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$137+ Cheap flights from Caribbean to Islip, NY (ISP)

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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — ISP
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Find flight deals from Caribbean to Islip

Cheapest flights from Caribbean to Islip
Explore the most affordable flight options available from Caribbean to Islip. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2612:35 pmSDQ - ISP
1 stop30h 20mFrontier
Fri 1/28:35 pmISP - SDQ
1 stop12h 26mFrontier
Deal found 10/26$258
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.
Sat 12/68:00 amSJU - ISP
1 stop8h 10mFrontier
Mon 12/86:00 amISP - SJU
1 stop16h 56mFrontier
Deal found 10/26$286
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 12/54:24 pmSJU - ISP
1 stop23h 46mFrontier
Mon 12/86:00 amISP - SJU
1 stop16h 56mFrontier
Deal found 10/26$291
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.
Tue 12/233:55 amSJU - ISP
1 stop13h 42mFrontier
Thu 1/16:00 amISP - SJU
1 stop8h 31mFrontier
Deal found 10/26$294
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.
Thu 11/137:30 amSJU - ISP
1 stop26h 24mFrontier
Sat 11/154:58 pmISP - SJU
1 stop8h 56mFrontier
Deal found 10/26$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 12/243:55 amSJU - ISP
1 stop8h 30mFrontier
Thu 1/16:00 amISP - SJU
1 stop8h 31mFrontier
Deal found 10/26$297
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 11/1410:39 pmSJU - ISP
1 stop12h 58mFrontier
Wed 11/194:58 pmISP - SJU
1 stop23h 59mFrontier
Deal found 10/26$311
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/113:44 pmSJU - ISP
1 stop19h 53mMultiple Airlines
Sat 11/154:58 pmISP - SJU
2 stops23h 21mMultiple Airlines
Deal found 10/27$314
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.
Sun 11/912:29 pmSJU - ISP
1 stop23h 08mFrontier
Fri 11/149:39 amISP - SJU
1 stop28h 03mFrontier
Deal found 10/27$316
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.
Sun 11/27:30 amSJU - ISP
1 stop26h 39mFrontier
Wed 11/54:58 pmISP - SJU
1 stop27h 26mFrontier
Deal found 10/26$336
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2612:35 pmSDQ - ISP
1 stop30h 20mMultiple Airlines
Fri 1/28:35 pmISP - SDQ
2 stops17h 43mMultiple Airlines
Deal found 10/26$340
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.
Wed 11/53:59 amSJU - ISP
1 stop14h 43mFrontier
Mon 11/174:58 pmISP - SJU
1 stop8h 56mFrontier
Deal found 10/27$341

Cheap flight deals from Caribbean to Islip

Keep the following information in mind while searching for Caribbean to Islip flight deals. Data was last updated October 28, 2025.

Round-trip from

$258
(Kiwi.com)

One-way from

$137
(JetBlue)

Popular in

August

Cheapest in

February

Average price

$196
From Caribbean to Islip Long Island
Search Deals
One-way flight from Caribbean to Islip Long Island
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean to Islip 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 Caribbean to Islip that are best for you.

Fly from

Caribbean

Fly to

Islip

Route

Depart

Return

Price

Santo DomingoIslip

SDQ - ISP

SDQISP

Santo Domingo Las Americas

Fri 12/26

12:35 pm-5:55 pm

1 stop30h 20m

Islip Long Island

Fri 1/2

8:35 pm-10:01 am

1 stop12h 26m

$258

San JuanIslip

SJU - ISP

SJUISP

San Juan Luis Munoz Marin Intl

Thu 2/5

6:00 am-11:35 am

1 stop6h 35m

Islip Long Island

Sun 2/8

9:40 am-6:35 pm

1 stop7h 55m

$274

San JuanIslip

SJU - ISP

SJUISP

San Juan Luis Munoz Marin Intl

Thu 11/13

3:59 am-10:37 am

1 stop7h 38m

Islip Long Island

Thu 11/20

10:02 am-5:57 pm

1 stop6h 55m

$291

San JuanIslip

SJU - ISP

SJUISP

San Juan Luis Munoz Marin Intl

Fri 12/5

7:00 am-11:59 pm

1 stop17h 59m

Islip Long Island

Sat 12/6

10:19 am-2:50 am

1 stop15h 31m

$291

San JuanIslip

SJU - ISP

SJUISP

San Juan Luis Munoz Marin Intl

Fri 12/5

4:24 pm-3:10 pm

1 stop23h 46m

Islip Long Island

Mon 12/8

6:00 am-11:56 pm

1 stop16h 56m

$291

San JuanIslip

SJU - ISP

SJUISP

San Juan Luis Munoz Marin Intl

Tue 12/23

3:55 am-4:37 pm

1 stop13h 42m

Islip Long Island

Thu 1/1

6:00 am-3:31 pm

1 stop8h 31m

$294

San JuanIslip

SJU - ISP

SJUISP

San Juan Luis Munoz Marin Intl

Thu 11/13

3:59 am-10:37 am

1 stop7h 38m

Islip Long Island

Sun 11/16

9:27 pm-2:54 am

1 stop28h 27m

$296

San JuanIslip

SJU - ISP

SJUISP

San Juan Luis Munoz Marin Intl

Wed 12/24

3:55 am-11:25 am

1 stop8h 30m

Islip Long Island

Thu 1/1

6:00 am-3:31 pm

1 stop8h 31m

$297

San JuanIslip

SJU - ISP

SJUISP

San Juan Luis Munoz Marin Intl

Fri 11/14

3:59 am-10:37 am

1 stop7h 38m

Islip Long Island

Mon 11/17

4:58 pm-2:54 am

1 stop8h 56m

$311

San JuanIslip

SJU - ISP

SJUISP

San Juan Luis Munoz Marin Intl

Fri 11/14

10:39 pm-10:37 am

1 stop12h 58m

Islip Long Island

Wed 11/19

4:58 pm-5:57 pm

1 stop23h 59m

$311

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 38 results
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Best time to book a flight from Caribbean to Islip

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

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

Currently, February is the cheapest month in which you can book a flight from Caribbean to Islip, New York (average of $76). Flying from Caribbean to Islip, New York in August is currently the most expensive (average of $119). 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.

Related info for your journey

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

    If you book a flight to Islip from Caribbean, you will be flying to Long Island, which is the city’s only airport. Islip Long Island (ISP) is located 7.2 mi from the center of Islip.

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

    For as low as $274, Frontier can have you in Islip, New York from Caribbean in 6h 35m. Caribbean and Islip, New York are separated by a distance of 1599 mi. This flight may include one or multiple stops.

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

    When deciding which route to take from Caribbean to Islip, New York consider San Juan Luis Munoz Marin Intl - Islip Long Island, Kingston Norman Manley - Islip Long Island or St. George's Point Saline Intl - Islip Long Island as they are the most popular.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean to Islip 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 Caribbean to Islip, New York?

    Currently, February is the cheapest month in which you can book a flight from Caribbean to Islip, New York (average of $76). Flying from Caribbean to Islip, New York in August is currently the most expensive (average of $119). 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

Traveling to a place near Islip?

Book flights to Islip if you plan to visit one of these locations
Riverhead
Southampton

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