A calm lake with a forest in the background during sunset.

Cheap Flights to Southold , NY from CA $229

View CA $229 flight on Sat, Sep 19, 2026Opens in a new window

Popular airlines to Southold

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 30% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

How much is the cheapest flight to Southold?

Prices were available within the past 7 days and start at CA $229 for one-way flights and CA $324 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Porter Airlines
Air Canada
Delta
American Airlines

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.

Book with confidence

Find Your Flights to Southold LGA

Cheap flights to Southold (LGA)

Get started finding a cheap flight to Southold on Expedia by either choosing a deal on this page or using the search bar to enter your travel dates, origin airport, and whether you want a roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

We recommend using the ‘Flexible Dates’ calendar at the top of the page to see the price of plane tickets on the surrounding dates. This allows you to pick the cheapest days to fly if your trip allows flexibility and score cheap flight deals to Southold.

Roundtrip prices range from CA $324 - CA $404, and one-ways Southold start as low as CA $229.

Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate.

Airlines that fly to Southold (LGA)

You have several options for which airline you choose to travel with to Southold. There are 10 airlines flying into LGA: Porter Airlines, Delta, American Airlines, Air Canada, Air Transat, United. 

Cheap plane tickets may be available from different airlines at different times and with unique terms. It’s best to understand the details of each airline’s offer before judging its value.

For example, if you plan to check a bag or bring a carry-on, check whether the cheap airfare deal includes a baggage allowance. If not, verify whether the baggage fee is higher than the difference of other airline plane ticket deals offering free checked/carry-on baggage in exchange for a slightly higher airfare. 

Additionally, your preferred frequent flyer membership programmes may influence your choice of cheap airline. Expedia allows you to enter your membership numbers during checkout to earn points from your airline and Expedia Rewards—all while getting a great deal and planning all your travel on one online platform.

Find the best deals

At Expedia, we source many flight deals from multiple providers, so you can easily find the best deals that are right for you. A great strategy for getting the best deals can be to make sure you book and travel at optimal times. Airfare to Southold (LGA) varies throughout the year based on seasonal demand. You’ll see the lowest rates for roundtrips to LGA in September and in September for one-ways.

Cancellation & flexibility

To change or cancel eligible flights, go to ‘My Trips’ and navigate to your itinerary. If you booked within the last 24 hours, you might be able to cancel your flight for free. Learn more about flight changes or cancellations from our customer service portal. Some plane tickets are available with no change fees, which you can filter for during your search.

Find Your Flights to Southold LGA

Travel information

Destination airport
Newark Liberty Intl. Airport
Destination airport IATA code
EWR
Destination city name
Newark Liberty Intl. Airport
Roundtrip price
CA $324

Trending flights to Southold

Prices were available within the past 7 days and start at CA $229 for one-way flights and CA $324 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United

Explore a world of travel with Expedia

*Available to Expedia members.