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Key West

$292+ Cheap flights from Islip, NY to Key West (ISP - EYW)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — EYW
Jul 16 — Jul 231
Thu 7/16
Thu 7/23
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 June 16, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/12. 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.
Sat 7/411:57 am
ISP
-
EYW
2 stops22h 27m
Multiple Airlines
Fri 7/1012:07 pm
EYW
-
ISP
1 stop21h 46m
Multiple Airlines
Deal found 6/12$292
This Kiwi.com deal was found by Cheapflights users on 6/14. 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.
Thu 8/275:50 pm
ISP
-
EYW
2 stops16h 19m
Multiple Airlines
Mon 8/3112:07 pm
EYW
-
ISP
1 stop27h 49m
Multiple Airlines
Deal found 6/14$368
This Kiwi.com deal was found by Cheapflights users on 6/14. 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.
Thu 7/305:50 pm
ISP
-
EYW
2 stops18h 41m
Breeze Airways
Mon 8/311:07 am
EYW
-
ISP
1 stop26h 35m
Breeze Airways
Deal found 6/14$440
This Kiwi.com deal was found by Cheapflights users on 6/13. 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.
Wed 6/2411:57 am
ISP
-
EYW
2 stops22h 27m
Multiple Airlines
Sun 6/2812:05 pm
EYW
-
ISP
1 stop8h 52m
Multiple Airlines
Deal found 6/13$501
This Kiwi.com deal was found by Cheapflights users on 6/12. 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.
Thu 10/84:13 pm
ISP
-
EYW
1 stop18h 06m
Multiple Airlines
Mon 10/1210:59 am
EYW
-
ISP
1 stop28h 04m
Multiple Airlines
Deal found 6/12$551
This Booking.com deal was found by Cheapflights users on 6/14. 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.
Thu 8/275:50 pm
ISP
-
EYW
2 stops18h 41m
Breeze Airways
Mon 8/311:11 pm
EYW
-
ISP
2 stops24h 17m
Breeze Airways
Deal found 6/14$654

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 June 16, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$292
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$529
Provider with most accurate pricing for Islip Long Island-Key West flight deals.
Search Deals
Provider most trusted by Cheapflights users for Islip Long Island-Key West flights.
Search Deals
From Islip Long Island to Key West
Search Deals
High demand for flights, 1% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

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 June 16, 2026.
Use the filters below to find and compare flights from Islip to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Sat 7/4

11:57 am-10:24 am

2 stops22h 27m

Key West

Fri 7/10

12:07 pm-9:53 am

1 stop21h 46m

$292

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Thu 8/27

5:50 pm-10:09 am

2 stops16h 19m

Key West

Mon 8/31

12:07 pm-3:56 pm

1 stop27h 49m

$368

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Thu 7/30

5:50 pm-12:31 pm

2 stops18h 41m

Key West

Mon 8/3

11:07 am-1:42 pm

1 stop26h 35m

$440

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Thu 10/8

4:13 pm-10:19 am

1 stop18h 06m

Key West

Mon 10/12

10:59 am-11:20 am

2 stops24h 21m

$610

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Sat 9/12

12:00 pm-11:21 am

2 stops23h 21m

Key West

Wed 9/16

10:04 am-6:51 pm

2 stops32h 47m

$783

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Sat 7/4

6:09 pm-10:24 am

3 stops16h 15m

Key West

Fri 7/10

1:11 pm-5:29 pm

2 stops28h 18m

$785

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Thu 8/27

6:46 pm-12:31 pm

3 stops17h 45m

Key West

Mon 8/31

1:11 pm-1:28 pm

2 stops24h 17m

$807

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Sat 8/8

2:33 pm-7:13 pm

2 stops28h 40m

Key West

Thu 8/13

11:04 am-5:10 pm

2 stops6h 06m

$808
Quickest round-trip

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Sun 7/26

5:50 pm-12:31 pm

2 stops18h 41m

Key West

Thu 7/30

11:04 am-5:10 pm

2 stops6h 06m

$844
Cheapest one-way
Quickest one-way

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Sun 6/28

9:52 pm-2:35 pm

1 stop16h 43m

$301

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Showing 1-10 of 12 resultsSorted by cheapest first
1
2

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 June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Islip, New York-Key West flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.

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 18h 41m. 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.

See more FAQs

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