Cheap Flights to Shelter Island , NY from CA $186

View CA $186 flight on Wed, Mar 25, 2026Opens in a new window

Popular airlines to Shelter Island

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How much is the cheapest flight to Shelter Island?

Prices were available within the past 7 days and start at CA $186 for one-way flights and CA $267 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Mon, Mar 9 - Fri, Mar 13
YYZ
Toronto
EWR
New York
CA $323 Roundtrip, found 2 hours ago
CA $323
Roundtrip
found 2 hours ago
Select Air Canada flight, departing Mon, Mar 9 from Toronto to New York, returning Fri, Mar 13, priced at CA $323 found 2 hours ago
Delta
Mon, Mar 23 - Wed, Mar 25
YYZ
Toronto
EWR
New York
CA $331 Roundtrip, just found
CA $331
Roundtrip
just found
Select Delta flight, departing Mon, Mar 23 from Toronto to New York, returning Wed, Mar 25, 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
Mon, Mar 23 - Wed, Mar 25
YYZ
Toronto
JFK
New York
CA $333 Roundtrip, just found
CA $333
Roundtrip
just found
Select American Airlines flight, departing Mon, Mar 23 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, just found
CA $374
Roundtrip
just found
Select Air Transat flight, departing Thu, Jun 18 from Toronto to New York, returning Sun, Jun 21, priced at CA $374 just found

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 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!

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.

Flights to Shelter Island 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 Shelter Island

Prices were available within the past 7 days and start at CA $186 for one-way flights and CA $267 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Mon, Mar 30 - Mon, Mar 30
YTZ
Toronto
LGA
New York
CA $267 Roundtrip, found 5 days ago
CA $267
Roundtrip
found 5 days ago
Select Air Canada flight, departing Mon, Mar 30 from Toronto to New York, returning Mon, Mar 30, priced at CA $267 found 5 days ago

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