Caribbean

$110+ 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 8/2. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJU
jul. 30 — ago. 61
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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 julio 25, 2025.

Round-trip from

$225
(FlightHub)

One-way from

$110
(CheapOair)

Popular in

December

Cheapest in

March

Average price

$286
From Islip Long Island to Caribbean
One-way flight from Islip Long Island to Caribbean
Highest demand for flights based on searches. 9% potential increase in price ($28 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in July 2025

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 julio 25, 2025.

This FlightHub deal was found by Cheapflights users on 7/24. 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.
sáb. 8/237:33 pmISP - SJU
1 stop13h 26mFrontier
sáb. 8/306:55 pmSJU - ISP
1 stop17h 14mFrontier
Deal found 7/24$225
This JetBlue deal was found by Cheapflights users on 7/23. 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.
mié. 11/512:15 pmISP - SJU
1 stop6h 50mJetBlue
mar. 11/115:05 amSJU - ISP
1 stop7h 13mJetBlue
Deal found 7/23$349
This CheapOair deal was found by Cheapflights users on 7/24. 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.
sáb. 8/98:37 pmISP - PUJ
1 stop12h 17mFrontier
sáb. 8/1610:06 amPUJ - ISP
1 stop9h 36mFrontier
Deal found 7/24$364
This Trip.com deal was found by Cheapflights users on 7/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/411:25 amISP - SJU
2 stops13h 18mMultiple Airlines
sáb. 9/68:00 amSJU - ISP
1 stop8h 23mMultiple Airlines
Deal found 7/22$370
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
sáb. 9/65:05 pmISP - PUJ
1 stop18h 36mMultiple Airlines
sáb. 9/1312:36 pmPUJ - ISP
1 stop22h 04mMultiple Airlines
Deal found 7/23$381
This Kiwi.com deal was found by Cheapflights users on 7/24. 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.
dom. 9/711:35 amISP - SDQ
2 stops28h 25mMultiple Airlines
dom. 9/141:20 pmSDQ - ISP
1 stop21h 20mMultiple Airlines
Deal found 7/24$381
This Southwest deal was found by Cheapflights users on 7/23. 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.
lun. 9/86:25 amISP - SJU
1 stop12h 20mSouthwest
mié. 9/101:35 pmSJU - ISP
2 stops8h 30mSouthwest
Deal found 7/23$393
This Expedia deal was found by Cheapflights users on 7/24. 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.
dom. 9/74:19 pmISP - SDQ
1 stop16h 15mJetBlue
dom. 9/142:34 pmSDQ - ISP
1 stop20h 16mJetBlue
Deal found 7/24$420
This Expedia deal was found by Cheapflights users on 7/24. 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.
dom. 9/74:19 pmISP - MBJ
1 stop20h 46mJetBlue
dom. 9/1411:45 amMBJ - ISP
1 stop22h 05mJetBlue
Deal found 7/24$490
This FlightHub deal was found by Cheapflights users on 7/24. 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.
vie. 10/248:48 pmISP - SDQ
2 stops41h 03mFrontier
lun. 10/276:46 pmSDQ - ISP
2 stops15h 51mFrontier
Deal found 7/24$523
This Southwest deal was found by Cheapflights users on 7/24. 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.
mar. 8/195:30 amISP - PUJ
1 stop8h 25mSouthwest
mar. 8/263:05 pmPUJ - ISP
1 stop7h 00mSouthwest
Deal found 7/24$529
This Southwest deal was found by Cheapflights users on 7/24. 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.
sáb. 8/235:40 amISP - NAS
2 stops7h 50mSouthwest
sáb. 8/302:25 pmNAS - ISP
2 stops7h 15mSouthwest
Deal found 7/24$645

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 julio 25, 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

sáb. 8/23

7:33 pm-8:59 am

1 stop13h 26m

San Juan Luis Munoz Marin Intl

sáb. 8/30

6:55 pm-12:09 pm

1 stop17h 14m

$225

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

mié. 11/5

12:15 pm-8:05 pm

1 stop6h 50m

San Juan Luis Munoz Marin Intl

mar. 11/11

5:05 am-11:18 am

1 stop7h 13m

$349

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

sáb. 8/9

8:37 pm-8:54 am

1 stop12h 17m

Punta Cana

sáb. 8/16

10:06 am-7:42 pm

1 stop9h 36m

$364

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

jue. 9/4

11:25 am-12:43 am

2 stops13h 18m

San Juan Luis Munoz Marin Intl

sáb. 9/6

8:00 am-4:23 pm

1 stop8h 23m

$370

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

sáb. 9/6

5:05 pm-11:41 am

1 stop18h 36m

Punta Cana

sáb. 9/13

12:36 pm-10:40 am

1 stop22h 04m

$381

IslipSanto Domingo

ISP - SDQ

ISPSDQ

Islip Long Island

dom. 9/7

11:35 am-4:00 pm

2 stops28h 25m

Santo Domingo Las Americas

dom. 9/14

1:20 pm-10:40 am

1 stop21h 20m

$381

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

lun. 9/8

6:25 am-6:45 pm

1 stop12h 20m

San Juan Luis Munoz Marin Intl

mié. 9/10

1:35 pm-10:05 pm

2 stops8h 30m

$393

IslipSanto Domingo

ISP - SDQ

ISPSDQ

Islip Long Island

dom. 9/7

4:19 pm-8:34 am

1 stop16h 15m

Santo Domingo Las Americas

dom. 9/14

2:34 pm-10:50 am

1 stop20h 16m

$420

IslipMontego Bay

ISP - MBJ

ISPMBJ

Islip Long Island

dom. 9/7

4:19 pm-12:05 pm

1 stop20h 46m

Montego Bay Sangster Intl

dom. 9/14

11:45 am-10:50 am

1 stop22h 05m

$490

IslipSanto Domingo

ISP - SDQ

ISPSDQ

Islip Long Island

vie. 10/24

8:48 pm-1:51 pm

2 stops41h 03m

Santo Domingo Las Americas

lun. 10/27

6:46 pm-10:37 am

2 stops15h 51m

$523

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/24

Showing 1-10 of 28 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, New York to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Islip, New York to Caribbean (average of $254). Flying from Islip, New York 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 julio 25, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Islip, New York 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 julio 25, 2025.
Read through reviews of airlines operating flights from Islip to Caribbean, such as Southwest, JetBlue, and Frontier. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Comfort

8.0

Food

7.0

Entertainment

7.6

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Comfort

8.0

Food

7.0

Entertainment

7.6

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Comfort

8.0

Food

7.0

Entertainment

7.6

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Comfort

8.0

Food

7.0

Entertainment

7.6

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • What are the most popular routes 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, September is the cheapest month in which you can book a flight from Islip, New York to Caribbean (average of $254). Flying from Islip, New York 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

Browse thousands of different options on Cheapflights for your next trip

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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.

Top 3 airlines flying from Islip to Caribbean

Discover the top 3 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 julio 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$218FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$231Average$390FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$477Average$692FlexibilityNo cancel feeOn-time63%

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