Search Cheap Flights to
Shelter Island

Photo by tom owens

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Shelter Island Flights as Low as $82

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

Breeze Airways
Thu, Jul 10 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$82 Roundtrip, found 1 day ago
$82
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Jul 10 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $82 found 1 day ago
Frontier Airlines
Sat, May 10 - Wed, May 14
ATL
Hartsfield-Jackson Atlanta Intl.
EWR
Newark Liberty Intl. Airport
$82 Roundtrip, found 4 hours ago
$82
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sat, May 10 from Hartsfield-Jackson Atlanta Intl. to Newark Liberty Intl. Airport, returning Wed, May 14, priced at $82 found 4 hours ago
Spirit Airlines
Sat, May 10 - Wed, May 14
ATL
Hartsfield-Jackson Atlanta Intl.
EWR
Newark Liberty Intl. Airport
$84 Roundtrip, found 4 hours ago
$84
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Sat, May 10 from Hartsfield-Jackson Atlanta Intl. to Newark Liberty Intl. Airport, returning Wed, May 14, priced at $84 found 4 hours ago
Breeze Airways
Thu, Jul 10 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$87 Roundtrip, found 1 day ago
$87
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Jul 10 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $87 found 1 day ago
Frontier Airlines
Sat, May 10 - Wed, May 28
ATL
Hartsfield-Jackson Atlanta Intl.
LGA
LaGuardia
$88 Roundtrip, found 4 hours ago
$88
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sat, May 10 from Hartsfield-Jackson Atlanta Intl. to LaGuardia, returning Wed, May 28, priced at $88 found 4 hours ago
Frontier Airlines
Sat, May 10 - Wed, May 14
ATL
Hartsfield-Jackson Atlanta Intl.
EWR
Newark Liberty Intl. Airport
$88 Roundtrip, found 4 hours ago
$88
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sat, May 10 from Hartsfield-Jackson Atlanta Intl. to Newark Liberty Intl. Airport, returning Wed, May 14, priced at $88 found 4 hours ago
Frontier Airlines
Tue, May 6 - Sat, May 10
ATL
Hartsfield-Jackson Atlanta Intl.
EWR
Newark Liberty Intl. Airport
$89 Roundtrip, found 7 hours ago
$89
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Tue, May 6 from Hartsfield-Jackson Atlanta Intl. to Newark Liberty Intl. Airport, returning Sat, May 10, priced at $89 found 7 hours ago
Frontier Airlines
Tue, May 20 - Wed, May 28
ATL
Hartsfield-Jackson Atlanta Intl.
JFK
John F. Kennedy Intl.
$90 Roundtrip, found 4 hours ago
$90
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Tue, May 20 from Hartsfield-Jackson Atlanta Intl. to John F. Kennedy Intl., returning Wed, May 28, priced at $90 found 4 hours ago
Spirit Airlines
Sat, May 10 - Tue, May 13
MCO
Orlando Intl.
LGA
LaGuardia
$100 Roundtrip, found 1 hour ago
$100
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, May 10 from Orlando Intl. to LaGuardia, returning Tue, May 13, priced at $100 found 1 hour ago
Spirit Airlines
Wed, May 14 - Sat, May 17
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$101 Roundtrip, found 6 hours ago
$101
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Wed, May 14 from Orlando Intl. to Newark Liberty Intl. Airport, returning Sat, May 17, priced at $101 found 6 hours ago
Frontier Airlines
Thu, May 8 - Tue, May 13
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$104 Roundtrip, found 6 hours ago
$104
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Thu, May 8 from Orlando Intl. to John F. Kennedy Intl., returning Tue, May 13, priced at $104 found 6 hours ago
JetBlue Airways
Wed, May 14 - Mon, May 26
ATL
Hartsfield-Jackson Atlanta Intl.
JFK
John F. Kennedy Intl.
$129 Roundtrip, found 9 hours ago
$129
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Wed, May 14 from Hartsfield-Jackson Atlanta Intl. to John F. Kennedy Intl., returning Mon, May 26, priced at $129 found 9 hours ago
Delta
Sat, May 10 - Tue, May 20
ATL
Hartsfield-Jackson Atlanta Intl.
JFK
John F. Kennedy Intl.
$137 Roundtrip, found 4 hours ago
$137
Roundtrip
found 4 hours ago
Select Delta flight, departing Sat, May 10 from Hartsfield-Jackson Atlanta Intl. to John F. Kennedy Intl., returning Tue, May 20, priced at $137 found 4 hours ago
United
Wed, Jul 9 - Tue, Jul 15
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$149 Roundtrip, found 6 hours ago
$149
Roundtrip
found 6 hours ago
Select United flight, departing Wed, Jul 9 from Orlando Intl. to Newark Liberty Intl. Airport, returning Tue, Jul 15, priced at $149 found 6 hours ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $157 found 2 days ago
American Airlines
Thu, May 8 - Thu, May 15
MCO
Orlando Intl.
LGA
LaGuardia
$167 Roundtrip, found 5 hours ago
$167
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Thu, May 8 from Orlando Intl. to LaGuardia, returning Thu, May 15, priced at $167 found 5 hours 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 July, 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
$82

