Search Cheap Flights to
Shelter Island

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Shelter Island Flights as Low as $58

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

Spirit Airlines
Tue, May 6 - Wed, May 7
ATL
Hartsfield-Jackson Atlanta Intl.
EWR
Newark Liberty Intl. Airport
$58 Roundtrip, found 22 hours ago
$58
Roundtrip
found 22 hours ago
Select Spirit Airlines flight, departing Tue, May 6 from Hartsfield-Jackson Atlanta Intl. to Newark Liberty Intl. Airport, returning Wed, May 7, priced at $58 found 22 hours ago
Spirit Airlines
Tue, Apr 15 - Wed, May 7
ATL
Hartsfield-Jackson Atlanta Intl.
EWR
Newark Liberty Intl. Airport
$65 Roundtrip, found 22 hours ago
$65
Roundtrip
found 22 hours ago
Select Spirit Airlines flight, departing Tue, Apr 15 from Hartsfield-Jackson Atlanta Intl. to Newark Liberty Intl. Airport, returning Wed, May 7, priced at $65 found 22 hours ago
Spirit Airlines
Tue, May 6 - Wed, May 7
ATL
Hartsfield-Jackson Atlanta Intl.
EWR
Newark Liberty Intl. Airport
$72 Roundtrip, found 22 hours ago
$72
Roundtrip
found 22 hours ago
Select Spirit Airlines flight, departing Tue, May 6 from Hartsfield-Jackson Atlanta Intl. to Newark Liberty Intl. Airport, returning Wed, May 7, priced at $72 found 22 hours ago
Spirit Airlines
Tue, Apr 15 - Wed, May 7
ATL
Hartsfield-Jackson Atlanta Intl.
EWR
Newark Liberty Intl. Airport
$79 Roundtrip, found 22 hours ago
$79
Roundtrip
found 22 hours ago
Select Spirit Airlines flight, departing Tue, Apr 15 from Hartsfield-Jackson Atlanta Intl. to Newark Liberty Intl. Airport, returning Wed, May 7, priced at $79 found 22 hours ago
Spirit Airlines
Wed, May 14 - Wed, May 28
ATL
Hartsfield-Jackson Atlanta Intl.
LGA
LaGuardia
$86 Roundtrip, just found
$86
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, May 14 from Hartsfield-Jackson Atlanta Intl. to LaGuardia, returning Wed, May 28, priced at $86 just found
Spirit Airlines
Sat, May 10 - Mon, May 12
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$98 Roundtrip, found 17 hours ago
$98
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Sat, May 10 from Orlando Intl. to Newark Liberty Intl. Airport, returning Mon, May 12, priced at $98 found 17 hours ago
Spirit Airlines
Thu, Apr 10 - Tue, Apr 15
MCO
Orlando Intl.
LGA
LaGuardia
$100 Roundtrip, found 22 hours ago
$100
Roundtrip
found 22 hours ago
Select Spirit Airlines flight, departing Thu, Apr 10 from Orlando Intl. to LaGuardia, returning Tue, Apr 15, priced at $100 found 22 hours ago
Breeze Airways
Thu, May 1 - Sun, May 4
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$108 Roundtrip, just found
$108
Roundtrip
just found
Select Breeze Airways flight, departing Thu, May 1 from Orlando Intl. to Newark Liberty Intl. Airport, returning Sun, May 4, priced at $108 just found
Frontier Airlines
Fri, Apr 4 - Sun, Apr 6
MCO
Orlando Intl.
LGA
LaGuardia
$108 Roundtrip, found 18 hours ago
$108
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Fri, Apr 4 from Orlando Intl. to LaGuardia, returning Sun, Apr 6, priced at $108 found 18 hours ago
Frontier Airlines
Sat, May 10 - Sun, May 18
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$110 Roundtrip, found 22 hours ago
$110
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Sat, May 10 from Orlando Intl. to John F. Kennedy Intl., returning Sun, May 18, priced at $110 found 22 hours ago
JetBlue Airways
Tue, Apr 29 - Sun, May 4
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$119 Roundtrip, found 22 hours ago
$119
Roundtrip
found 22 hours ago
Select JetBlue Airways flight, departing Tue, Apr 29 from Orlando Intl. to John F. Kennedy Intl., returning Sun, May 4, priced at $119 found 22 hours ago
United
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$119 Roundtrip, found 1 hour ago
$119
Roundtrip
found 1 hour ago
Select United flight, departing Thu, Jun 5 from Orlando Intl. to Newark Liberty Intl. Airport, returning Sun, Jun 8, priced at $119 found 1 hour ago
Delta
Sat, May 17 - Tue, May 20
MCO
Orlando Intl.
LGA
LaGuardia
$119 Roundtrip, just found
$119
Roundtrip
just found
Select Delta flight, departing Sat, May 17 from Orlando Intl. to LaGuardia, returning Tue, May 20, priced at $119 just found
American Airlines
Sat, May 17 - Tue, May 20
MCO
Orlando Intl.
LGA
LaGuardia
$119 Roundtrip, just found
$119
Roundtrip
just found
Select American Airlines flight, departing Sat, May 17 from Orlando Intl. to LaGuardia, returning Tue, May 20, priced at $119 just found
Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$122 Roundtrip, found 1 hour ago
$122
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $122 found 1 hour ago
Frontier Airlines
Tue, May 27 - Tue, Jun 3
ATL
Hartsfield-Jackson Atlanta Intl.
JFK
John F. Kennedy Intl.
$128 Roundtrip, found 4 days ago
$128
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, May 27 from Hartsfield-Jackson Atlanta Intl. to John F. Kennedy Intl., returning Tue, Jun 3, priced at $128 found 4 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 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 $58, 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 $58 right now, why wait?

