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Puerto Rico

$87+ Cheap flights from Islip, NY (ISP) to Puerto Rico

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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJU
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Islip to Puerto Rico

Cheapest flights from Islip to Puerto Rico
Explore the most affordable flight options available from Islip to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This CheapOair deal was found by Cheapflights users on 12/17. 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 12/315:27 pmISP - SJU
1 stop14h 56mFrontier
Sat 2/285:25 pmSJU - ISP
1 stop15h 23mFrontier
Deal found 12/17$238
This CheapOair deal was found by Cheapflights users on 12/17. 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.
Tue 12/3012:20 pmISP - SJU
1 stop20h 03mFrontier
Tue 1/137:21 pmSJU - ISP
1 stop28h 25mFrontier
Deal found 12/17$253
This CheapOair deal was found by Cheapflights users on 12/16. 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.
Tue 12/3012:20 pmISP - SJU
1 stop26h 39mFrontier
Wed 1/147:34 pmSJU - ISP
1 stop14h 21mFrontier
Deal found 12/16$255
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Wed 12/314:40 pmISP - SJU
1 stop28h 25mMultiple Airlines
Fri 1/98:05 pmSJU - ISP
1 stop24h 03mMultiple Airlines
Deal found 12/16$260
This CheapOair deal was found by Cheapflights users on 12/15. 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 12/1712:37 pmISP - SJU
1 stop19h 21mFrontier
Tue 12/239:37 pmSJU - ISP
1 stop20h 00mFrontier
Deal found 12/15$264
This CheapOair deal was found by Cheapflights users on 12/17. 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.
Mon 12/226:25 amISP - SJU
1 stop25h 33mFrontier
Sat 1/248:00 amSJU - ISP
1 stop25h 40mFrontier
Deal found 12/17$273
This CheapOair deal was found by Cheapflights users on 12/17. 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 12/212:04 pmISP - SJU
1 stop18h 19mFrontier
Thu 12/259:37 pmSJU - ISP
1 stop16h 32mFrontier
Deal found 12/17$275
This Frontier deal was found by Cheapflights users on 12/17. 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 12/212:04 pmISP - SJU
1 stop11h 46mFrontier
Wed 12/246:00 amSJU - ISP
1 stop11h 37mFrontier
Deal found 12/17$284
This CheapOair deal was found by Cheapflights users on 12/15. 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 12/191:27 pmISP - SJU
1 stop12h 23mFrontier
Sun 12/213:55 amSJU - ISP
1 stop16h 45mFrontier
Deal found 12/15$285
This CheapOair deal was found by Cheapflights users on 12/17. 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.
Mon 12/298:35 pmISP - SJU
1 stop18h 24mFrontier
Wed 12/313:55 amSJU - ISP
1 stop8h 30mFrontier
Deal found 12/17$287
This CheapOair deal was found by Cheapflights users on 12/16. 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 12/315:27 pmISP - SJU
1 stop8h 23mFrontier
Wed 1/79:23 pmSJU - ISP
1 stop23h 22mFrontier
Deal found 12/16$289
This CheapOair deal was found by Cheapflights users on 12/16. 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.
Mon 12/298:35 pmISP - SJU
1 stop29h 15mFrontier
Wed 12/319:37 pmSJU - ISP
1 stop14h 48mFrontier
Deal found 12/16$291

Find flight deals from Islip to Puerto Rico

Keep the following information in mind while searching for Islip to Puerto Rico flight deals. Data was last updated December 18, 2025.

Round-trip from

$177
(CheapOair)

One-way from

$87
(CheapOair)

Popular in

December

Cheapest in

March

Average price

$364
From Islip Long Island to Puerto Rico
Search Deals
One-way flight from Islip Long Island to Puerto Rico
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($22 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Islip to Puerto Rico 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 December 18, 2025.
Use the filters below to find and compare flights from Islip to Puerto Rico that are best for you.

Fly from

Islip

Fly to

Puerto Rico

Route

Depart

Return

Price

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 3/2

3:34 pm-12:43 am

1 stop8h 09m

San Juan Luis Munoz Marin Intl

Tue 3/3

3:53 am-1:13 pm

1 stop10h 20m

$180

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 1/5

8:24 pm-12:17 am

1 stop26h 53m

San Juan Luis Munoz Marin Intl

Mon 1/12

3:58 am-10:46 pm

1 stop19h 48m

$180

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 2/19

3:34 pm-2:53 am

1 stop10h 19m

San Juan Luis Munoz Marin Intl

Wed 2/25

2:07 pm-2:39 pm

1 stop25h 32m

$181

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 2/19

5:07 pm-2:25 am

1 stop8h 18m

San Juan Luis Munoz Marin Intl

Tue 2/24

5:25 pm-1:13 pm

1 stop20h 48m

$181

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Tue 1/20

12:00 pm-3:26 pm

1 stop26h 26m

San Juan Luis Munoz Marin Intl

Sat 1/24

8:00 am-8:40 am

1 stop25h 40m

$181

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 1/22

7:43 pm-10:24 am

1 stop13h 41m

San Juan Luis Munoz Marin Intl

Thu 1/29

4:36 pm-8:47 pm

1 stop29h 11m

$181

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 1/8

8:40 pm-2:50 am

1 stop29h 10m

San Juan Luis Munoz Marin Intl

Mon 1/12

9:23 pm-10:46 pm

1 stop26h 23m

$181

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 1/5

8:24 pm-12:17 am

1 stop26h 53m

San Juan Luis Munoz Marin Intl

Mon 1/12

9:23 pm-10:46 pm

1 stop26h 23m

$181

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 1/15

8:45 pm-2:00 pm

1 stop16h 15m

San Juan Luis Munoz Marin Intl

Thu 1/22

8:00 am-6:48 pm

1 stop11h 48m

$181

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 1/1

6:00 am-8:58 am

1 stop25h 58m

San Juan Luis Munoz Marin Intl

Wed 1/7

7:18 pm-7:45 pm

1 stop25h 27m

$193

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 20 results
1
2

Best time to book a flight from Islip to Puerto Rico

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

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

Currently, February is the cheapest month in which you can book a flight from Islip, New York to Puerto Rico (average of $59). Flying from Islip, New York to Puerto Rico 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 PR?

Find hourly flight availability from Islip to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 50% on flights from Islip, New York to Puerto Rico by exploring options for tickets in the evening.

Reviews of airlines servicing Puerto Rico

Get insights into the airlines that provide service to Puerto Rico. 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 Puerto Rico. Reviews last updated December 18, 2025.
Get a feel of what it's like to fly with Southwest, JetBlue, and Frontier from Islip to Puerto Rico by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
JetBlue
7.2
Good
2,896 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.8
Fair
3,081 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

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

    Islip Long Island (ISP), located 7.2 mi from the city center, is the airport you fly out of when you book flights from Islip to Puerto Rico.

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

    Departing from Islip, New York to Puerto Rico will take you 8h 09m. The distance from Islip, New York to Puerto Rico is about 1599 mi.

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

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

  • How can I find direct flights from Islip to Puerto Rico?

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

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

    Yes. Cheapflights offers flight deals from Islip to Puerto Rico 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 Puerto Rico?

    Currently, February is the cheapest month in which you can book a flight from Islip, New York to Puerto Rico (average of $59). Flying from Islip, New York to Puerto Rico 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 Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Islip to Puerto Rico

Discover the top 3 airlines that operate flights from Islip to Puerto Rico. 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$111Average$220FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$216Average$344FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$367Average$535FlexibilityNo cancel feeOn-time63%

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