Cheap flights To Shelter Island (LGA) from $44

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Cheap Flights to Shelter Island from $44 One Way, $87 Round Trip

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

Wed, Aug 20 - Wed, Sep 3
MCO
Orlando Intl.
LGA
LaGuardia
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Aug 20 from Orlando Intl. to LaGuardia, returning Wed, Sep 3, priced at $87 just found
Sat, Sep 6 - Tue, Sep 9
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Sep 6 from Orlando Intl. to Newark Liberty Intl. Airport, returning Tue, Sep 9, priced at $87 just found
Wed, Aug 20 - Fri, Aug 22
MCO
Orlando Intl.
LGA
LaGuardia
$92 Roundtrip, found 1 hour ago
$92
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Wed, Aug 20 from Orlando Intl. to LaGuardia, returning Fri, Aug 22, priced at $92 found 1 hour ago
Thu, Aug 21 - Wed, Aug 27
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$93 Roundtrip, just found
$93
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Aug 21 from Orlando Intl. to Newark Liberty Intl. Airport, returning Wed, Aug 27, priced at $93 just found
Wed, Sep 3 - Thu, Sep 4
MCO
Orlando Intl.
LGA
LaGuardia
$94 Roundtrip, just found
$94
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Sep 3 from Orlando Intl. to LaGuardia, returning Thu, Sep 4, priced at $94 just found
Wed, Oct 29 - Fri, Oct 31
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$94 Roundtrip, found 5 days ago
$94
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Oct 29 from Orlando Intl. to John F. Kennedy Intl., returning Fri, Oct 31, priced at $94 found 5 days ago
Fri, Oct 10 - Mon, Oct 13
MCO
Orlando Intl.
LGA
LaGuardia
$95 Roundtrip, found 5 hours ago
$95
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Fri, Oct 10 from Orlando Intl. to LaGuardia, returning Mon, Oct 13, priced at $95 found 5 hours ago
Wed, Sep 17 - Wed, Sep 24
MCO
Orlando Intl.
LGA
LaGuardia
$97 Roundtrip, found 4 hours ago
$97
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Wed, Sep 17 from Orlando Intl. to LaGuardia, returning Wed, Sep 24, priced at $97 found 4 hours ago
Wed, Sep 10 - Sat, Sep 13
MCO
Orlando Intl.
LGA
LaGuardia
$98 Roundtrip, found 4 hours ago
$98
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Wed, Sep 10 from Orlando Intl. to LaGuardia, returning Sat, Sep 13, priced at $98 found 4 hours ago
Sat, Aug 30 - Mon, Sep 1
MCO
Orlando Intl.
LGA
LaGuardia
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Aug 30 from Orlando Intl. to LaGuardia, returning Mon, Sep 1, priced at $100 just found

Shelter Island JFK Flight Information

Traveling To
Shelter Island
Destination Airport IATA Code
LGA
Number of Airlines Serving
18
Airlines
Spirit Airlines, Breeze Airways, Frontier Airlines
Flight Price
$87
Earliest Departing Flight
DL 5795 9:00AM EDT
Latest Departing Flight
LY 4495 Aug 11 8:58PM EDT

Book Your Flight & Hotel Together & Save

Shelter Island economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Harbor Front Inn
3.5-star property

The Harbor Front Inn

Sep 22 - Sep 27

5 night stay

Dallas (DFW) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
1 Hotel Central Park
5.0-star property

1 Hotel Central Park

Sep 10 - Sep 15

5 night stay

Los Angeles (LAX) to New York (JFK)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Hotel Riu Plaza New York Times Square
4.0-star property

Hotel Riu Plaza New York Times Square

Sep 11 - Sep 14

3 night stay

Dallas (DFW) to New York (JFK)

Spirit Airlines • Coach

New York (JFK) to Dallas (DFW)

Frontier Airlines • Coach
Save 100% on your flight
per person
found 1 day ago
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See all available trips from Dallas to Shelter Island
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Shelter Island premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Lexington Hotel, Autograph Collection
4.0-star property

The Lexington Hotel, Autograph Collection

8.4/10 Very Good! (1,397 reviews)

Sep 5 - Sep 8

3 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • PremiumEconomy
per person
found 6 hours ago
The hotel was lovely. The room was clean & well appointed. I didn’t like the odd toilet flush but the shower was great. The happy hour cocktail offerings were bad. Yet the appetizers were great.

Reviewed on Jul 15, 2025

Outsite Chelsea
2.0-star property

Outsite Chelsea

9.6/10 Exceptional! (8 reviews)

Sep 5 - Sep 8

3 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 6 hours ago
NobleDEN Hotel
4.0-star property

NobleDEN Hotel

9.8/10 Exceptional! (1,259 reviews)

Sep 5 - Sep 8

3 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • PremiumEconomy
per person
found 6 hours ago
The place was awesome close to everything clean. Staff is very helpful.

Reviewed on Jul 1, 2025

Don't see what you're looking for?
See all available trips from Chicago to Shelter Island
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Shelter Island first class flight packages

Price found within the past 48 hours. Click for updated prices.
Outsite Chelsea
2.0-star property

Outsite Chelsea

9.6/10 Exceptional! (8 reviews)

Sep 17 - Sep 23

6 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • FirstClass
Save 100% on your flight
per person
found 5 hours ago
Hyatt Regency Times Square
3.5-star property

Hyatt Regency Times Square

8.2/10 Very Good! (3,260 reviews)

Sep 17 - Sep 23

6 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • FirstClass
Save 100% on your flight
per person
found 5 hours ago
This hotel seems brand new but was not ready to be opened. Check in took over 1 hour, no smoke alarm in the room, and toilet was not properly installed as it did not flush half the time.

