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Florida Keys

$107+ 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — EYW
Mar 9 — Mar 161
Mon 3/9
Mon 3/16
1 adult, Economy
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Cheap 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 February 7, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Mon 3/161:22 pm
ISP
-
MIA
2 stops21h 12m
Multiple Airlines
Fri 3/201:40 pm
MIA
-
ISP
1 stop21h 30m
Multiple Airlines
Deal found 2/3$208
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Sat 4/2511:50 am
ISP
-
MIA
1 stop22h 42m
Multiple Airlines
Wed 4/2912:26 pm
MIA
-
ISP
2 stops20h 47m
Multiple Airlines
Deal found 2/3$209
This Kiwi.com deal was found by Cheapflights users on 2/5. 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.
Sat 2/2811:50 am
ISP
-
MIA
1 stop5h 06m
Multiple Airlines
Thu 3/125:05 am
MIA
-
ISP
2 stops31h 42m
Multiple Airlines
Deal found 2/5$215
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Sat 4/2511:50 am
ISP
-
MIA
1 stop22h 42m
Multiple Airlines
Thu 4/307:04 pm
MIA
-
ISP
2 stops14h 09m
Multiple Airlines
Deal found 2/3$233
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Mon 2/233:59 pm
ISP
-
MIA
2 stops19h 41m
Multiple Airlines
Thu 2/2611:28 am
MIA
-
ISP
1 stop26h 03m
Multiple Airlines
Deal found 2/4$235
This Kiwi.com deal was found by Cheapflights users on 2/5. 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.
Mon 3/23:34 pm
ISP
-
MIA
2 stops44h 42m
Multiple Airlines
Mon 3/96:00 am
MIA
-
ISP
1 stop7h 31m
Multiple Airlines
Deal found 2/5$241
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Wed 3/1811:50 am
ISP
-
MIA
2 stops12h 57m
Multiple Airlines
Fri 3/201:40 pm
MIA
-
ISP
1 stop21h 30m
Multiple Airlines
Deal found 2/3$246
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 3/53:34 pm
ISP
-
EYW
1 stop20h 52m
Multiple Airlines
Thu 3/129:46 am
EYW
-
ISP
1 stop6h 27m
Multiple Airlines
Deal found 2/5$249
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 2/195:07 pm
ISP
-
EYW
1 stop16h 02m
Multiple Airlines
Mon 2/231:06 pm
EYW
-
ISP
2 stops46h 04m
Multiple Airlines
Deal found 2/4$250
This Kiwi.com deal was found by Cheapflights users on 2/6. 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.
Fri 4/104:01 pm
ISP
-
MIA
2 stops18h 21m
Multiple Airlines
Fri 4/175:15 am
MIA
-
ISP
1 stop8h 16m
Multiple Airlines
Deal found 2/6$252
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 4/234:07 pm
ISP
-
MIA
2 stops18h 10m
Multiple Airlines
Mon 4/275:15 am
MIA
-
ISP
1 stop8h 16m
Multiple Airlines
Deal found 2/3$258
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Wed 4/2211:50 am
ISP
-
MIA
1 stop22h 42m
Multiple Airlines
Wed 4/2912:26 pm
MIA
-
ISP
2 stops20h 47m
Multiple Airlines
Deal found 2/3$260

Find 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 February 7, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$205
(Kiwi.com)

One-way from

$107
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$249
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. 8% potential increase in price ($20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 7, 2026.
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 3/16

1:22 pm-10:34 am

2 stops21h 12m

Miami

Fri 3/20

1:40 pm-11:10 am

1 stop21h 30m

$208

IslipMiami

ISP - MIA

ISPMIA

Islip Long Island

Sat 4/25

11:50 am-10:32 am

1 stop22h 42m

Miami

Wed 4/29

12:26 pm-9:13 am

2 stops20h 47m

$209

IslipMiami

ISP - MIA

ISPMIA

Islip Long Island

Sat 4/25

11:50 am-10:32 am

1 stop22h 42m

Miami

Thu 4/30

7:04 pm-9:13 am

2 stops14h 09m

$233

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Thu 3/5

3:34 pm-12:26 pm

1 stop20h 52m

Key West

Thu 3/12

9:46 am-4:13 pm

1 stop6h 27m

$249

IslipMiami

ISP - MIA

ISPMIA

Islip Long Island

Wed 3/4

11:50 am-4:40 pm

1 stop28h 50m

Miami

Wed 3/11

7:00 am-4:13 pm

2 stops33h 13m

$278

IslipMiami

ISP - MIA

ISPMIA

Islip Long Island

Mon 4/13

8:35 am-2:30 pm

1 stop5h 55m

Miami

Tue 4/14

12:10 pm-10:10 pm

2 stops10h 00m

$287

IslipMiami

ISP - MIA

ISPMIA

Islip Long Island

Wed 4/22

11:50 am-5:05 am

2 stops17h 15m

Miami

Mon 4/27

5:15 am-1:31 pm

1 stop8h 16m

$293

IslipMiami

ISP - MIA

ISPMIA

Islip Long Island

Fri 4/24

3:50 pm-9:03 am

2 stops17h 13m

Miami

Mon 4/27

5:15 am-1:31 pm

1 stop8h 16m

$296

IslipMiami

ISP - MIA

ISPMIA

Islip Long Island

Thu 5/7

4:30 pm-11:00 pm

1 stop6h 30m

Miami

Mon 5/11

5:45 pm-10:30 pm

1 stop4h 45m

$301

IslipMiami

ISP - MIA

ISPMIA

Islip Long Island

Wed 5/6

6:55 am-11:30 am

1 stop4h 35m

Miami

Sun 5/10

6:10 am-11:10 am

1 stop5h 00m

$310

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

Showing 1-10 of 27 results
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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, May is the cheapest month in which you can book a flight from Islip, New York to Florida Keys (average of $134). Flying from Islip, New York to Florida Keys in August is currently the most expensive (average of $306). 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 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 February 7, 2026.
Read reviews from past customers who have flown Southwest, JetBlue, and Spirit Airlines from Islip to Florida Keys. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
JetBlue
7.2
Good
2,898 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,421 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.7
Fair
3,054 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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.

  • How long is the flight from Islip, New York to Florida Keys?

    For as low as $287, Southwest can have you in Florida Keys from Islip, New York in 5h 55m. Islip, New York and Florida Keys are separated by a distance of 1114 mi.

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

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $29. Users have also found prices from $101 and $119 on Southwest and JetBlue, 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, May is the cheapest month in which you can book a flight from Islip, New York to Florida Keys (average of $134). Flying from Islip, New York to Florida Keys in August is currently the most expensive (average of $306). 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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Alternative routes for Islip to Florida Keys

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