$320+ Cheap flights from Key West to Islip, NY (EYW - ISP)
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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — ISP
Oct 17 — Oct 241
Round-trip
1 adult, Economy
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Find cheap flights from Key West to Islip with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Key West to Islip
Cheapest
Best
One-way
Cheapest flights from Key West to IslipExplore the most affordable flight options available from Key West to Islip. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
Explore the most affordable flight options available from Key West to Islip. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 11/510:59 am -
1 stop6h 32m
Mon 11/304:40 pm -
1 stop17h 39m
Deal found 9/15![Multiple Airlines logo]()
$351
This Booking.com deal was found by Cheapflights users on 9/15. 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 11/510:59 am -
2 stops27h 23m
Mon 11/303:02 pm -
2 stops19h 17m
Deal found 9/15![Breeze Airways logo]()
$848
This KAYAK deal was found by Cheapflights users on 9/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/235:35 pm -
2 stops23h 08m
Tue 12/2912:40 pm -
3 stops45h 39m
Deal found 9/15![Breeze Airways logo]()
$959
This KAYAK deal was found by Cheapflights users on 9/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/235:35 pm -
2 stops23h 08m
Wed 12/303:43 pm -
3 stops44h 36m
Deal found 9/15![Breeze Airways logo]()
$1,638
Best flights from Key West to IslipDiscover carefully curated flight deals from Key West to Islip that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
Discover carefully curated flight deals from Key West to Islip that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 11/510:59 am -
1 stop6h 32m
Mon 11/304:40 pm -
1 stop17h 39m
Deal found 9/15![Multiple Airlines logo]()
$351
This Trip.com deal was found by Cheapflights users on 9/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/110:59 am -
2 stops48h 04m
Thu 2/410:57 am -
2 stops23h 22m
Deal found 9/17![Breeze Airways logo]()
$775
This Booking.com deal was found by Cheapflights users on 9/15. 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 11/512:01 pm -
3 stops22h 32m
Mon 11/303:02 pm -
2 stops19h 17m
Deal found 9/15![Breeze Airways logo]()
$853
This KAYAK deal was found by Cheapflights users on 9/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/235:35 pm -
2 stops23h 08m
Tue 12/2912:40 pm -
3 stops45h 39m
Deal found 9/15![Breeze Airways logo]()
$959
This KAYAK deal was found by Cheapflights users on 9/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/235:35 pm -
2 stops23h 08m
Wed 12/303:43 pm -
3 stops44h 36m
Deal found 9/15![Breeze Airways logo]()
$1,638
One-way flights from Key West to IslipSearch for one-way flight options from Key West to Islip. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
Search for one-way flight options from Key West to Islip. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
This KAYAK deal was found by Cheapflights users on 9/16. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/511:59 am -
1 stop23h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Breeze Airways logo]()
$320
This KAYAK deal was found by Cheapflights users on 9/13. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1610:59 am -
2 stops5h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Breeze Airways logo]()
$360
This Booking.com deal was found by Cheapflights users on 9/14. 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.
Fri 1/110:59 am -
2 stops47h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Breeze Airways logo]()
$655
Find flight deals from Key West to Islip
Discover tips and strategies to find the most affordable flight options for your journey from Key West (EYW) to Islip (ISP). 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 September 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $351 (Kiwi.com) |
One-way from | $320 (KAYAK) |
Popular in | April |
Cheapest in | November |
Average price | $404 |
Cheapflights Fare Finder
Customize your flight search to find flights from Key West to Islip 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 7,457,451 searches. Data last updated September 17, 2026.
Use the filters below to find and compare flights from Key West to Islip that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Key WestIslip
EYW Key West - ISP Islip Long Island
EYWISP
Key West
Mon 10/5
11:59 am-11:20 am
1 stop23h 21m
Islip Long Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$320
Key WestIslip
EYW Key West - ISP Islip Long Island
EYWISP
Key West
Thu 11/5
10:59 am-5:31 pm
1 stop6h 32m
Islip Long Island
Mon 11/30
4:40 pm-10:19 am
1 stop17h 39m
$351
Quickest round-trip
Key WestIslip
EYW Key West - ISP Islip Long Island
EYWISP
Key West
Tue 3/16
10:59 am-4:58 pm
2 stops5h 59m
Islip Long Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$360
Key WestIslip
EYW Key West - ISP Islip Long Island
EYWISP
Key West
Fri 1/1
10:59 am-10:17 am
2 stops47h 18m
Islip Long Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$655
Key WestIslip
EYW Key West - ISP Islip Long Island
EYWISP
Key West
Mon 2/1
10:59 am-11:03 am
2 stops48h 04m
Islip Long Island
Thu 2/4
10:57 am-10:19 am
2 stops23h 22m
$775
Key WestIslip
EYW Key West - ISP Islip Long Island
EYWISP
Key West
Thu 11/5
12:01 pm-10:33 am
3 stops22h 32m
Islip Long Island
Mon 11/30
3:02 pm-10:19 am
2 stops19h 17m
$853
Key WestIslip
EYW Key West - ISP Islip Long Island
EYWISP
Key West
Wed 12/23
5:35 pm-4:43 pm
2 stops23h 08m
Islip Long Island
Tue 12/29
12:40 pm-10:19 am
3 stops45h 39m
$959
Key WestIslip
EYW Key West - ISP Islip Long Island
EYWISP
Key West
Wed 12/23
5:35 pm-4:43 pm
2 stops23h 08m
Islip Long Island
Wed 12/30
3:43 pm-12:19 pm
3 stops44h 36m
$1,638
Sorted by cheapest first
Compare providers for flights from Key West to Islip
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 Key West to Islip in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Key West-Islip, New York flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Key West-Islip, New York flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Key West-Islip, New York flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Key West-Islip, New York 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 Key West-Islip, New York 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 Key West to Islip
Have a flexible travel schedule? Discover the best time to fly to Islip from Key West with our price prediction graph.
EYW-ISP
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 Key West to Islip. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Islip?
Book flights to Islip if you plan to visit one of these locationsRiverhead
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