Search Cheap Flights to
Shelter Island

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Shelter Island Flights as Low as $82

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Sat, Feb 1 - Tue, Feb 4
MCO
Orlando Intl.
LGA
LaGuardia
$82 Roundtrip, found 17 hours ago
$82
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Sat, Feb 1 from Orlando Intl. to LaGuardia, returning Tue, Feb 4, priced at $82 found 17 hours ago
Frontier Airlines
Fri, Jan 31 - Wed, Feb 5
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$86 Roundtrip, found 3 days ago
$86
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Jan 31 from Orlando Intl. to John F. Kennedy Intl., returning Wed, Feb 5, priced at $86 found 3 days ago
Spirit Airlines
Tue, Feb 4 - Sat, Feb 8
MCO
Orlando Intl.
LGA
LaGuardia
$91 Roundtrip, found 3 days ago
$91
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Feb 4 from Orlando Intl. to LaGuardia, returning Sat, Feb 8, priced at $91 found 3 days ago
Frontier Airlines
Wed, Feb 5 - Fri, Feb 7
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$91 Roundtrip, found 6 days ago
$91
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Feb 5 from Orlando Intl. to John F. Kennedy Intl., returning Fri, Feb 7, priced at $91 found 6 days ago
Frontier Airlines
Tue, Jan 28 - Sun, Feb 2
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$92 Roundtrip, found 4 days ago
$92
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Jan 28 from Orlando Intl. to John F. Kennedy Intl., returning Sun, Feb 2, priced at $92 found 4 days ago
Frontier Airlines
Wed, Feb 5 - Sun, Feb 9
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$93 Roundtrip, found 6 days ago
$93
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Feb 5 from Orlando Intl. to John F. Kennedy Intl., returning Sun, Feb 9, priced at $93 found 6 days ago
Breeze Airways
Thu, Jan 30 - Tue, Feb 4
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$94 Roundtrip, found 3 days ago
$94
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jan 30 from Orlando Intl. to Newark Liberty Intl. Airport, returning Tue, Feb 4, priced at $94 found 3 days ago
Breeze Airways
Thu, Feb 20 - Sun, Feb 23
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$95 Roundtrip, found 14 hours ago
$95
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Thu, Feb 20 from Orlando Intl. to Newark Liberty Intl. Airport, returning Sun, Feb 23, priced at $95 found 14 hours ago
Frontier Airlines
Thu, Jan 30 - Tue, Feb 4
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$95 Roundtrip, found 3 days ago
$95
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Jan 30 from Orlando Intl. to Newark Liberty Intl. Airport, returning Tue, Feb 4, priced at $95 found 3 days ago
Frontier Airlines
Tue, Feb 4 - Tue, Feb 11
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$97 Roundtrip, found 5 days ago
$97
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Feb 4 from Orlando Intl. to John F. Kennedy Intl., returning Tue, Feb 11, priced at $97 found 5 days ago
Breeze Airways
Tue, Mar 25 - Sun, Mar 30
MCO
Orlando Intl.
SWF
Stewart Intl.
$122 Roundtrip, found 3 days ago
$122
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Tue, Mar 25 from Orlando Intl. to Stewart Intl., returning Sun, Mar 30, priced at $122 found 3 days ago
Breeze Airways
Wed, Jan 22 - Sun, Feb 2
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$128 Roundtrip, found 12 hours ago
$128
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Wed, Jan 22 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Feb 2, priced at $128 found 12 hours ago
JetBlue Airways
Fri, Feb 7 - Mon, Feb 10
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Fri, Feb 7 from Orlando Intl. to John F. Kennedy Intl., returning Mon, Feb 10, priced at $137 found 2 days ago
Delta
Fri, Feb 7 - Mon, Feb 10
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Feb 7 from Orlando Intl. to John F. Kennedy Intl., returning Mon, Feb 10, priced at $137 found 2 days ago
United
Thu, Feb 20 - Sun, Feb 23
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$157 Roundtrip, found 14 hours ago
$157
Roundtrip
found 14 hours ago
Select United flight, departing Thu, Feb 20 from Orlando Intl. to Newark Liberty Intl. Airport, returning Sun, Feb 23, priced at $157 found 14 hours ago
American Airlines
Fri, Feb 7 - Mon, Feb 10
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$159 Roundtrip, found 2 days ago
$159
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Feb 7 from Orlando Intl. to John F. Kennedy Intl., returning Mon, Feb 10, priced at $159 found 2 days ago

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 February, 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 $82, 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 $82 right now, why wait?

