Cheap Flights to Shelter Island , NY from CA $230

View CA $230 flight on Thu, Jun 18, 2026Opens in a new window

Popular airlines to Shelter Island

  • 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 Shelter Island?

Prices were available within the past 7 days and start at CA $230 for one-way flights and CA $318 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Sat, May 23 - Sun, May 31
YYZ
Toronto
JFK
New York
CA $318 Roundtrip, found 8 hours ago
CA $318
Roundtrip
found 8 hours ago
Select Air Canada flight, departing Sat, May 23 from Toronto to New York, returning Sun, May 31, priced at CA $318 found 8 hours ago
Delta
Mon, Jun 22 - Wed, Jul 8
YYZ
Toronto
LGA
New York
CA $385 Roundtrip, found 2 days ago
CA $385
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Jun 22 from Toronto to New York, returning Wed, Jul 8, priced at CA $385 found 2 days ago
Porter Airlines
Thu, Jun 4 - Fri, Jun 19
YYZ
Toronto
LGA
New York
CA $385 Roundtrip, found 2 days ago
CA $385
Roundtrip
found 2 days ago
Select Porter Airlines flight, departing Thu, Jun 4 from Toronto to New York, returning Fri, Jun 19, priced at CA $385 found 2 days ago
American Airlines
Fri, May 29 - Sun, May 31
YYZ
Toronto
LGA
New York
CA $385 Roundtrip, just found
CA $385
Roundtrip
just found
Select American Airlines flight, departing Fri, May 29 from Toronto to New York, returning Sun, May 31, priced at CA $385 just found
United
Fri, Jun 5 - Sun, Jun 14
YYZ
Toronto
LGA
New York
CA $398 Roundtrip, just found
CA $398
Roundtrip
just found
Select United flight, departing Fri, Jun 5 from Toronto to New York, returning Sun, Jun 14, priced at CA $398 just found

Frequently asked questions

What is the name of Shelter Island's airport?
Shelter Island is served by more than one airport, but most people use John F. Kennedy Intl. Airport (JFK).
What airport is best to fly into Shelter Island?
Make your way through the glass doors of MacArthur Airport and your Shelter Island getaway will have begun! The city's main airport, it's located 72 kilometres from the city centre.
How many airlines fly to Shelter Island?
Shelter Island is serviced by 85 airlines from at least 217 airports across the globe.
Which airlines fly to Shelter Island?
Most often, travellers fly with United Airlines, American Airlines and Delta when going to Shelter Island. The biggest proportion of these flights depart from Chicago, with United Airlines flying this route the most.
How many nonstop flights are there to Shelter Island?
With approximately 10,520 nonstop flights each week, you'll be touching down in Shelter Island before you can ask, "Are we there yet?"
Where are the most popular flights to Shelter Island departing from?
Travellers often jet off from Chicago, Orlando and Miami airports when flying to Shelter Island.
How long is the flight to Shelter Island Airport?
If it's Chicago you're departing, you'll be airborne for around 2 hours and 12 minutes before you touchdown in Shelter Island. Airport to airport from Orlando takes around 2 hours and 39 minutes and from Miami, the flight time is 3 hours and 1 minute.
How to book the cheapest flight to Shelter Island?
Don't leave booking your flight to Shelter Island until the last moment. That's one move frequent jet-setters use to get the best deals. Booking ahead means more options and less expensive flights. Also, look around online and compare your options. If your destination has multiple airports, you may be able to pick up an excellent deal by flying into a less busy terminal. Finally, another simple way to save some cash is be ready to book fast. If you see an irresistible bargain, don't hold off — snap it up while you can.
Do you have any tips for my flight to Shelter Island?
Depending on where you're coming from, your flight to Shelter Island could be completely stress-free or it could go on forever. We've pulled together some useful tips that will help you start your next great adventure on a positive note. What to pack in your hand luggage:

  • A plane trip can be a stress-free experience if you bring the right things. First things first, you'll need basic toiletries, such as toothpaste, a toothbrush and some deodorant, a spare change of clothes and a good book. Secondly, leave space in your hand luggage for your electronic devices, chargers, your medications and perhaps a blow-up neck pillow as well. Lastly, don't forget to take your passport, travel documents and some money.

Do not pack the following items in your hand luggage:

  • Double-check that you don't have a sharp object hiding in your carry-on luggage. Other restricted items include flammable or explosive substances, such as bleach and fuel, and liquids and gels in containers with a volume of more than 3.4 ounces (100 millilitres).

What to wear on a flight:

  • The aisles of an airplane are no place for a fashion parade. Layer up with comfy clothing and opt for shoes that are flat, enclosed and easy to remove.
  • Deep vein thrombosis (DVT) can pose a risk on long-haul flights. It results from blood clotting due to poor circulation, so do some gentle foot and leg exercises in your seat and consider wearing compression tights or socks.

How to get through airport security fast when flying to Shelter Island?
The answer is simple — be prepared. We've compiled some tips and tricks for a speedy trip through airport security. Watch out Shelter Island, here you come:

  • First things first. Your boarding pass and travel ID will need to be shown to airport security personnel. Keep them within easy reach so you don't hold up the line.
  • Time to strip down. Well sort of. Your belt, coat, keys and other items in your pocket, like coins, will need to go through the X-ray machine. Make the whole process easier by removing them before your turn arrives.
  • All your electronics, including your phone and laptop, are also required to be scanned separately.
  • Can't travel without your favourite cologne or 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-close bag, it's fine to bring with you on board.
  • The right choice of footwear can save you valuable minutes. Boots and bulky shoes are often required to be removed and separately scanned. Lightweight sneakers usually aren't.
  • Avoid taking prohibited items in your carry-on bag. If you have any sharp objects like a pocket knife or tools, pack them in your checked baggage. They won't be allowed on board.

Book with confidence

Expedia.ca gives you the best tools to secure great deals on flights to Shelter Island. 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 Shelter Island. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Shelter Island.

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 Shelter Island 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 Shelter Island.

Looking to save even more? Get additional savings by bundling your Shelter Island 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 Shelter Island trip!

Travel information

Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Destination city name
Newburgh
Roundtrip price
CA $212

Trending flights to Shelter Island

Prices were available within the past 7 days and start at CA $230 for one-way flights and CA $318 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Sat, May 23 - Sun, May 31
YYZ
Toronto
JFK
New York
CA $318 Roundtrip, found 8 hours ago
CA $318
Roundtrip
found 8 hours ago
Select Air Canada flight, departing Sat, May 23 from Toronto to New York, returning Sun, May 31, priced at CA $318 found 8 hours ago

Explore a world of travel with Expedia

*Available to Expedia members.