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Key West

$160+ Cheap flights from Islip, NY to Key West (ISP - EYW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/19. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — EYW
ene. 11 — ene. 181
dom. 1/11
dom. 1/18
1 adult, Economy
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Cheap flight deals from Islip to Key West

Cheapest flights from Islip to Key West
Explore the most affordable flight options available from Islip to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on diciembre 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/186:00 amISP - EYW
1 stop27h 17mMultiple Airlines
mié. 12/247:47 amEYW - ISP
2 stops27h 13mMultiple Airlines
Deal found 12/9$263
This Kiwi.com deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/244:40 pmISP - EYW
1 stop18h 40mMultiple Airlines
dom. 12/288:55 amEYW - ISP
1 stop28h 14mMultiple Airlines
Deal found 12/9$414
This Kiwi.com deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/268:35 pmISP - EYW
1 stop17h 49mMultiple Airlines
mar. 12/3010:32 pmEYW - ISP
1 stop23h 45mMultiple Airlines
Deal found 12/9$507
This Kiwi.com deal was found by Cheapflights users on 12/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/268:35 pmISP - EYW
2 stops16h 55mMultiple Airlines
mié. 12/317:47 amEYW - ISP
1 stop14h 30mMultiple Airlines
Deal found 12/8$565
This Booking.com deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/1811:40 amISP - EYW
2 stops21h 37mBreeze Airways
mié. 12/247:47 amEYW - ISP
2 stops27h 13mBreeze Airways
Deal found 12/9$575
This Gotogate deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/248:21 pmISP - EYW
2 stops36h 56mBreeze Airways
dom. 12/288:55 amEYW - ISP
3 stops49h 03mBreeze Airways
Deal found 12/9$778

Find flight deals from Islip to Key West

Discover tips and strategies to find the most affordable flight options for your journey from Islip (ISP) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated diciembre 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$414
(Kiwi.com)

One-way from

$160
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$593
Provider with most accurate pricing for Islip Long Island-Key West flight deals.
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Provider most trusted by Cheapflights users for Islip Long Island-Key West flights.
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From Islip Long Island to Key West
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One-way flight from Islip Long Island to Key West
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Highest demand for flights based on searches. 2% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Islip to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated diciembre 12, 2025.
Use the filters below to find and compare flights from Islip to Key West that are best for you.

Fly from

Islip

Fly to

Key West

Route

Depart

Return

Price

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

lun. 2/23

2:17 pm-12:21 pm

1 stop22h 04m

Key West

vie. 2/27

1:06 pm-11:06 am

1 stop22h 00m

$212

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

jue. 2/12

7:26 pm-12:26 pm

2 stops17h 00m

Key West

mar. 2/17

1:01 pm-11:17 am

2 stops22h 16m

$745

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

vie. 12/26

6:00 am-7:07 am

1 stop25h 07m

Key West

mar. 12/30

10:59 am-11:59 pm

1 stop13h 00m

$792

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

mar. 12/30

11:40 am-7:07 am

2 stops19h 27m

Key West

vie. 1/2

9:57 am-1:39 pm

3 stops27h 42m

$967

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

mar. 3/31

1:07 pm-11:38 am

3 stops22h 31m

Key West

mar. 4/7

12:30 pm-7:45 pm

1 stop7h 15m

$1,022

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

mar. 12/30

9:59 pm-1:30 pm

2 stops15h 31m

Key West

vie. 1/2

2:30 pm-11:05 am

2 stops20h 35m

$1,035

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

mar. 3/31

1:07 pm-11:38 am

3 stops22h 31m

Key West

mar. 4/7

12:30 pm-9:09 am

2 stops20h 39m

$1,125

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

vie. 12/26

2:25 pm-8:15 am

2 stops41h 50m

Key West

mar. 12/30

10:59 am-7:41 pm

3 stops32h 42m

$1,218

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

lun. 2/23

1:26 pm-11:58 am

2 stops22h 32m

Key West

vie. 2/27

12:48 pm-8:37 am

2 stops19h 49m

$1,226

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

dom. 2/15

1:26 pm-11:58 am

2 stops22h 32m

Key West

sáb. 2/21

12:48 pm-7:45 pm

1 stop6h 57m

$2,038

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

Showing 1-10 of 16 results
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Compare providers for flights from Islip to Key West

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Islip to Key West in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Islip, New York-Key West flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Islip, New York-Key West flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Islip, New York-Key West flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Islip, New York-Key West flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Islip, New York-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Islip to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West from Islip with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Islip to Key West

What is the cheapest month to book a flight from Islip, New York to Key West?

Currently, May is the cheapest month in which you can book a flight from Islip, New York to Key West (average of $151). Flying from Islip, New York to Key West in August is currently the most expensive (average of $306). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Islip to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Islip, New York to Key West?

    Airlines like Breeze Airways fly from Islip, New York to Key West in about 17h. The time it takes to get you to your destination can typically vary by up to . Islip, New York and Key West are separated by a distance of 1227 mi.

  • Can I find deals for flights from Islip to Key West that include hotel bookings?

    Yes. In addition to deals on Islip to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Islip to Key West?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Islip to Key West.

  • Can I find deals for business class flights from Islip to Key West?

    Yes. Cheapflights offers flight deals from Islip to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Islip, New York to Key West?

    Currently, May is the cheapest month in which you can book a flight from Islip, New York to Key West (average of $151). Flying from Islip, New York to Key West in August is currently the most expensive (average of $306). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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