Shelter Island Flight Information
Destination airport
Newark Liberty Intl. Airport
Destination airport IATA code
EWR
Roundtrip price
$67

Last Minute Hotel Deals in Shelter Island

Hyatt Place Long Island East End
Hyatt Place Long Island East End
3 out of 5
451 East Main Street, Riverhead, NY
The price is $126 per night from Jan 26 to Jan 27
$126
includes taxes & fees
Jan 26 - Jan 27
Stay at this 3-star business-friendly hotel in Riverhead. Enjoy free WiFi, free parking, and a marina. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,001 reviews)
"Just Great!"

Reviewed on Jan 8, 2025

Hyatt Place Long Island East End
Montauk Manor
Montauk Manor
3.5 out of 5
236 Edgemere St., Montauk, NY
The price is $169 per night from Jan 21 to Jan 22
$169
includes taxes & fees
Jan 21 - Jan 22
Stay at this 3.5-star aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,093 reviews)
"Duplex room equipment for the kitchen"

Reviewed on Jan 18, 2025

Montauk Manor
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
2.5 out of 5
100 Essex Rd, Old Saybrook, CT
The price is $96 per night from Feb 16 to Feb 17
$96
includes taxes & fees
Feb 16 - Feb 17
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.4/10 Good! (1,000 reviews)
"Friendly and helpful staff and the breakfast was good. The only issue was one of the beds in our room (212) literally fell off the frame on one side when sat on.We were tired and had already settled in, so we didn’t request a new room and made it work."

Reviewed on Jan 8, 2025

Quality Inn Old Saybrook - Westbrook
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
3.5 out of 5
2 Bridge St, Old Saybrook, CT
The price is $364 per night from Jan 27 to Jan 28
$364
includes taxes & fees
Jan 27 - Jan 28
Stay at this 3.5-star spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in ...
9.4/10 Exceptional! (1,002 reviews)
"Property is nice . Rooms need better amenities such as adequate coffee maker, TV was small and did not support movie rentals. Service was great, staff accomodating. Rooms a bit tired looking and baths need upgrades."

Reviewed on Jan 18, 2025

Saybrook Point Resort & Marina
Water's Edge Resort & Spa
Water's Edge Resort & Spa
3.5 out of 5
1525 Boston Post Road, Westbrook, CT
The price is $246 per night from Jan 21 to Jan 22
$246
includes taxes & fees
Jan 21 - Jan 22
Stay at this 3.5-star beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
8.6/10 Excellent! (1,001 reviews)
"Well maintained, beautiful views."

Reviewed on Jan 6, 2025

Water's Edge Resort & Spa
Budget Host East End Hotel in Riverhead
Budget Host East End Hotel in Riverhead
2 out of 5
30 Lake Avenue, Riverhead, NY
The price is $118 per night from Jan 21 to Jan 22
$118
includes taxes & fees
Jan 21 - Jan 22
Stay at this motel in Riverhead. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition in our reviews. ...
6.4/10 (682 reviews)
great value
"great value"

Reviewed on Jan 2, 2025

Budget Host East End Hotel in Riverhead
Sound View Greenport
Sound View Greenport
4 out of 5
58775 County Rd 48, Greenport, NY
The price is $194 per night from Feb 3 to Feb 4
$194
includes taxes & fees
Feb 3 - Feb 4
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (496 reviews)
"The view from the room"

Reviewed on Jan 2, 2025

Sound View Greenport
Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
The price is $79 per night from Jan 21 to Jan 22
$79
includes taxes & fees
Jan 21 - Jan 22
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! (904 reviews)
"A very nice hotel. The rooms were clean and comfortable."

Reviewed on Jan 1, 2025

Pier Blue Inn Old Saybrook - Essex
See all 4,650 properties in Shelter Island
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.