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Shelter Island

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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 , 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  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 , 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  right now, why wait?

Shelter Island Flight Information
Destination airport
John F. Kennedy Intl.
Destination airport IATA code
JFK
Roundtrip price
$307

Last Minute Hotel Deals in Shelter Island

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
Book a stay at this beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Popular attractions Hither Woods Preserve and Hither ...
8.2/10 Very Good! (704 reviews)
Everything was perfect. Staff, room, experience. Will definitely stay again.

Reviewed on Dec 14, 2025

Gurney's Montauk Resort & Seawater Spa
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,003 reviews)
It was perfect for an evening away, quiet, friendly staff, beautiful views, and great Sunday brunch

Reviewed on Dec 29, 2025

Water's Edge Resort & Spa
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 South Edison Beach and Kirk Park Beach ...
9.2/10 Wonderful! (187 reviews)
I always have a 5/5 stay at Montauk Blue.

Reviewed on Nov 19, 2025

Montauk Blue Hotel
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. ...
7.8/10 Good! (1,001 reviews)
This hotel is clean and safe. Parking was easy. Rooms are spacious. Staff was friendly. It's not overly fancy but was perfect for a reasonable price.

Reviewed on Dec 23, 2025

Pier Blue Inn Old Saybrook - Essex
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
Book a stay at this business-friendly hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (405 reviews)
Room was beautiful and spacious. Staff was courteous and on point.

Reviewed on Dec 22, 2025

The Bentley Hotel Southampton
Offshore Montauk

Offshore Montauk

2 out of 5
71 S Emerson Ave Montauk NY
Stay at this hotel in Montauk. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Kirk Park Beach and South Edison Beach are located ...
9.2/10 Wonderful! (91 reviews)
Ocean view was a little disappointing, it was more of just dunes. location was very good, walking distance from everything in town and beach. Having no mini fridge was crazy to me, luckily it’s cold out so I put my drinks outside! Couldnt imagine how frustrating that is in the summer though. Otherwise ...

Reviewed on Dec 30, 2025

Offshore Montauk
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
Stay at this aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,274 reviews)
Beautiful place as always, love the hot tub and sauna.

Reviewed on Dec 22, 2025

Montauk Manor
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St Greenport NY
Book a stay at this business-friendly hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (554 reviews)
Breakfast was poor but the rest was good, nice gym, clean room, close to everything in the city.

Reviewed on Dec 28, 2025

The Harbor Front Inn
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.