Title: Cheap Flights to Highland , NY from CA $92 - Expedia.ca ![panoramic view of mid hudson bridge over hudson river valley (poughkeepsie, upstate new york) sunny day train station wide angle sun glare crossing suspension small town travel metro north](https://images.trvl-media.com/place/115050/b32ec179-9506-4b41-93f2-d2bb1696fa06.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/115050/b32ec179-9506-4b41-93f2-d2bb1696fa06.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights to Highland , NY from CA $92 [View CA $92 flight on Sun, Aug 30, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:MCO,to:SWF,departure:30/08/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:91.39&airProductToken=AQosCioIzbABEgM4NDQYzHAg0i0o2LiWAzCKupYDOEJAAFgBagJOT3IFQk5PMDASCggBEAEYASoCTVgYASIECAEQASgCKAMoBDAN) [Hotels in Highland](https://expedia.ca/Highland-Hotels.d115050.Travel-Guide-Hotels)[Highland Car Rentals](https://expedia.ca/Car-Rentals-In-Highland.d115050.Car-Rental-Guide)[Highland Vacation Packages](https://expedia.ca/Highland.d115050.Destination-Travel-Guides) ## Popular airlines to Highland - ![](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:Highland, New York, United States of America,departure:15/04/2026TANYT&leg2=from:Highland, 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:Highland, New York, United States of America,departure:15/04/2026TANYT&leg2=from:Highland, 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:Highland, New York, United States of America,departure:15/04/2026TANYT&leg2=from:Highland, 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:Highland, New York, United States of America,departure:15/04/2026TANYT&leg2=from:Highland, 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:Highland, New York, United States of America,departure:15/04/2026TANYT&leg2=from:Highland, 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:Highland, New York, United States of America,departure:15/04/2026TANYT&leg2=from:Highland, 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:Highland, New York, United States of America,departure:15/04/2026TANYT&leg2=from:Highland, 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 Highland? Prices were available within the past 7 days and start at CA $92 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) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Fri, May 29 - Sat, May 30 MCO Orlando SWF Newburgh CA $233 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MCO,to:SWF,departure:29/05/2026TANYT&leg2=from:SWF,to:MCO,departure:30/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:232.46&airProductToken=AQosCioIzbABEgM4NDIYzHAg0i0ohaOOAzCJpY4DOEdAAFgBagJOT3IFR05PMDAKWgorCM2wARIDMTM1GNItIPGgASjFsI4DMKmxjgM4QUAAWAFqAk5PcgVBTk8wMAorCM2wARIDODU1GPGgASDMcCj6sY4DMO6yjgM4QUABWAFqAk5PcgVBTk8wMBIKCAEQARgBKgJNWBgBIgQIARABKAIoAygEMA0) ![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif) Thu, Apr 30 - Mon, May 4 MCO Orlando SWF Newburgh CA $237 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MCO,to:SWF,departure:30/04/2026TANYT&leg2=from:SWF,to:MCO,departure:04/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:236.23&airProductToken=AQosCioIzbABEgM4NDQYzHAg0i0omt2LAzDM3osDOERAAFgBagJOT3IFRE5PMDAKLAoqCM2wARIDODQzGNItIMxwKIuMjAMwoY6MAzhGQABYAWoCTk9yBUZOTzAwEgoIARABGAEqAk1YGAEiBAgBEAEoAigDKAQwDQ) ![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 $237 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:236.99&airProductToken=AQosCioIzbABEgM4NDQYzHAg0i0o-KqMAzCqrIwDOEFAAFgBagJFWnIFQUVaMDAKWworCM2wARIDMTM1GNItIPGgASil8YwDMInyjAM4QUAAWAFqAkVacgVBRVowMAosCM2wARIEMjg1NRjxoAEgzHAo-_WMAzDv9owDOEFAAVgBagJFWnIFQUVaMDASCggBEAEYASoCTVgYASIECAEQASgCKAMoBDAN) ## 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 Highland's airport? ### How far is SWF from central Highland? ### What airport is best to fly into Highland? ### How many airlines fly to Highland? ### Which airlines fly to Highland? ### How many nonstop flights are there to Highland? ### Where are the most popular flights to Highland departing from? ### How long is the flight to Highland Airport? ### How to book the cheapest flight to Highland? ### Do you have any tips for my flight to Highland? > - The secret to having a hassle-free travel experience is to pack in advance. So, let's start with the basics: passport, official ID, credit cards and daily medications. Next, bring items that'll help keep you entertained, like some electronic gadgets or a thrilling book. It's also wise to pack your chargers, a comfy neck pillow and a pair of earplugs. Last but not least, don't forget to toss in toiletries like a toothbrush, facial wipes and a fresh set of clothes. > > > Do not pack the following items in your hand luggage: > > > - Leave all your full-sized bottles of shampoo and conditioner in your checked luggage. Any liquids or gels in your carry-on suitcase larger than 3.4 ounces (100 millilitres) will be confiscated by authorities. Pointed or sharp objects, like your trusty pocket knife, and dangerous products which are flammable or explosive, such as aerosols and fuels, are also not allowed. > > > What to wear on a flight: > > > - Your aim is to be as comfortable as possible. Choose slip-on footwear, dress in loose, breathable clothing and remember to bring a pullover in case it gets cold in the cabin. > - Deep vein thrombosis (DVT), a blood clotting condition caused by extended periods of inactivity, can be a risk on long-haul flights. Try to walk around the cabin or do some simple exercises in your seat to promote better circulation. ### How to get through airport security fast when flying to Highland? > - First things first. Your travel documents and ID will need to be inspected by security personnel. Keep them within easy reach to avoid fumbling around for them. > - Time to strip down. Well sort of. Your coat, belt, keys and other items in your pocket, like your earphones, will need to go on a tray through the X-ray machine. Make the whole process easier by removing them before your turn arrives. > - For just a few moments, you'll need to unplug from the digital world. Your phone, tablet and any other electronics also need to go through the scanner. > - Can't travel without your favourite perfume? Not a problem. As long as it's in a container no larger than 3.4 ounces (100 millilitres) and it's stored in a zip-lock bag, it's fine to bring with you in your carry-on bag. > - The right choice of footwear can save you several precious minutes. Boots and bulky shoes are often required to be removed and X-rayed separately. Slip-on sneakers are usually not. > - Knives and other sharp items are not allowed in the cabin. They'll be seized at security, so pack them safely away in your checked luggage. ## Book with confidence Expedia.ca gives you the best tools to secure great deals on flights to Highland. 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 Highland. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Highland. 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 Highland 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 Highland. Looking to save even more? Get additional savings by bundling your Highland 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 Highland trip! ## Travel information | Destination airport | Stewart Intl. | | ----------------------------- | ------------- | | Destination airport IATA code | SWF | | Destination city name | Newburgh | | Roundtrip price | CA $223 | \*Available to Expedia members.