In terms of precipitation, rainfall in Key West ranges from 1.5 - 6.7 inches per month. September is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Key West when rainfall is around 1.5 in.

If weather is an important factor for your trip to Key West, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 69.8 F).

How far in advance should I book a flight from Islip, New York to Key West?

To save on the cost of your flight from Islip, New York to Key West, book at least 35 days before your planned departure. Booking around this time can save you about 56% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $416 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $605.

What is the cheapest month to fly from Islip, New York to Key West?

Flights from Islip, New York to Key West lean towards being more expensive in December. Prices are generally better when you fly from Islip, New York to Key West in September, with the cheapest ticket starting at $226.

What is the cheapest time of day to fly from ISP to EYW?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Islip, New York to Key West as you normally would.

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.

$597+ Flights from Islip, NY to Key West

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Cheap flight deals from Islip to Key West

Round-trip from	$673 (FlightHub)
Popular in	December
Cheapest in	September
Average price	$424

From Islip Long Island to Key West

Search Deals

Highest demand for flights based on searches. 1% potential increase in price ($6 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in July 2025

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Find 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 July 30, 2025.

Sun 11/911:40 amISP - EYW

2 stops20h 27mBreeze Airways

Thu 11/138:55 amEYW - ISP

2 stops28h 50mBreeze Airways

Deal found 7/27

$597

Mon 12/82:19 pmISP - EYW

2 stops23h 47mMultiple Airlines

Wed 12/103:02 pmEYW - ISP

2 stops28h 59mMultiple Airlines

Deal found 7/30

$875

Best flights from Islip to Key West
Discover carefully curated flight deals from Islip to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 30, 2025.

Sun 11/911:40 amISP - EYW

2 stops20h 27mBreeze Airways

Thu 11/138:55 amEYW - ISP

2 stops28h 50mBreeze Airways

Deal found 7/27

$597

Mon 12/82:19 pmISP - EYW

2 stops23h 47mMultiple Airlines

Wed 12/103:02 pmEYW - ISP

2 stops28h 59mMultiple Airlines

Deal found 7/30

$875

Last-minute flights from Islip to Key West
Discover last-minute flight deals from Islip to Key West. Data last updated July 30, 2025 and is based on user searches.

Fri 8/811:53 amISP - EYW

2 stops48h 48mMultiple Airlines

Fri 8/152:12 pmEYW - ISP

2 stops29h 49mMultiple Airlines

Deal found 7/29

$1,096

One-way flights from Islip to Key West
Search for one-way flight options from Islip to Key West. Find affordable one-way fares based on user searches. Data last updated July 30, 2025.

Mon 8/47:30 amISP - EYW

3 stops25h 52mMultiple Airlines

Deal found 7/28

$782

Fly from

Fly to

Route

Depart

Return

Price

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Sun 11/9

11:40 am-8:07 am

2 stops20h 27m

Key West

Thu 11/13

8:55 am-1:45 pm

2 stops28h 50m

$597

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Mon 12/8

2:19 pm-2:06 pm

2 stops23h 47m

Key West

Wed 12/10

3:02 pm-8:01 pm

2 stops28h 59m

$875

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Mon 8/4

7:30 am-9:22 am

3 stops25h 52m

$782

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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, August is the cheapest month in which you can book a flight from Islip, New York to Key West (average of $328). Flying from Islip, New York to Key West in March is currently the most expensive (average of $492). 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.

Reviews of airlines servicing Key West

Peruse reviews from past customers who have flown with Breeze Airways from Islip to Key West to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Breeze Airways

8.0

Very good

191 reviews

Reviews

1 / 13

8.0

Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

Breeze Airways

8.0

Very good

191 reviews

Breeze Airways

8.0

Very good

191 reviews

Reviews

1 / 13

8.0

Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

Related info for your journey

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, August is the cheapest month in which you can book a flight from Islip, New York to Key West (average of $328). Flying from Islip, New York to Key West in March is currently the most expensive (average of $492). 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

Browse thousands of different options on Cheapflights for your next trip

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$597+ 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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Islip to Key West with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Islip to Key West

Round-trip from

Popular in

Cheapest in

Average price

Find flight deals from Islip to Key West

Cheapest flights from Islip to Key WestExplore 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 July 30, 2025.

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 July 30, 2025.

Cheapflights Fare Finder

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

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.

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?

Reviews of airlines servicing Key West

Peruse reviews from past customers who have flown with Breeze Airways from Islip to Key West to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

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.

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

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

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

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Islip to Key West

See prices for flight routes from nearby airports that may be better suited for you.

100% Free

Book with Flexibility

Travel Smart

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 July 30, 2025.