor? ### Do you have any tips for my flight to New Windsor? > - Flying can be a pleasure if you carry the right things. First of all you'll need basic toiletry items, such as toothpaste, a toothbrush and some deodorant, a clean pair of socks and something to read. Next, find room in your bag for your phone and charger, any medications and maybe a quality neck pillow too. Last, but definitely not least, don't forget to take your passport, travel papers and some money. > > > Do not pack the following items in your hand luggage: > > > - While the list of prohibited items differs between air carriers, the general rule to follow is nothing flammable, sharp or explosive. This includes things like knives, scissors, aerosol cans and bleaching agents. Sports equipment like hockey sticks, and objects that could injure passengers, such as pepper spray and firearms, can't come on board with you either. > > > What to wear on a flight: > > > - You'll want to go for comfort over style. Prepare for changes in cabin temperature by dressing in layers, and pick easy-to-remove footwear like sneakers. > - Deep vein thrombosis (DVT) is a risk on long-distance flights. It's the result of blood clotting due to poor circulation, so do some gentle leg and foot exercises in your seat and consider wearing compression tights or socks. ### How to get through airport security fast when flying to New Windsor? > - Be sure to have your boarding pass and ID within easy reach. They'll be the first things you'll be asked to present to security. > - Next up is the X-ray machine. Remove anything on you that is likely to beep. This includes things like headphones or earphones, as well as bulky coats or jackets. They'll all need to go on the X-ray conveyor belt. > - For just a few minutes, you'll need to unplug from technology. Your laptop, phone and any other electronics will also need to be sent through the scanner. > - Any gels or liquids, such as perfume or hairspray, that you want to bring on board need to be in containers no larger than 3.4 ounces (100 millilitres). Also, everything must fit inside a quart-size (one litre), clear zip-lock bag. > - Lightweight sneakers are a clever footwear choice as you're less likely to be required to remove them when going through security. Boots and heavier-style shoes are usually subjected to additional screening. > - Take all prohibited items out of your carry-on bag. If you have any sharp objects like a pocket knife or tools, put them in your checked suitcase. They won't be allowed in the cabin. ## Book with confidence Expedia.ca gives you the best tools to secure great deals on flights to New Windsor. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to New Windsor. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to New Windsor. Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your New Windsor flights with full confidence knowing that you've found the best deal online. Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to New Windsor. Looking to save even more? Get additional savings by bundling your New Windsor flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your New Windsor trip! ## Travel information | Destination airport | Stewart Intl. | | ----------------------------- | ------------- | | Destination airport IATA code | SWF | | Destination city name | Newburgh | | Roundtrip price | CA $223 | ## Trending flights to New Windsor Prices were available within the past 7 days and start at CA $81 for one-way flights and CA $224 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Apr 21 - Tue, Apr 21 YYZ Toronto HPN White Plains CA $374 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:HPN,departure:21/04/2026TANYT&leg2=from:HPN,to:YYZ,departure:21/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:373.93&airProductToken=AQpHCiIIxJgBEgQ1MDMxGJjOASDjtAEogveKAzDl94oDOEVAAFgBCiEIxJgBEgQ1MDcyGOO0ASDnayjt-IoDMNX5igM4RUABWAEKRQogCMSYARIENDY5MxjnayDMfCie-4oDMNb8igM4RUAAWAEKIQjEmAESBDQ5ODEYzHwgmM4BKPv9igMw_v6KAzhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) \*Available to Expedia members.