Last Minute Hotel Deals in Shelter Island

Montauk Yacht Club
Montauk Yacht Club
4 out of 5
32 Star Island Rd, Montauk, NY
The price is $247 per night from Apr 30 to May 1
$247
includes taxes & fees
Apr 30 - May 1
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)
"Absolutely loved everything about this place. The staff was incredibly friendly. The resort was beautiful and clean. And dining was a short drive away. Within minutes of everything. Perfect location and beautiful resort. Will definitely be back ! :)"

Reviewed on Apr 14, 2025

Montauk Yacht Club
Montauk Manor
Montauk Manor
3.5 out of 5
236 Edgemere St., Montauk, NY
The price is $208 per night from Apr 28 to Apr 29
$208
includes taxes & fees
Apr 28 - Apr 29
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! (1,159 reviews)
"Room was clean. Property and view was great. Beautiful view of sunset. Definitely recommend a stay. Indoor pool was nice and warm. Staff was nice."

Reviewed on Apr 17, 2025

Montauk Manor
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 $91 per night from Apr 20 to Apr 21
$91
includes taxes & fees
Apr 20 - Apr 21
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! (943 reviews)
"the property was close to the ocean. very pet friendly and accommodated our needs well"

Reviewed on Apr 12, 2025

Pier Blue Inn Old Saybrook - Essex
Water's Edge Resort & Spa
Water's Edge Resort & Spa
3.5 out of 5
1525 Boston Post Road, Westbrook, CT
The price is $212 per night from May 6 to May 7
$212
includes taxes & fees
May 6 - May 7
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! (1,003 reviews)
"Staff is always very receptive and cordial!"

Reviewed on Apr 10, 2025

Water's Edge Resort & Spa
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 $710 per night from Apr 27 to Apr 28
$710
includes taxes & fees
Apr 27 - Apr 28
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! (625 reviews)
"Beautiful property. We really enjoyed our stay!"

Reviewed on Apr 7, 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 $169 per night from Apr 30 to May 1
$169
includes taxes & fees
Apr 30 - May 1
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)
Hyatt Riverhead NY
"Bed was sooo comfortable, the heated pool was great and the breakfast buffet was great as well!"

Reviewed on Apr 15, 2025

Hyatt Place Long Island East End
Baron's Cove
Baron's Cove
4 out of 5
31 West Water Street, Sag Harbor, NY
The price is $297 per night from Apr 21 to Apr 22
$297
includes taxes & fees
Apr 21 - Apr 22
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! (226 reviews)
"Excellent stay while visiting our son!"

Reviewed on Apr 10, 2025

Baron's Cove
Montauk Blue Hotel
Montauk Blue Hotel
2 out of 5
108 South Emerson Avenue, Montauk, NY
The price is $182 per night from Apr 20 to Apr 21
$182
includes taxes & fees
Apr 20 - Apr 21
Book a stay at this beach hotel in Montauk. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Montauk Point and South Edison Beach are located ...
9.4/10 Exceptional! (41 reviews)
"Highly recommend"

Reviewed on Apr 16, 2025

Montauk Blue Hotel
See all 4,677 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.