Reviewed on Jul 21, 2025

The Manhattan Club
4.0-star property

The Manhattan Club

9/10 Wonderful! (1,535 reviews)

Sep 17 - Sep 23

6 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • FirstClass
Save 100% on your flight
per person
found 5 hours ago
Stayed here for 3 weeks and had a great experience. Very professional and friendly staff. Clean and comfortable for the price. Excellent location to lots of tourist attractions.

Reviewed on Aug 1, 2025

Don't see what you're looking for?
See all available trips from Chicago to Shelter Island
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Shelter Island

Why search for low cost fares on your flights to Shelter Island when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:

Bargain Flights to Shelter Island

Orbitz offers massive discounts and substantial last-minute savings on your Shelter Island flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.

Cutting-Edge Mobile Tools to Keep You In The Know

Orbitz sends you free alerts and updates on your Shelter Island flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.

Frequent Flyer Program Enrolment

Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to Shelter Island. When making your booking, reference your frequent flyer number to receive discounts in the future.

Outstanding Customer Service

Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Shelter Island but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.

Frequently asked questions

How much is a flight to Shelter Island?
Travelers from near and far landed return-flight bargains ranging between $87 and $100 this week. Arriving from Orlando (MCO)? The best one-way prices were just $44.
How to book the cheapest flight to Shelter Island?
Picking up cheap flights to Shelter Island is as easy as booking with Orbitz. But if you'd like to make sure you're walking away with the best flight deals around, here are some suggestions your wallet will love:

  • Consider departing from or arriving at alternative airports to save on your flight. Enter your preferred departure and arrival airports in the form fields, then click on the 'Nearby airports' function below. It will show you any available options.
  • If you're flexible with your travel schedule, click on the 'Show flexible dates' link. It'll display the flight deals for the days before and after your selected departure. Ticket prices often vary depending on what day of the week it is.
  • You can also hit the 'Show options' link to filter results for your preferred carrier, seating class, and nonstop and refundable flights. Under 'Sort & Filter' to the left, you can even pick the time of day you want to fly.
  • Once you've figured out your travel dates, don't delay booking your flight. Prices normally rise as the departure date gets closer.
  • Make even more savings on your trip by combining your hotel, flights and car rentals into a package. Your budget will thank you for it.
  • Flying during the busy season can mean pricey airfares. If possible, plan your vacation outside of popular dates, such as Thanksgiving, New Year's Eve and Easter.

What is the best time to book a flight to Shelter Island?
Book in January, February or August for the lowest airfares to Shelter Island. Once you've found a bargain, buy it — cheap flights tend to pop up and then vanish in the click of a mouse.
What day of the week is the cheapest to book a flight to Shelter Island?
Make a booking on a Tuesday, Wednesday or Saturday. Generally, these are the cheapest days to purchase fares to Shelter Island. The vacation of your dreams starts with a fantastic flight deal!
What is the cheapest day of the week to fly to Shelter Island?
According to Orbitz data from 2020, you should jump on a plane on a Monday to score cheap flights to Shelter Island. Next cheapest day? Tuesday. Saturday is the most expensive. So, leave early in the week if you'd like to book a wallet-friendly fare without paying premium prices.
What is the cheapest month to fly to Shelter Island?
To land cheap flights to Shelter Island, you should depart in August. If getting a great deal on your plane ticket is your top priority, Orbitz data has found that this is generally an excellent month to travel. June is when fares are at their highest.
Which airlines allow free cancellation?
We understand that plans change and flexibility is more important than ever. That's why you can search for flights that have free cancellation and no change fees on Orbitz. Just click on "Filter by flexible change policies" and we'll show you fares with more flexibility than a lip balm left in the sun!
What do I need for the flight to Shelter Island?
Whether you're a regular flyer or it's your first time on a plane, it helps to be organized when you travel. Here are a few tips and things to take into account:

  • Firstly, you'll need to take all applicable travel documents and your identification. How much is dependent on where you're flying from. When you book, always use the correct name, birth date and gender listed on your government-issued ID.
  • Fill your carry-on bag with snacks and things to keep you busy and you'll easily pass the time on this medium-haul flight. If possible, hop on the airport's Wi-Fi and transfer your favorite podcast or playlist to your device before take off.
  • Never mind what the season is at your destination, aircraft cabins can feel quite cool. Carry a sweater on your journey to stay warm and comfy.

How do I get cheap first-class/business deals to Shelter Island?
Experienced travelers know how to find business or first-class fares to Shelter Island without the sky-high price tag. Be like them with these handy tips:

  • Being flexible isn't just a yoga thing. Avoid locking in your travel dates so you can snap up more affordable airfares when a big sale comes along.
  • Look for a low-cost airline that has business-class seats. They usually come with extra space and a glass of Champagne — and a nicer price.
  • Make a bid for an upgrade. Some carriers hold online auctions that let you put down a price for a seat up the front. You may also be able to upgrade with points earned through a loyalty scheme.

Nearby

Flights To

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.