HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$137+ Cheap flights from Islip, NY (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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJU
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Islip to Caribbean 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.

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 October 28, 2025.

This Frontier deal was found by Cheapflights users on 10/26. 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.
Thu 11/2010:02 amISP - SJU
1 stop6h 55mFrontier
Sun 11/2310:22 pmSJU - ISP
1 stop10h 40mFrontier
Deal found 10/26$276
This Frontier deal was found by Cheapflights users on 10/26. 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 11/84:58 pmISP - SJU
1 stop8h 56mFrontier
Sat 11/154:14 pmSJU - ISP
2 stops16h 48mFrontier
Deal found 10/26$289
This Frontier deal was found by Cheapflights users on 10/28. 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.
Mon 11/174:58 pmISP - SJU
1 stop8h 56mFrontier
Sun 11/237:11 amSJU - ISP
2 stops16h 38mFrontier
Deal found 10/28$290
This CheapOair deal was found by Cheapflights users on 10/28. 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.
Fri 12/58:29 pmISP - SJU
1 stop29h 21mFrontier
Mon 12/87:25 amSJU - ISP
1 stop17h 34mFrontier
Deal found 10/28$291
This CheapOair deal was found by Cheapflights users on 10/26. 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.
Fri 12/126:00 amISP - SJU
1 stop16h 56mFrontier
Fri 12/193:55 amSJU - ISP
1 stop15h 00mFrontier
Deal found 10/26$295
This CheapOair deal was found by Cheapflights users on 10/28. 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.
Thu 11/2010:02 amISP - SJU
1 stop6h 55mFrontier
Mon 11/2410:22 pmSJU - ISP
1 stop12h 56mFrontier
Deal found 10/28$296
This Frontier deal was found by Cheapflights users on 10/26. 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.
Wed 10/294:58 pmISP - SJU
1 stop8h 56mFrontier
Sun 11/210:39 pmSJU - ISP
1 stop12h 58mFrontier
Deal found 10/26$300
This JetBlue deal was found by Cheapflights users on 10/26. 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.
Mon 12/297:40 pmISP - PUJ
1 stop13h 09mJetBlue
Sat 1/1011:30 amPUJ - ISP
1 stop7h 20mJetBlue
Deal found 10/26$302
This Frontier deal was found by Cheapflights users on 10/26. 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.
Mon 11/104:58 pmISP - SJU
1 stop8h 56mFrontier
Sat 11/154:14 pmSJU - ISP
2 stops16h 48mFrontier
Deal found 10/26$307
This CheapOair deal was found by Cheapflights users on 10/27. 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.
Fri 12/56:00 amISP - SJU
1 stop16h 56mFrontier
Sat 12/68:00 amSJU - ISP
1 stop8h 10mFrontier
Deal found 10/27$311
This Mytrip deal was found by Cheapflights users on 10/25. 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.
Mon 11/104:58 pmISP - SJU
1 stop8h 56mFrontier
Fri 11/144:31 pmSJU - ISP
2 stops40h 31mFrontier
Deal found 10/25$318
This JetBlue deal was found by Cheapflights users on 10/26. 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.
Tue 11/1810:44 amISP - SDQ
1 stop7h 10mJetBlue
Fri 11/214:09 amSDQ - ISP
1 stop8h 15mJetBlue
Deal found 10/26$351

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 October 28, 2025.

Round-trip from

$263
(Booking.com)

One-way from

$137
(JetBlue)

Popular in

December

Cheapest in

March

Average price

$218
From Islip Long Island to Caribbean
Search Deals
One-way flight from Islip Long Island to Caribbean
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 28, 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

