Search Cheap Flights toShelter Island
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Shelter Island Flights as Low as $136
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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 May, 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 $136, 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 $136 right now, why wait?
Destination airport | Tweed - New Haven Regional |
|---|---|
Destination airport IATA code | HVN |
Roundtrip price | $136 |
Last Minute Hotel Deals in Shelter Island
Gurney's Montauk Resort & Seawater Spa
"Stellar staff who made us feel most welcome. Loved the diversity of the team. Unforgettable scenery and experiences. We will definitely come back!"
Reviewed on May 11, 2026
Montauk Manor
"Very cool, classic hotel"
Reviewed on May 19, 2026
Pier Blue Inn Old Saybrook - Essex
"We have been coming here for years and it is the best it’s ever been! Staff is friendly and accommodating. The rooms have been renovated and clean."
Reviewed on May 17, 2026
Montauk Yacht Club
"Great view!"
Reviewed on May 19, 2026
The Bentley Hotel Southampton
"Super spacious room, everything you might need, 2nd floor was quiet and it was an incredibly convenient spot to land for the evening. Will be back!"
Reviewed on May 18, 2026
Marram
"Beach was beautiful and so was the view once the fog cleared. Staff was friendly. We liked the proximity to downtown. Breakfast was mediocre, would have liked a protein( hard boiled eggs or something comparable."
Reviewed on May 19, 2026
Sound View Greenport
"They charged us for parking in front of our room. Unbelievable. We stayed there in April, off season, the motel was empty."
Reviewed on May 11, 2026
Montauk Blue Hotel
"Right off the beach; beautiful views Sound of ocean so peaceful Friendly helpful staff Steps from town We will be returning next year"
Reviewed on May 20, 2026
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