Title: Cheap Flights to Southold , NY from CA $175 - Expedia.ca ![Day trip to North Fork wineries. Stopped at this beach for a break before driving back to the city. #sunset #nature #wanderlust #waterlust #beach #colorful #citylife #NikonD7100 #Manfratto tripod. ](https://images.trvl-media.com/place/183719/81468873-e891-4a92-aa0d-1938572ea198.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Benny Goh ![](https://images.trvl-media.com/place/183719/81468873-e891-4a92-aa0d-1938572ea198.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights to Southold , NY from CA $175 [View CA $175 flight on Sat, Jan 24, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YTZ,to:EWR,departure:24/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:174.35&airProductToken=AQpoCjIIwYYBEgQ3OTU4GPjMASCYXSjipoMDMK6ngwM4R0AAWAFqBUJBU0lDcghHTkE0QTJCQQoyCMGGARIEODk0MBiYXSDEjQEogqiDAzDmqIMDOEdAAVgBagVCQVNJQ3IIR05BNEEyQkESCggBEAEYASoCQUMYASIECAEQASgCKAMoBDAB) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only [Hotels in Southold](https://expedia.ca/Southold-Hotels.d183719.Travel-Guide-Hotels)[Southold Car Rentals](https://expedia.ca/Car-Rentals-In-Southold.d183719.Car-Rental-Guide)[Southold Vacation Packages](https://expedia.ca/Southold.d183719.Destination-Travel-Guides) ## Popular airlines to Southold - ![American Airlines](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:Southold, New York, United States of America,departure:19/01/2026TANYT&leg2=from:Southold, New York, United States of America,to:CMH,departure:26/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![Delta](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:Southold, New York, United States of America,departure:19/01/2026TANYT&leg2=from:Southold, New York, United States of America,to:CMH,departure:26/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![Frontier Airlines](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:Southold, New York, United States of America,departure:19/01/2026TANYT&leg2=from:Southold, New York, United States of America,to:CMH,departure:26/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) - ![United](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:Southold, New York, United States of America,departure:19/01/2026TANYT&leg2=from:Southold, New York, United States of America,to:CMH,departure:26/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![Spirit Airlines](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:Southold, New York, United States of America,departure:19/01/2026TANYT&leg2=from:Southold, New York, United States of America,to:CMH,departure:26/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"NK"}}]) - ![JetBlue Airways](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:Southold, New York, United States of America,departure:19/01/2026TANYT&leg2=from:Southold, New York, United States of America,to:CMH,departure:26/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}]) - ![British Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_BA.svg) British Airways [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Southold, New York, United States of America,departure:19/01/2026TANYT&leg2=from:Southold, New York, United States of America,to:CMH,departure:26/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"BA"}}]) - ![notification illustration](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\* - ![deals illustration](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\* - ![trophy illustration](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 Southold? Prices were available within the past 7 days and start at CA $175 for one-way flights and CA $287 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Wed, Jan 14 - Tue, Jan 20 YYZ Toronto EWR New York CA $287 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:EWR,departure:14/01/2026TANYT&leg2=from:EWR,to:YYZ,departure:20/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:286.05&airProductToken=AQo1CjMIwYYBEgQ4ODgyGJjOASDEjQEo5LmCAzDGuoIDOEdAAFgBagVCQVNJQ3IIR05BNEEyQkEKNQozCMGGARIEODg4NRjEjQEgmM4BKLr-ggMwnv-CAzhHQABYAWoFQkFTSUNyCEdOQTRBMkJBEgoIARABGAEqAkFDGAEiBAgBEAEoAigDKAQwDQ) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sun, May 24 - Sun, May 31 YYZ Toronto LGA New York CA $316 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:LGA,departure:24/05/2026TANYT&leg2=from:LGA,to:YYZ,departure:31/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:315.24&airProductToken=AQptCjUI1YIBEgQzNTU5GJjOASCIGCit7Y0DMILujQM4TkAAWAFqCEVDT0JBU0lDcghHTkE0QTJCTgo0CNWCARIEMzQ5NxiIGCDLASi2740DMIPwjQM4TkABWAFqCEVDT0JBU0lDcghHTkE0QTJCTgpmCjEIwYYBEgQ4NjMxGMsBIJhdKJa5jgMw7rmOAzhHQABYAWoFQkFTSUNyCEdOQTRBMkJBCjEIwYYBEgM0MDcYmF0gmM4BKPK6jgMwyruOAzhHQAFYAWoFQkFTSUNyCEdOQTRBMkJBEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwAQ) ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Sun, Apr 26 - Sat, May 9 YXX Abbotsford JFK New York CA $399 Roundtrip found 3 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXX,to:JFK,departure:26/04/2026TANYT&leg2=from:JFK,to:YXX,departure:09/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:398.21&airProductToken=AQpmCjEI16YBEgM0NzIY-L0BIJgWKLiwiwMwg7GLAzhFQABYAWoFQkFTSUNyCExUUUQwWkJXCjEI16YBEgQxNjgwGJgWIKlRKPGxiwMwjrSLAzhFQAFYAWoFQkFTSUNyCExUUUQwWkJXCmYKMQjXpgESBDE2ODEYqVEgmBYo6saMAzC0yYwDOEVAAFgBagVCQVNJQ3IITFRRRDBaQlcKMQjXpgESAzQ3ORiYFiD4vQEoz8qMAzCly4wDOEVAAVgBagVCQVNJQ3IITFRRRDBaQlcSCggBEAEYASoCV1MYASIECAEQASgCKAMoBDAB) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Mon, Jan 26 - Sun, Feb 1 YYZ Toronto JFK New York CA $407 