Shelter Island Flight Information
Destination airport
Newark Liberty Intl. Airport
Destination airport IATA code
EWR
Roundtrip price
$58

Last Minute Hotel Deals in Shelter Island

Montauk Manor
Montauk Manor
3.5 out of 5
236 Edgemere St., Montauk, NY
The price is $180 per night from Apr 15 to Apr 16
$180
includes taxes & fees
Apr 15 - Apr 16
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! (1,147 reviews)
"Old architecture, modern amenities, great little town"

Reviewed on Mar 24, 2025

Montauk Manor
Water's Edge Resort & Spa
Water's Edge Resort & Spa
3.5 out of 5
1525 Boston Post Road, Westbrook, CT
The price is $235 per night from Mar 30 to Mar 31
$235
includes taxes & fees
Mar 30 - Mar 31
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)
Excellent stay
"It was a lovely one night stay with a friend. The room was beautiful, the hotel was stunning, and the check in was great. Lots of recommendations for good places to go. Very pleasant experience!"

Reviewed on Mar 26, 2025

Water's Edge Resort & Spa
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 Mar 31 to Apr 1
$79
includes taxes & fees
Mar 31 - Apr 1
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! (933 reviews)
"Great rates, easy check in, convenient location. Room is small and cozy, and clean. Bathroom leaves much to be desired"

Reviewed on Mar 27, 2025

Pier Blue Inn Old Saybrook - Essex
Gurney's Montauk Resort & Seawater Spa
Gurney's Montauk Resort & Seawater Spa
4 out of 5
290 Old Montauk Highway, Montauk, NY
The price is $525 per night from Mar 31 to Apr 1
$525
includes taxes & fees
Mar 31 - Apr 1
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! (616 reviews)
"It’s under construction so it’s not as nice as I typically would be. I wishes we had been warned . Although the staff is friendly and helpful"

Reviewed on Feb 20, 2025

Gurney's Montauk Resort & Seawater Spa
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 $145 per night from Apr 6 to Apr 7
$145
includes taxes & fees
Apr 6 - Apr 7
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! (1,002 reviews)
"We have stayed a few times & have had great experiences each time."

Reviewed on Mar 27, 2025

Hyatt Place Long Island East End
Montauk Yacht Club
Montauk Yacht Club
4 out of 5
32 Star Island Rd, Montauk, NY
The price is $247 per night from Apr 13 to Apr 14
$247
includes taxes & fees
Apr 13 - Apr 14
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! (999 reviews)
"Great property, great service, quiet location"

Reviewed on Dec 23, 2024

Montauk Yacht Club
Baron's Cove
Baron's Cove
4 out of 5
31 West Water Street, Sag Harbor, NY
The price is $245 per night from Apr 1 to Apr 2
$245
includes taxes & fees
Apr 1 - Apr 2
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 ...
8.8/10 Excellent! (221 reviews)
"Beautiful property with well appointed rooms. The staff was friendly and helpful. The lobby bar was a great place to meet up with friends for cocktails."

Reviewed on Mar 24, 2025

Baron's Cove
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 Mar 31 to Apr 1
$364
includes taxes & fees
Mar 31 - Apr 1
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! (1,000 reviews)
"Saybrook Point is lovely and super easy to find. The indoor pool and spa and sauna/steam room are amazing. The property is very clean. Our double, with a view of the lighthouse, was huge. Staff are amazing and very friendly and helpful. Highly recommend! P.S. Walking over the Fenwick Causeway is ..."

Reviewed on Mar 25, 2025

Saybrook Point Resort & Marina
See all 4,676 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.