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Caribbean Islands

$94+ Cheap flights from Islip, NY (ISP) to Caribbean Islands

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 3/21. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJU
Mar 13 — Mar 201
Thu 3/13
Thu 3/20
1 adult, Economy
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Cheap flight deals from Islip to Caribbean Islands

Keep the following information in mind while searching for Islip to Caribbean Islands flight deals. Data was last updated March 8, 2025.

Round-trip from

$178
(Frontier)

One-way from

$94
(Frontier)

Popular in

December

Cheapest in

September

Average price

$253
From Islip Long Island to Caribbean Islands
Search Deals
One-way flight from Islip Long Island to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($16 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 March 2025
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Find flight deals from Islip to Caribbean Islands

Cheapest flights from Islip to Caribbean Islands
Explore the most affordable flight options available from Islip to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 8, 2025.

This Frontier deal was found by Cheapflights users on 3/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/302:53 pmISP - SJU
1 stop10h 27mFrontier
Thu 4/35:30 amSJU - ISP
1 stop7h 48mFrontier
Deal found 3/5$178
This JetBlue deal was found by Cheapflights users on 3/7. 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 3/1712:00 pmISP - SJU
1 stop8h 45mJetBlue
Fri 3/219:19 amSJU - ISP
1 stop10h 21mJetBlue
Deal found 3/7$395
This Southwest deal was found by Cheapflights users on 3/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/51:00 pmISP - SJU
2 stops10h 55mSouthwest
Sat 5/104:35 pmSJU - ISP
1 stop6h 20mSouthwest
Deal found 3/6$448
This Mytrip deal was found by Cheapflights users on 3/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/148:25 pmISP - SJU
2 stops21h 08mMultiple Airlines
Sat 4/196:38 pmSJU - ISP
3 stops17h 38mMultiple Airlines
Deal found 3/5$516
This JetBlue deal was found by Cheapflights users on 3/6. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/188:35 pmISP - NAS
1 stop11h 23mJetBlue
Mon 3/2412:12 pmNAS - ISP
1 stop7h 28mJetBlue
Deal found 3/6$527
This JetBlue deal was found by Cheapflights users on 3/6. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/241:36 pmISP - STI
1 stop10h 08mJetBlue
Thu 7/1010:10 amSTI - ISP
1 stop11h 05mJetBlue
Deal found 3/6$604
This Booking.com deal was found by Cheapflights users on 3/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/149:29 pmISP - PUJ
2 stops19h 06mFrontier
Sun 4/205:50 pmPUJ - ISP
2 stops45h 33mFrontier
Deal found 3/6$639
This Frontier deal was found by Cheapflights users on 3/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/19:40 pmISP - MBJ
2 stops16h 28mFrontier
Sun 5/42:28 pmMBJ - ISP
2 stops18h 44mFrontier
Deal found 3/6$689
This JetBlue deal was found by Cheapflights users on 3/6. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/216:00 amISP - PUJ
1 stop8h 40mJetBlue
Fri 7/2512:00 pmPUJ - ISP
1 stop9h 15mJetBlue
Deal found 3/6$754
This Mytrip deal was found by Cheapflights users on 3/7. 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.
Fri 4/1812:56 pmISP - MBJ
1 stop21h 10mMultiple Airlines
Fri 4/2512:00 pmMBJ - ISP
2 stops24h 55mMultiple Airlines
Deal found 3/7$828
This JetBlue deal was found by Cheapflights users on 3/7. 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.
Thu 7/101:36 pmISP - SDQ
1 stop12h 19mJetBlue
Sun 7/2011:35 amSDQ - ISP
1 stop9h 40mJetBlue
Deal found 3/7$878
This Booking.com deal was found by Cheapflights users on 3/7. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1012:11 pmISP - SDQ
1 stop25h 39mFrontier
Sun 7/2012:00 pmSDQ - ISP
2 stops47h 11mFrontier
Deal found 3/7$887

Find flights from Islip to Caribbean Islands within your budget

Customize your flight search to find flights from Islip to Caribbean Islands 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 March 8, 2025.

