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Caribbean

$127+ Cheap flights from Islip (ISP) to Caribbean

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 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJU
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Islip to Caribbean

Keep the following information in mind while searching for Islip to Caribbean flight deals. Data was last updated September 11, 2025.

Round-trip from

$253
(Cheapflightsfares)

One-way from

$127
(CheapOair)

Popular in

December

Cheapest in

March

Average price

$235
From Islip Long Island to Caribbean
Search Deals
One-way flight from Islip Long Island to Caribbean
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Highest demand for flights based on searches. 8% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Islip to Caribbean

Cheapest flights from Islip to Caribbean
Explore the most affordable flight options available from Islip to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/205:05 pmISP - SJU
1 stop6h 54mFrontier
Sat 9/203:39 amSJU - ISP
1 stop7h 01mFrontier
Deal found 9/11$248
This Cheapflightsfares deal was found by Cheapflights users on 9/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/205:05 pmISP - SJU
1 stop6h 54mFrontier
Fri 9/263:39 amSJU - ISP
1 stop7h 16mFrontier
Deal found 9/11$253
This CheapOair deal was found by Cheapflights users on 9/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/294:58 pmISP - SJU
1 stop8h 56mFrontier
Sat 11/17:30 amSJU - ISP
1 stop25h 32mFrontier
Deal found 9/10$254
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/275:05 pmISP - SJU
1 stop6h 54mFrontier
Mon 9/293:39 amSJU - ISP
1 stop7h 01mFrontier
Deal found 9/9$258
This Frontier deal was found by Cheapflights users on 9/11. 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.
Fri 10/314:58 pmISP - SJU
1 stop8h 56mFrontier
Sun 11/210:39 pmSJU - ISP
1 stop12h 58mFrontier
Deal found 9/11$264
This CheapOair deal was found by Cheapflights users on 9/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1711:35 amISP - SJU
1 stop14h 59mFrontier
Sun 9/219:07 amSJU - ISP
1 stop25h 33mFrontier
Deal found 9/10$269
This CheapOair deal was found by Cheapflights users on 9/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/69:09 pmISP - SJU
1 stop22h 18mFrontier
Tue 12/911:05 amSJU - ISP
1 stop9h 09mFrontier
Deal found 9/10$284
This Cheapflightsfares deal was found by Cheapflights users on 9/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/265:05 pmISP - SJU
1 stop6h 54mFrontier
Sat 9/273:39 amSJU - ISP
1 stop7h 01mFrontier
Deal found 9/11$290
This Frontier deal was found by Cheapflights users on 9/10. 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.
Sun 11/29:27 pmISP - SJU
2 stops19h 27mFrontier
Thu 11/610:39 pmSJU - ISP
1 stop12h 58mFrontier
Deal found 9/10$292
This Frontier deal was found by Cheapflights users on 9/11. 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 10/114:58 pmISP - SJU
1 stop9h 32mFrontier
Sat 10/187:58 pmSJU - ISP
1 stop13h 01mFrontier
Deal found 9/11$294
This Expedia deal was found by Cheapflights users on 9/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/254:11 pmISP - PUJ
1 stop22h 11mJetBlue
Sat 11/13:45 pmPUJ - ISP
1 stop19h 10mJetBlue
Deal found 9/10$478
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/254:58 pmISP - PUJ
1 stop18h 44mMultiple Airlines
Sat 11/16:03 pmPUJ - ISP
2 stops40h 06mMultiple Airlines
Deal found 9/10$497

Cheapflights Fare Finder

 
Customize your flight search to find flights from Islip to Caribbean 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 September 11, 2025.
Use the filters below to find and compare flights from Islip to Caribbean that are best for you.

Fly from

Islip

Fly to

Caribbean

Route

Depart

Return

Price

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 10/30

6:37 pm-1:54 am

1 stop7h 17m

San Juan Luis Munoz Marin Intl

Sun 11/2

3:59 am-10:37 am

1 stop7h 38m

$254

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Wed 10/29

4:58 pm-1:54 am

1 stop8h 56m

San Juan Luis Munoz Marin Intl

Sat 11/1

7:30 am-9:02 am

1 stop25h 32m

$254

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 10/9

9:37 pm-2:30 am

1 stop28h 53m

San Juan Luis Munoz Marin Intl

Sun 10/12

3:40 am-10:37 am

1 stop6h 57m

$254

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 9/25

5:12 pm-3:22 pm

1 stop22h 10m

San Juan Luis Munoz Marin Intl

Thu 10/2

8:00 am-9:04 am

1 stop25h 04m

$254

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Fri 10/31

4:58 pm-1:54 am

1 stop8h 56m

San Juan Luis Munoz Marin Intl

Sun 11/2

10:39 pm-10:37 am

1 stop12h 58m

$264

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 9/22

5:05 pm-2:34 am

1 stop9h 29m

San Juan Luis Munoz Marin Intl

Sat 9/27

3:39 am-10:40 am

1 stop7h 01m

$269

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Wed 10/22

4:58 pm-2:30 am

1 stop9h 32m

San Juan Luis Munoz Marin Intl

Sat 10/25

7:58 pm-9:07 am

1 stop13h 09m

$269

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Fri 10/31

4:58 pm-1:54 am

1 stop8h 56m

San Juan Luis Munoz Marin Intl

Sat 2/28

7:00 am-9:47 am

1 stop27h 47m

$269

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Fri 10/24

9:49 am-11:29 pm

1 stop13h 40m

San Juan Luis Munoz Marin Intl

Tue 10/28

12:29 pm-10:37 am

1 stop22h 08m

$269

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Fri 9/26

9:49 am-3:22 pm

1 stop29h 33m

San Juan Luis Munoz Marin Intl

Sat 9/27

3:39 am-10:40 am

1 stop7h 01m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 60 results
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Best time to book a flight from Islip to Caribbean

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

What is the cheapest month to book a flight from Islip to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Islip to Caribbean (average of $254). Flying from Islip to Caribbean in June is currently the most expensive (average of $339). 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.

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

Find hourly flight availability from Islip to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

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

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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 Caribbean. Reviews last updated September 11, 2025.
Read through reviews of airlines operating flights from Islip to Caribbean, such as Southwest, Delta, and JetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,913 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,177 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Islip to Caribbean. 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 Caribbean?

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

  • How long is the flight from Islip to Caribbean?

    Frontier and JetBlue can get you from Islip to Caribbean in just under 7h 17m. Your travel time can differ by up to 6h 53m. Islip and Caribbean are separated by a distance of 1599 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most popular routes from Islip to Caribbean?

    While some choose either Islip Long Island - Saint Thomas Island Cyril E King or Islip Long Island - Punta Cana, Islip Long Island - San Juan Luis Munoz Marin Intl is the most popular route from Islip to Caribbean.

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

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

  • How can I find direct flights from Islip to Caribbean?

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

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

    Yes. Cheapflights offers flight deals from Islip to Caribbean 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 to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Islip to Caribbean (average of $254). Flying from Islip to Caribbean in June is currently the most expensive (average of $339). 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 Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Islip to Caribbean

Discover the top 4 airlines that operate flights from Islip to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$218FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$216Average$390FlexibilityNo cancel feeOn-time62%
DeltaCheapest$350Average$402FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$477Average$742FlexibilityNo cancel feeOn-time63%

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