Cheap Flight Deals to Shelter Island NY from CA $128

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How to find cheap flights to Shelter Island?

The cheapest prices found with in the last 7 days for return flights were CA $135 and CA $128 for one-way flights to Shelter Island for the period specified. Prices and availability are subject to change. Additional terms apply

Tue, Sep. 2 - Sat, Sep. 6
YYZ
Pearson Intl.
JFK
John F. Kennedy Intl.
CA $208 Roundtrip, just found
CA $208
Roundtrip
just found
Select Flair Airlines flight, departing Tue, Sep. 2 from Pearson Intl. to John F. Kennedy Intl., returning Sat, Sep. 6, priced at CA $208 just found
OriginDestinationTravel datesFlights from*
ATLNewarkOctober 4 to October 7CA $135
MCONewarkAugust 12 to August 16CA $138
DCANew YorkOctober 31 to October 31CA $168
MCONewburghSeptember 4 to September 7CA $168
MCOEast HavenAugust 13 to August 17CA $173
ORDNewarkSeptember 6 to September 8CA $185
TPANew YorkNovember 6 to November 11CA $188
LAXNewarkAugust 30 to September 6CA $202
LAXNew YorkSeptember 4 to September 10CA $218
SJUNew YorkSeptember 11 to September 17CA $294
SJUNew YorkAugust 12 to August 16CA $310
SJUNewarkAugust 12 to August 16CA $312
DENNewarkSeptember 17 to September 21CA $378
DCANew YorkAugust 29 to September 1CA $414
DCANewarkAugust 21 to August 27CA $526
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
CLTNew YorkAugust 9 to August 13CA $174
ATLNewarkAugust 9 to August 13CA $206
ATLNew YorkAugust 9 to August 13CA $238
LAXNewarkAugust 10 to August 19CA $257
MCONewarkAugust 9 to August 11CA $276
FLLNew YorkAugust 9 to August 12CA $311
DCANew YorkAugust 10 to August 18CA $317
ORDNewarkAugust 8 to August 11CA $327
MCONewburghAugust 9 to August 11CA $328
ORDNew YorkAugust 10 to August 14CA $369
FLLNew YorkAugust 8 to August 10CA $393
FLLNewarkAugust 8 to August 10CA $426
MCONew YorkAugust 9 to August 11CA $445
ATLNew YorkAugust 9 to August 13CA $561
DENNew YorkAugust 10 to August 14CA $636
*Prices include taxes and fees

Your guide to flights to Shelter Island, NY

Flair Airlines fly to Shelter Island, so use Travelocity to search, find, and compare some truly tempting deals from the 2 airlines—that way you can be sure you’ve found the best deal for you. A flight to Shelter Island NY currently costs between CA $135 and CA $636. Prices vary, but for the best fares, travel in September when prices are at their lowest.  

Top tips for finding cheap flights to Shelter Island  

The cheapest flight for a round trip to Shelter Island is currently CA $135. When you search for flights to Shelter Island, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Shelter Island for nearby days.  The cheapest month to travel to Shelter Island is September from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Shelter Island 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Shelter Island with Travelocity 

We have top deals on plane tickets even for last minute flights to Shelter Island, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Shelter Island for less. 

Best Shelter Island Flight and Hotel Packages

Shelter Island flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Greenview Inn Riverhead

Greenview Inn Riverhead

2 out of 5
per person
Sep 2 - Sep 9
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
per person
Sep 2 - Sep 9
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Sep 4 - Sep 8
found 23 hours ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
Don't see what you're looking for?
See all available trips from Montreal to Shelter Island
View all trips

Shelter Island flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Park Lane New York

Park Lane New York

5 out of 5
per person
Sep 27 - Sep 30
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
per person
Sep 27 - Sep 30
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
per person
Sep 27 - Sep 30
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
Don't see what you're looking for?
See all available trips from Toronto to Shelter Island
View all trips

Shelter Island flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
The Manner, The Unbound Collection by Hyatt

The Manner, The Unbound Collection by Hyatt

5 out of 5
per person
Sep 1 - Sep 4
found 15 hours ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
per person
Sep 1 - Sep 4
found 15 hours ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
per person
Sep 1 - Sep 4
found 15 hours ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
Don't see what you're looking for?
See all available trips from Montreal to Shelter Island
View all trips

Need a car after flight to Shelter Island?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

Frequently asked questions

Which airlines fly to Shelter Island?
When it comes to airlines that fly in and out of Shelter Island, you're not lacking in choice. There are 20 companies that operate in this major city. Choose your favorite seat on one of these sought-after carriers:

  • Delta Air Lines
  • United Airlines
  • American Airlines

Places to visit in Shelter Island
0 Want some more ideas? 0 But there's more. 0
How to get through airport security fast when traveling to Shelter Island
Make your trip to Shelter Island that little bit easier by reading over these practical security tips:

  • Ensure your passport and boarding pass are easily accessible. You'll need to produce them straightaway.
  • It's helpful to know that belts with metal buckles can set off the body scanner's alarms. If you have one on, you may be told to step back and remove it before moving on.
  • Laptops, tablets and other electronic devices must be placed in a tub to be X-rayed.
  • Flying with a favorite cologne? As long as it's not bigger than 3.4 ounces (100 milliliters) and it's placed in a clear zip-lock bag, you can keep it in your hand luggage.
  • Airport security staff may ask you to remove your shoes before entering the body scanner. Pick a pair that come off easily. There's nothing worse than having to do up your laces over and over again.
  • Some countries have stringent biosecurity laws. Consider where you're headed to and whether or not you're allowed to fly with unpackaged foods.

Plane Tickets To Shelter Island

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Shelter Island. Browse through our inventory to explore a wide range of cheap flights to Shelter Island to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Shelter Island as you anxiously await to exit the plane and explore what Shelter Island has to offer. Considering all the amazing local food and culture in Shelter Island, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Shelter Island to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Shelter Island without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Shelter Island with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Shelter Island today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.