Wed 1/21

9:40 am-6:35 pm

1 stop7h 55m

San Juan Luis Munoz Marin Intl

Thu 1/22

6:00 am-11:35 am

1 stop6h 35m

$268

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sat 11/8

4:58 pm-2:54 am

1 stop8h 56m

San Juan Luis Munoz Marin Intl

Sat 11/15

4:14 pm-8:02 am

2 stops16h 48m

$289

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 11/20

10:02 am-5:57 pm

1 stop6h 55m

San Juan Luis Munoz Marin Intl

Mon 11/24

10:22 pm-10:18 am

1 stop12h 56m

$296

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

Mon 12/29

7:40 pm-9:49 am

1 stop13h 09m

Punta Cana

Sat 1/10

11:30 am-5:50 pm

1 stop7h 20m

$302

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

Mon 12/29

7:40 pm-9:49 am

1 stop13h 09m

Punta Cana

Fri 1/9

11:30 am-5:50 pm

1 stop7h 20m

$302

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Fri 12/5

8:29 pm-2:50 am

1 stop29h 21m

San Juan Luis Munoz Marin Intl

Mon 12/8

4:24 pm-11:59 pm

1 stop8h 35m

$316

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sat 1/17

12:15 pm-12:10 am

2 stops10h 55m

San Juan Luis Munoz Marin Intl

Thu 1/22

5:40 am-4:15 pm

2 stops11h 35m

$320

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 1/22

9:40 am-5:35 pm

1 stop6h 55m

San Juan Luis Munoz Marin Intl

Thu 1/29

6:00 am-11:35 am

1 stop6h 35m

$321

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 11/20

10:02 am-5:57 pm

1 stop6h 55m

San Juan Luis Munoz Marin Intl

Sat 11/22

3:59 am-10:09 am

1 stop7h 10m

$327

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Fri 12/12

6:00 am-11:56 pm

1 stop16h 56m

San Juan Luis Munoz Marin Intl

Sat 12/20

5:22 pm-11:59 pm

1 stop7h 37m

$331

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 60 results
1
2
3
...
6

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, New York to Caribbean?

Currently, February is the cheapest month in which you can book a flight from Islip, New York to Caribbean (average of $59). Flying from Islip, New York to Caribbean in August is currently the most expensive (average of $138). 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 October 28, 2025.

It’s optimal to fly from Islip, New York to Caribbean in the evening. By choosing this option you can save up to 38% on the cost of your flight, compared to a flight at noon.

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 October 28, 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
4,240 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

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
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

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
7.9
Good
7,994 reviews
Southwest
8.0
Very good
4,240 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

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
2,907 reviews
Southwest
8.0
Very good
4,240 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

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
3,124 reviews
Southwest
8.0
Very good
4,240 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

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, New York to Caribbean?

    For as low as $268, JetBlue can have you in Caribbean from Islip, New York in 7h 55m. Airlines will cover 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, New York to Caribbean?

    While some choose either Islip Long Island - Santo Domingo Las Americas or Islip Long Island - Punta Cana, Islip Long Island - San Juan Luis Munoz Marin Intl is the most popular route from Islip, New York 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, New York to Caribbean?

    Currently, February is the cheapest month in which you can book a flight from Islip, New York to Caribbean (average of $59). Flying from Islip, New York to Caribbean in August is currently the most expensive (average of $138). 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 Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Cancún flights
Newark to Cancún flights
John F Kennedy Intl to Miami flights
John F Kennedy Intl to Los Angeles flights
Newark to Fort Lauderdale flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to Fort Lauderdale flights
LaGuardia to Fort Lauderdale flights
Newark to Miami flights
John F Kennedy Intl to Dallas/Fort Worth flights
John F Kennedy Intl to Las Vegas flights
LaGuardia to Miami flights
LaGuardia to Dallas/Fort Worth flights
John F Kennedy Intl to Mexico City flights
John F Kennedy Intl to O'Hare Intl flights
John F Kennedy Intl to Luis Munoz Marin Intl flights
John F Kennedy Intl to San Francisco flights
John F Kennedy Intl to Heathrow flights
Newark to Dallas/Fort Worth flights
Newark to Heathrow flights
Newark to Orlando flights
John F Kennedy Intl to Charles de Gaulle flights
LaGuardia to Cancún flights
Newark to Los Angeles flights
John F Kennedy Intl to Tampa flights
Newark to Las Vegas flights
LaGuardia to Hobby flights
LaGuardia to Orlando flights
Newark to San Francisco flights
John F Kennedy Intl to West Palm Beach flights
Newark to Luis Munoz Marin Intl flights
John F Kennedy Intl to Hobby flights
John F Kennedy Intl to Haneda flights
Newark to Tampa flights
Newark to Hobby flights
John F Kennedy Intl to Tel Aviv flights
John F Kennedy Intl to Santo Domingo flights
Newark to Mexico City flights
LaGuardia to Tampa flights
John F Kennedy Intl to Atlanta flights
Newark to Charles de Gaulle flights
John F Kennedy Intl to Sky Harbor Intl flights
LaGuardia to Los Angeles flights
Newark to West Palm Beach flights
John F Kennedy Intl to Santiago de los Caballeros flights
Newark to Sky Harbor Intl flights
Newark to Haneda flights
John F Kennedy Intl to Denver flights
Newark to Narita flights
Newark to New Delhi flights

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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$111Average$220FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$216Average$344FlexibilityNo cancel feeOn-time62%
DeltaCheapest$350Average$402FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$367Average$728FlexibilityNo cancel feeOn-time63%

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.