Fly from

Islip

Fly to

Caribbean Islands

Route

Depart

Return

Price

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sun 3/30

2:53 pm-1:20 am

1 stop10h 27m

San Juan Luis Munoz Marin Intl

Thu 4/3

5:30 am-1:18 pm

1 stop7h 48m

$178

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 3/17

12:00 pm-8:45 pm

1 stop8h 45m

San Juan Luis Munoz Marin Intl

Fri 3/21

9:19 am-7:40 pm

1 stop10h 21m

$395

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 5/5

1:00 pm-11:55 pm

2 stops10h 55m

San Juan Luis Munoz Marin Intl

Sat 5/10

4:35 pm-10:55 pm

1 stop6h 20m

$448

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 4/14

8:25 pm-5:33 pm

2 stops21h 08m

San Juan Luis Munoz Marin Intl

Sat 4/19

6:38 pm-12:16 pm

3 stops17h 38m

$516

IslipNassau

ISP - NAS

ISPNAS

Islip Long Island

Tue 3/18

8:35 pm-7:58 am

1 stop11h 23m

Nassau Intl

Mon 3/24

12:12 pm-7:40 pm

1 stop7h 28m

$527

IslipSantiago de los Caballeros

ISP - STI

ISPSTI

Islip Long Island

Tue 6/24

1:36 pm-11:44 pm

1 stop10h 08m

Santiago de los Caballeros

Thu 7/10

10:10 am-9:15 pm

1 stop11h 05m

$604

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

Mon 4/14

9:29 pm-4:35 pm

2 stops19h 06m

Punta Cana

Sun 4/20

5:50 pm-3:23 pm

2 stops45h 33m

$639

IslipMontego Bay

ISP - MBJ

ISPMBJ

Islip Long Island

Thu 5/1

9:40 pm-1:08 pm

2 stops16h 28m

Montego Bay Sangster Intl

Sun 5/4

2:28 pm-10:12 am

2 stops18h 44m

$689

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

Mon 7/21

6:00 am-2:40 pm

1 stop8h 40m

Punta Cana

Fri 7/25

12:00 pm-9:15 pm

1 stop9h 15m

$754

IslipMontego Bay

ISP - MBJ

ISPMBJ

Islip Long Island

Fri 4/18

12:56 pm-9:06 am

1 stop21h 10m

Montego Bay Sangster Intl

Fri 4/25

12:00 pm-1:55 pm

2 stops24h 55m

$828

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/7

Showing 1-10 of 22 results
1
2
3

Best time to book a flight from Islip to Caribbean Islands

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

Travel insights for flights from Islip to Caribbean Islands

Get recent, data-driven insights about flights from Islip to Caribbean Islands including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from Islip, New York to Caribbean Islands (average of $254). Flying from Islip, New York to Caribbean Islands in March is currently the most expensive (average of $353). 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 EPX?

Find hourly flight availability from Islip to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 8, 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 Islands as you normally would.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated March 8, 2025.
Read reviews from past customers who have flown Southwest, JetBlue and Frontier from Islip to Caribbean Islands. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,314 reviews

Entertainment

7.6

Overall

8.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Southwest
8.1
Very good
4,314 reviews
Southwest
8.1
Very good
4,314 reviews

Entertainment

7.6

Overall

8.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

JetBlue
7.3
Good
2,985 reviews
Southwest
8.1
Very good
4,314 reviews

Entertainment

7.6

Overall

8.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Frontier
6.0
Okay
3,314 reviews
Southwest
8.1
Very good
4,314 reviews

Entertainment

7.6

Overall

8.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

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

    For a flight from Islip to Caribbean Islands, you will be flying from Long Island. Islip Long Island (ISP) is just 7.2 mi from the center of the city.

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

    The cheapest airlines for a one-way flight from Islip, New York to Caribbean Islands are Frontier ($94), JetBlue ($194), and Southwest ($246).

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

    When deciding which route to take from Islip, New York to Caribbean Islands consider Islip Long Island - San Juan Luis Munoz Marin Intl, Islip Long Island - Nassau Intl or Islip Long Island - Punta Cana as they are the most popular.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Islip, New York to Caribbean Islands (average of $254). Flying from Islip, New York to Caribbean Islands in March is currently the most expensive (average of $353). 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.

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Top 3 airlines flying from Islip to Caribbean Islands

Discover the top 3 airlines that operate flights from Islip to Caribbean Islands. 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 March 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$239FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$231Average$390FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$604Average$920FlexibilityNo cancel feeOn-time63%
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