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:JFK,departure:26/01/2026TANYT&leg2=from:JFK,to:YYZ,departure:01/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:406.66&airProductToken=AQo0CjIIwYIBEgQ0NTU5GJjOASCpUSjQu4MDMMi8gwM4QkAAWAFqBUJBU0lDcghRVkFDWlNCWAo0CjIIwYIBEgQ0NTU4GKlRIJjOASichYQDMIuGhAM4QkAAWAFqBUJBU0lDcghRVkFDWlNCWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![Porter Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/PD.gif) Sat, Feb 28 - Sat, Mar 7 YYZ Toronto LGA New York CA $407 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:LGA,departure:28/02/2026TANYT&leg2=from:LGA,to:YYZ,departure:07/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:406.66&airProductToken=AQozCjEI0IgBEgM2MDUYmM4BIMsBKN-yhgMww7OGAzhXQABYAWoFQkFTSUNyCFc2TjBaUlpMCjMKMQjQiAESAzYwNBjLASCYzgEo__6GAzDj_4YDOFdAAFgBagVCQVNJQ3IIVzJOMFpSWkwSCggBEAEYASoCUEQYASIECAEQASgCKAMoBDAB) ## Find the cheapest month to fly from Columbus (CMH) to New York (JFK) ### September is typically the cheapest month to fly From CA $195 - CA $473 per traveller. Expedia.ca gives you the best tools to secure great deals on flights to Southold. 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 Southold. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Southold. 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 Southold 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 Southold. Looking to save even more? Get additional savings by bundling your Southold 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 Southold trip! ## Frequently asked questions ### What is the name of Southold's airport? ### What airport is best to fly into Southold? ### How many airlines fly to Southold? ### Which airlines fly to Southold? ### How many nonstop flights are there to Southold? ### Where are the most popular flights to Southold departing from? ### How long is the flight to Southold Airport? ### How to book the cheapest flight to Southold? ### Do you have any tips for my flight to Southold? > - It's simple — first, pack your passport, travel documents, cash and daily medications. Next, you'll want some extra in-flight entertainment to while away the time. A thrilling book and a tablet filled with your favourite shows are some wonderful options. If you intend to catch up on some sleep, a comfy neck pillow and some earplugs will also come in handy. Finally, leave space for a toothbrush and some deodorant to ensure you arrive feeling fresh and raring to go. > > > Do not pack the following items in your hand luggage: > > > - Double-check that you don't have a pocket knife hiding in one of the zippers of your carry-on luggage. Other prohibited items include explosive or flammable products, like aerosols and matches, and liquids and gels in containers larger than 3.4 ounces (100 millilitres). > > > What to wear on a flight: > > > - The aisles of a plane are no place for a fashion parade. Layer up with comfortable clothing and opt for shoes that are flat and easy to pull on and off. > - Caused by prolonged periods of inactivity, deep vein thrombosis (DVT) is a blood clot condition that can affect some passengers during long-haul flights. Lower your risks by drinking water, keeping your feet and legs moving and wearing compression socks to help your circulation. ### How to get through airport security fast when flying to Southold? > - Your passport and boarding pass will need to be shown to security personnel. Keep them within easy reach so you don't have to dig around for them. > - Time to strip down. Well sort of. Your coat, belt, keys and other contents of your pockets, like your earphones, will need to go on a tray through the X-ray machine. Make your life easier by removing them before your turn. > - Your electronic devices like phones and laptops will also have to go through the machine for inspection. Don't worry, you'll be back online before you know it. > - Travelling with a new perfume or cologne? No problem. As long as it's in a container no larger than 3.4 ounces (100 millilitres) and it's stored in a zip-close bag, you can keep it with you on board. > - The right choice of footwear can save you several precious minutes. Hiking boots are often required to be removed and separately scanned. Slip-on shoes usually aren't. > - Avoid taking prohibited items in your carry-on bag. If you have any sharp or pointed objects, pack them safely away in your checked baggage. They won't be allowed on board. __Flights to Southold information__ | Destination airport | Newark Liberty Intl. Airport | | ----------------------------- | ---------------------------- | | Destination airport IATA code | EWR | | Destination city name | Newark Liberty Intl. Airport | | Roundtrip price | CA $286 | ## Trending flights to Southold Prices were available within the past 7 days and start at CA $175 for one-way flights and CA $287 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Wed, Jan 14 - Tue, Jan 20 YYZ Toronto EWR New York CA $287 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:EWR,departure:14/01/2026TANYT&leg2=from:EWR,to:YYZ,departure:20/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:286.05&airProductToken=AQo1CjMIwYYBEgQ4ODgyGJjOASDEjQEo5LmCAzDGuoIDOEdAAFgBagVCQVNJQ3IIR05BNEEyQkEKNQozCMGGARIEODg4NRjEjQEgmM4BKLr-ggMwnv-CAzhHQABYAWoFQkFTSUNyCEdOQTRBMkJBEgoIARABGAEqAkFDGAEiBAgBEAEoAigDKAQwDQ) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [3 Star Hotels in Greenport ](https://www.expedia.ca/3Star-Greenport-Hotels.s30-0-d110728.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Greenport ](https://www.expedia.ca/5Star-Greenport-Hotels.s50-0-d110728.Travel-Guide-Filter-Hotels) - 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