$310 Cheap Flights from Islip (ISP) to Key West (EYW)

View $310 flight on Mon, Nov 24, 2025Opens in a new window

Popular airlines from MacArthur Airport (ISP) to Key West Intl. Airport (EYW)

    notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
    deals illustration

    Book smarter

    Save up to 30% on select hotels after you book a flight*
    trophy illustration

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Cheap Flights from Islip to Key West (ISP-EYW)

Prices were available within the past 7 days and start at $310 for one-way flights and $487 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Tue, Oct 28 - Fri, Oct 31
ISP
Islip
EYW
Key West
$487 Roundtrip, found 6 days ago
$487
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Oct 28 from Islip to Key West, returning Fri, Oct 31, priced at $487 found 6 days ago
JetBlue Airways
Tue, Oct 28 - Sat, Nov 1
ISP
Islip
EYW
Key West
$492 Roundtrip, found 1 day ago
$492
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Oct 28 from Islip to Key West, returning Sat, Nov 1, priced at $492 found 1 day ago
JetBlue Airways
Sat, Nov 15 - Thu, Dec 4
ISP
Islip
EYW
Key West
$509 Roundtrip, found 4 days ago
$509
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, Nov 15 from Islip to Key West, returning Thu, Dec 4, priced at $509 found 4 days ago
JetBlue Airways
Thu, Nov 13 - Thu, Dec 4
ISP
Islip
EYW
Key West
$515 Roundtrip, found 6 days ago
$515
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Thu, Nov 13 from Islip to Key West, returning Thu, Dec 4, priced at $515 found 6 days ago
JetBlue Airways
Tue, Jan 13 - Tue, Jan 27
ISP
Islip
EYW
Key West
$525 Roundtrip, found 4 days ago
$525
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Jan 13 from Islip to Key West, returning Tue, Jan 27, priced at $525 found 4 days ago
Breeze Airways
Sun, Jan 18 - Fri, Jan 30
ISP
Islip
EYW
Key West
$525 Roundtrip, found 4 days ago
$525
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sun, Jan 18 from Islip to Key West, returning Fri, Jan 30, priced at $525 found 4 days ago
Breeze Airways
Sun, Jan 18 - Wed, Jan 21
ISP
Islip
EYW
Key West
$525 Roundtrip, found 18 hours ago
$525
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Sun, Jan 18 from Islip to Key West, returning Wed, Jan 21, priced at $525 found 18 hours ago
JetBlue Airways
Tue, Jan 13 - Fri, Jan 23
ISP
Islip
EYW
Key West
$528 Roundtrip, found 5 days ago
$528
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Jan 13 from Islip to Key West, returning Fri, Jan 23, priced at $528 found 5 days ago
JetBlue Airways
Tue, Jan 13 - Thu, Jan 29
ISP
Islip
EYW
Key West
$529 Roundtrip, found 4 days ago
$529
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Jan 13 from Islip to Key West, returning Thu, Jan 29, priced at $529 found 4 days ago
JetBlue Airways
Sat, Nov 22 - Thu, Dec 4
ISP
Islip
EYW
Key West
$529 Roundtrip, found 6 days ago
$529
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Sat, Nov 22 from Islip to Key West, returning Thu, Dec 4, priced at $529 found 6 days ago

Alternative airports near Key West

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Key West Intl. EYW. Cheapest and Closest option available. Average driving time to city center is 8 minutes. Flights from $547
EYW
Key West Intl.
CheapestClosest
Average driving time to city center8 min
Flights from $547

Frequently asked questions

How much does a flight from MacArthur Airport (ISP) to Key West Intl. Airport (EYW) cost?
Grab a cheap one-way flight from $310 or cheap return flight from $487 from MacArthur Airport (ISP) to Key West Intl. Airport (EYW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from MacArthur Airport (ISP) to Key West Intl. Airport (EYW)?
The cheapest month to fly from ISP to EYW is October, when there's less demand. Off-peak months are generally when you'll find cheap fares for travel between these airports.
What is the cheapest airline that flies from MacArthur Airport (ISP) to Key West Intl. Airport (EYW)?
To find the cheapest airline flying from ISP to EYW, use Expedia's filter tool. Customize your search based on your travel needs, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to see the cheapest fares upfront.
How many flights per day from MacArthur Airport (ISP) to Key West Intl. Airport (EYW)?
There are no daily nonstop flights from MacArthur Airport (ISP) to Key West Intl. Airport (EYW). But you can book flights with layovers. Filter your search on Expedia to include one or two stops, and you'll be cruising above the clouds in no time at all.
What day of the week has the most flights from ISP to EYW?
Friday is generally the busiest day for flights, while Tuesday is often the quietest.* Remember that flight schedules can vary based on various factors, such as the time of year and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from MacArthur Airport (ISP) to Key West Intl. Airport (EYW)?
To land at Key West Intl. Airport (EYW) on time, select a flight that leaves from MacArthur Airport (ISP) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from MacArthur Airport (ISP) to Key West Intl. Airport (EYW) last-minute?
Holding off until just before your departure to book your flight from ISP to EYW generally means paying more. While it's possible to find some last-minute deals, they're not always guaranteed. Be flexible with your travel plans to boost your chances of scoring a bargain.
Is it cheaper to book an ISP to EYW flight and hotel package?
Compared with arranging hotels and flights separately, booking an ISP to EYW flight and hotel package with Expedia could result in significant savings. Better still, managing everything in one place will take the hassle out of travel planning. Just pick your flights and choose from our extensive range of stays, then customize your trip with other add-ons like activities, tours and car rentals.
Can I cancel or change the date of my flight from MacArthur Airport (ISP) to Key West Intl. Airport (EYW)?
If you booked your ISP to EYW flight in the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the fare type you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal if you want more information.

Travel information

Travel information

Origin airport
MacArthur
Destination airport
Key West Intl.
Airlines serving
Breeze Airways, JetBlue Airways
Roundtrip price
$486
Distance
1227 mi

Book with confidence

Book with confidence

Islip to Key West Flights

The cheapest times to fly from Islip to Key West

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Islip to Key West are during the month of October. You can find some of the cheapest flights from Islip to Key West with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Islip to Key West

Sunday is one of the best days to book for cheap flights from Islip to Key West: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Islip to Key West

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Islip to Key West in 2025. You can also book with separate airlines for your outbound and return journeys, from $310 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Islip to Key West flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Islip to Key West airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Islip to Key West Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia

*Available to One Key members.