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Shelter Island

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Shelter Island Flights as Low as $89

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Cheap Flights to Shelter Island

Fall in love at first flight with your vacation to Shelter Island by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Shelter Island on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Shelter Island, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Shelter Island

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Shelter Island with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the LGA airport.

What is the cheapest month to fly to Shelter Island?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Shelter Island are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Shelter Island?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Shelter Island.

What airport is best to fly into Shelter Island?

When you’re planning your trip to Shelter Island, convenience is the name of the game. Luckily, Shelter Island East Hampton Airport is nearby so you can deplane and get going on checking off everything on your Shelter Island must-do list.

How much are flights to Shelter Island?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Shelter Island on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $89, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Shelter Island?

The trick to saving a stack of cash on your flight to Shelter Island? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $89 right now, why wait?

Shelter Island Flight Information
Destination airport
John F. Kennedy Intl.
Destination airport IATA code
JFK
Roundtrip price
$88

Last Minute Hotel Deals in Shelter Island

Montauk Yacht Club
Montauk Yacht Club
4 out of 5
32 Star Island Rd, Montauk, NY
Book a stay at this beach hotel in Montauk. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition ...
8.4/10 Very Good! (1,001 reviews)
"front desk was lovely !!"

Reviewed on Jun 8, 2025

Montauk Yacht Club
Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (974 reviews)
Not bad
"The location was great- cute town. The room was clean and pretty basic. Beds could have been more comfy. Overall, it was fine given the amount paid."

Reviewed on Jun 13, 2025

Pier Blue Inn Old Saybrook - Essex
Montauk Blue Hotel
Montauk Blue Hotel
2 out of 5
108 South Emerson Avenue, Montauk, NY
Book a stay at this beach hotel in Montauk. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Montauk Point Lighthouse and Montauk ...
9.2/10 Wonderful! (73 reviews)
"Could not enter hotel unless you were 25 we were 21 but they let us stay thankfully and we had a wonderful experience. Expedia should include if there are any rules like that."

Reviewed on Jun 13, 2025

Montauk Blue Hotel
Gurney's Montauk Resort & Seawater Spa
Gurney's Montauk Resort & Seawater Spa
4 out of 5
290 Old Montauk Highway, Montauk, NY
Stay at this 4-star beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Our guests praise the room service in our reviews. ...
8.2/10 Very Good! (635 reviews)
"Gurneys Inn was a beautiful place to stay. The staff extremely attentive and friendly!"

Reviewed on Jun 13, 2025

Gurney's Montauk Resort & Seawater Spa
Baron's Cove
Baron's Cove
4 out of 5
31 West Water Street, Sag Harbor, NY
Stay at this 4-star hotel in Sag Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (251 reviews)
"Great location in the heart of town Walk to everything Amazing breakfast too"

Reviewed on Jun 11, 2025

Baron's Cove
Marram
Marram
4 out of 5
21 Oceanview Terrace, Montauk, NY
Stay at this 4-star beach hotel in Montauk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Montauk Point Lighthouse and Montauk Point ...
8.4/10 Very Good! (165 reviews)
"Amazing location. Everything is new and fresh. Lovely small, well-heated pool. Room is minimalist chic. No TV set. Staff is friendly and helpful. Restaurant was not open as it was a Monday to Tuesday stay. 8AM yoga class was great. Complimentary continental breakfast was also nice. All of the public ..."

Reviewed on Jun 3, 2025

Marram
Greenporter Hotel
Greenporter Hotel
2 out of 5
326 Front St, Greenport, NY
Stay at this hotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (114 reviews)
"Great value. Especially for a holiday weekend"

Reviewed on Jun 14, 2025

Greenporter Hotel
Beachcomber Resort at Montauk
Beachcomber Resort at Montauk
3 out of 5
727 Old Montauk Highway, Montauk, NY
Stay at this 3-star beach hotel in Montauk. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (529 reviews)
SD2025
"Montauk is my Happy Place. We love staying at the Beachcomber. Lovely property & friendly staff."

Reviewed on Jun 16, 2025

Beachcomber Resort at Montauk
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.