HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Florida Keys

$102+ Cheap flights from Islip, NY (ISP) to Florida Keys

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 5/21. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — EYW
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Islip to Florida Keys 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 Islip to Florida Keys

Keep the following information in mind while searching for Islip to Florida Keys flight deals. Data was last updated April 29, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$215
(Southwest)

One-way from

$102
(Southwest)

Popular in

December

Cheapest in

September

Average price

$285
Provider with most accurate pricing for New York (NYC)-Miami flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Miami flights.
Search Deals
From Islip Long Island to Florida Keys
Search Deals
One-way flight from Islip Long Island to Florida Keys
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($23 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

Find flight deals from Islip to Florida Keys

Cheapest flights from Islip to Florida Keys
Explore the most affordable flight options available from Islip to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.

This Southwest deal was found by Cheapflights users on 4/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/912:40 pmISP - MIA
Nonstop3h 05mSouthwest
Wed 6/1112:45 pmMIA - ISP
Nonstop3h 05mSouthwest
Deal found 4/29$215
This JetBlue deal was found by Cheapflights users on 4/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1310:38 amISP - EYW
1 stop7h 27mJetBlue
Thu 6/198:45 amEYW - ISP
1 stop4h 58mJetBlue
Deal found 4/29$389
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/17:39 pmISP - MIA
3 stops36h 34mMultiple Airlines
Sun 5/410:57 amMIA - ISP
3 stops28h 22mMultiple Airlines
Deal found 4/29$1,267

Cheapflights Fare Finder

Customize your flight search to find flights from Islip to Florida Keys 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 April 29, 2025.
Use the filters below to find and compare flights from Islip to Florida Keys that are best for you.

Fly from

Islip

Fly to

Florida Keys

Route

Depart

Return

Price

IslipMiami

ISP - MIA

ISPMIA

Islip Long Island

Mon 6/9

12:40 pm-3:45 pm

Nonstop3h 05m

Miami

Wed 6/11

12:45 pm-3:50 pm

Nonstop3h 05m

$215

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Fri 6/13

10:38 am-6:05 pm

1 stop7h 27m

Key West

Thu 6/19

8:45 am-1:43 pm

1 stop4h 58m

$389

IslipMiami

ISP - MIA

ISPMIA

Islip Long Island

Wed 5/21

10:45 am-1:50 pm

Nonstop3h 05m

$102

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Tue 6/17

4:45 pm-8:00 am

1 stop15h 15m

$150

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Fri 6/13

10:38 am-6:05 pm

1 stop7h 27m

$205

IslipMiami

ISP - MIA

ISPMIA

Islip Long Island

Mon 6/9

10:44 am-7:57 pm

3 stops33h 13m

$267

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Tue 6/17

1:55 pm-9:22 am

3 stops43h 27m

$535

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Best time to book a flight from Islip to Florida Keys

Have a flexible travel schedule? Discover the best time to fly to Florida Keys 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 Florida Keys

What is the cheapest month to book a flight from Islip, New York to Florida Keys?

Currently, August is the cheapest month in which you can book a flight from Islip, New York to Florida Keys (average of $328). Flying from Islip, New York to Florida Keys in March is currently the most expensive (average of $493). 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.

Rainfall in Florida Keys by month

Plan your trip to Florida Keys by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Florida Keys ranges from 1.6 - 9.9 inches per month. September is typically the wettest month, when rainfall can reach 9.9 in. January is typically the driest time to visit Florida Keys when rainfall is around 1.6 in.

Temperature in Florida Keys by month

Plan your trip to Florida Keys by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Florida Keys, use this chart to help with planning. For those seeking warmer temperatures, July 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 68.0 F).

Reviews of airlines servicing Florida Keys

Get insights into the airlines that provide service to Florida Keys. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Florida Keys. Reviews last updated April 29, 2025.
Breeze Airways
8.1
Very good
160 reviews

Food

6.7

Boarding

8.3

Comfort

8.2

Overall

8.1

Crew

8.8

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
160 reviews
Breeze Airways
8.1
Very good
160 reviews

Food

6.7

Boarding

8.3

Comfort

8.2

Overall

8.1

Crew

8.8

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Southwest
8.0
Very good
4,295 reviews
Breeze Airways
8.1
Very good
160 reviews

Food

6.7

Boarding

8.3

Comfort

8.2

Overall

8.1

Crew

8.8

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
JetBlue
7.3
Good
2,922 reviews
Breeze Airways
8.1
Very good
160 reviews

Food

6.7

Boarding

8.3

Comfort

8.2

Overall

8.1

Crew

8.8

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

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

  • What airport do you fly from for flights from Islip to Florida Keys?

    Most people fly from Islip Long Island (ISP) if they book a flight from Islip to Florida Keys. Islip Long Island is conveniently located just 7.2 mi from Islip’s city center.

  • What are the cheapest airlines to fly from Islip, New York to Florida Keys one-way?

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $102. Users have also found prices from $205 and $535 on JetBlue and Breeze Airways, respectively.

  • Can I find deals for flights from Islip to Florida Keys that include hotel bookings?

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

  • How can I find direct flights from Islip to Florida Keys?

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

  • Can I find deals for business class flights from Islip to Florida Keys?

    Yes. Cheapflights offers flight deals from Islip to Florida Keys 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 Florida Keys?

    Currently, August is the cheapest month in which you can book a flight from Islip, New York to Florida Keys (average of $328). Flying from Islip, New York to Florida Keys in March is currently the most expensive (average of $493). 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

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

Alternative routes for Islip to Florida Keys

See prices for flight routes from nearby airports that may be better suited for you.
LaGuardia to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
Newark to Fort Lauderdale flights
LaGuardia to Miami flights
Newark to Miami flights
Newark to Orlando flights
John F Kennedy Intl to Orlando flights
LaGuardia to Orlando flights
John F Kennedy Intl to Fort Lauderdale flights
Newark to Tampa flights
John F Kennedy Intl to West Palm Beach flights
John F Kennedy Intl to Tampa flights
LaGuardia to Tampa flights
Newark to West Palm Beach flights
LaGuardia to West Palm Beach flights
Newark to Jacksonville flights
Islip to Fort Lauderdale flights
Newark to Fort Myers flights
John F Kennedy Intl to Fort Myers flights
Islip to Orlando flights
John F Kennedy Intl to Jacksonville flights
White Plains to Orlando flights
Newark to Key West flights
Newark to Sarasota flights
Buffalo to Orlando flights
LaGuardia to Jacksonville flights
LaGuardia to Fort Myers flights
LaGuardia to Sarasota flights
Syracuse to Orlando flights
Stewart to Orlando flights
Islip to Tampa flights
John F Kennedy Intl to Key West flights
Albany to Orlando flights
John F Kennedy Intl to Sarasota flights
White Plains to West Palm Beach flights
Islip to West Palm Beach flights
White Plains to Miami flights
LaGuardia to Pensacola flights
Rochester to Orlando flights
Newark to Panama City flights
Stewart to Fort Lauderdale flights
Newark to Pensacola flights
LaGuardia to Key West flights
John F Kennedy Intl to Panama City flights
Buffalo to Fort Lauderdale flights
White Plains to Fort Lauderdale flights
Newark to Orlando Sanford Intl flights
Stewart to Tampa flights
John F Kennedy Intl to Pensacola flights
LaGuardia to Panama City flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.