Cheap Flights to Southold , NY from CA $198

View CA $198 flight on Mon, Mar 9, 2026Opens in a new window

Popular airlines to Southold

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How much is the cheapest flight to Southold?

Prices were available within the past 7 days and start at CA $198 for one-way flights and CA $323 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Mon, Mar 9 - Thu, Mar 12
YYZ
Toronto
EWR
New York
CA $323 Roundtrip, just found
CA $323
Roundtrip
just found
Select Air Canada flight, departing Mon, Mar 9 from Toronto to New York, returning Thu, Mar 12, priced at CA $323 just found
Delta
Mon, Mar 9 - Thu, Mar 12
YYZ
Toronto
EWR
New York
CA $331 Roundtrip, just found
CA $331
Roundtrip
just found
Select Delta flight, departing Mon, Mar 9 from Toronto to New York, returning Thu, Mar 12, priced at CA $331 just found
Porter Airlines
Sun, Mar 8 - Sat, Mar 28
YYZ
Toronto
LGA
New York
CA $333 Roundtrip, found 1 day ago
CA $333
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Sun, Mar 8 from Toronto to New York, returning Sat, Mar 28, priced at CA $333 found 1 day ago
American Airlines
Sun, Mar 22 - Wed, Mar 25
YYZ
Toronto
JFK
New York
CA $333 Roundtrip, just found
CA $333
Roundtrip
just found
Select American Airlines flight, departing Sun, Mar 22 from Toronto to New York, returning Wed, Mar 25, priced at CA $333 just found
Air Transat
Thu, Jun 18 - Sun, Jun 21
YYZ
Toronto
EWR
New York
CA $374 Roundtrip, found 8 hours ago
CA $374
Roundtrip
found 8 hours ago
Select Air Transat flight, departing Thu, Jun 18 from Toronto to New York, returning Sun, Jun 21, priced at CA $374 found 8 hours ago

Find the cheapest month to fly from Columbus (CMH) to New York (JFK)

September is typically the cheapest month to fly

From CA $196 - CA $477 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?
John F. Kennedy Intl. Airport (JFK) is the main airport in Southold.
What airport is best to fly into Southold?
Situated 97 kilometres from the centre of town, Bradley International Airport is your entry point to Southold.
How many airlines fly to Southold?
There are 86 air carriers that fly to Southold from 220 airports around the world.
Which airlines fly to Southold?
Most often, travellers opt to fly with United Airlines, American Airlines and Delta when heading to Southold. The biggest proportion of these flights come in from Chicago, with United Airlines flying this route the most.
How many nonstop flights are there to Southold?
Flying to someplace new is much more straightforward when there aren't any annoying stopovers. If you're making your way to Southold, the fantastic news is that there are approximately 10,899 nonstop flights operating each week.
Where are the most popular flights to Southold departing from?
Flights to Southold departing from Chicago, Orlando and Atlanta airports are highly sought after.
How long is the flight to Southold Airport?
Where you depart from determines how much of the in-flight entertainment you'll get to enjoy. From Chicago to Southold, the average flight time is 2 hours and 11 minutes. From Orlando it's around 2 hours and 42 minutes, and from Atlanta it's 2 hours and 13 minutes.
How to book the cheapest flight to Southold?
We've all come across those lucky travellers who somehow manage to get incredibly cheap fares wherever they go. Want to know how to do it for your Southold vacation? Don't wait until the last minute to lock in your flight. Don't stop there, though. Do some research and see if there are a couple of airports at your destination. Ticket prices often differ depending on the airport you use. Be sure to compare fares across airlines too. Last of all, another simple way to save some money is be ready to book at a moment's notice. If you spot a good bargain, don't think twice — grab it while you can.
Do you have any tips for my flight to Southold?
Depending on where you're coming from, your flight to Southold could be simple and straightforward or it could drag on forever. We've rounded up some tips that will help you start your next great escape on a positive note. What to pack in your hand luggage:

  • 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?
Being organized before you get to the airport can make your trip to Southold quick and painless. Below you'll find some handy hints for a speedy journey through security:

  • 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 $322

Trending flights to Southold

Prices were available within the past 7 days and start at CA $198 for one-way flights and CA $323 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Mon, Mar 9 - Thu, Mar 12
YYZ
Toronto
EWR
New York
CA $323 Roundtrip, just found
CA $323
Roundtrip
just found
Select Air Canada flight, departing Mon, Mar 9 from Toronto to New York, returning Thu, Mar 12, priced at CA $323 just found

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