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$114+ 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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — EYW
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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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 June 12, 2025.

Round-trip from

$247
(Southwest)

One-way from

$114
(Southwest)

Popular in

December

Cheapest in

September

Average price

$217
From Islip Long Island to Florida Keys
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One-way flight from Islip Long Island to Florida Keys
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Highest demand for flights based on searches. 9% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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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 June 12, 2025.

This Southwest deal was found by Cheapflights users on 6/10. 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.
Tue 8/125:30 amISP - MIA
1 stop6h 35mSouthwest
Wed 8/206:55 amMIA - ISP
1 stop6h 20mSouthwest
Deal found 6/10$247
This Frontier deal was found by Cheapflights users on 6/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/308:00 amISP - MIA
2 stops13h 35mFrontier
Fri 9/55:51 pmMIA - ISP
2 stops16h 46mFrontier
Deal found 6/10$421
This Mytrip deal was found by Cheapflights users on 6/10. 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.
Fri 8/83:59 pmISP - MIA
3 stops18h 54mMultiple Airlines
Thu 8/147:58 pmMIA - ISP
2 stops19h 21mMultiple Airlines
Deal found 6/10$597
This FlightHub deal was found by Cheapflights users on 6/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/151:55 pmISP - EYW
3 stops19h 27mBreeze Airways
Tue 7/2210:02 amEYW - ISP
2 stops27h 30mBreeze Airways
Deal found 6/10$683
This Mytrip deal was found by Cheapflights users on 6/10. 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.
Sun 6/157:39 pmISP - EYW
2 stops20h 59mMultiple Airlines
Wed 6/184:49 pmEYW - ISP
2 stops26h 10mMultiple Airlines
Deal found 6/10$989

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 June 12, 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

Tue 8/12

5:30 am-12:05 pm

1 stop6h 35m

Miami

Wed 8/20

6:55 am-1:15 pm

1 stop6h 20m

$247

IslipMiami

ISP - MIA

ISPMIA

Islip Long Island

Sat 8/30

8:00 am-9:35 pm

2 stops13h 35m

Miami

Fri 9/5

5:51 pm-10:37 am

2 stops16h 46m

$421

IslipMiami

ISP - MIA

ISPMIA

Islip Long Island

Fri 8/8

3:59 pm-10:53 am

3 stops18h 54m

Miami

Thu 8/14

7:58 pm-3:19 pm

2 stops19h 21m

$597

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Tue 7/15

1:55 pm-9:22 am

3 stops19h 27m

Key West

Tue 7/22

10:02 am-1:32 pm

2 stops27h 30m

$683

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Thu 6/26

7:39 pm-4:38 pm

3 stops20h 59m

Key West

Mon 6/30

2:07 pm-1:15 pm

2 stops23h 08m

$1,072

IslipMiami

ISP - MIA

ISPMIA

Islip Long Island

Mon 8/4

12:40 pm-3:45 pm

Nonstop3h 05m

$114

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Mon 6/30

10:38 am-6:05 pm

1 stop7h 27m

$205

IslipMiami

ISP - MIA

ISPMIA

Islip Long Island

Mon 8/18

10:44 am-4:25 pm

3 stops29h 41m

$264

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Mon 6/30

10:44 am-9:22 am

2 stops22h 38m

$334

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

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 June 12, 2025.
To help decide which airline to fly from Islip to Florida Keys, see what other customers have to say about Breeze Airways, Southwest and JetBlue. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
178 reviews

Food

6.7

Entertainment

6.6

Boarding

8.3

Overall

8.1

Comfort

8.2

Crew

8.8

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
178 reviews
Breeze Airways
8.1
Very good
178 reviews

Food

6.7

Entertainment

6.6

Boarding

8.3

Overall

8.1

Comfort

8.2

Crew

8.8

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
4,287 reviews
Breeze Airways
8.1
Very good
178 reviews

Food

6.7

Entertainment

6.6

Boarding

8.3

Overall

8.1

Comfort

8.2

Crew

8.8

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
2,925 reviews
Breeze Airways
8.1
Very good
178 reviews

Food

6.7

Entertainment

6.6

Boarding

8.3

Overall

8.1

Comfort

8.2

Crew

8.8

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!
Frontier
6.0
Okay
3,295 reviews
Breeze Airways
8.1
Very good
178 reviews

Food

6.7

Entertainment

6.6

Boarding

8.3

Overall

8.1

Comfort

8.2

Crew

8.8

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 $114. Users have also found prices from $205 and $334 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

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