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Puerto Rico

$88+ 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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJU
Feb 16 — Feb 231
Mon 2/16
Mon 2/23
1 adult, Economy
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Cheap 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 January 17, 2026.

Round-trip from

$175
(CheapOair)

One-way from

$88
(CheapOair)

Popular in

December

Cheapest in

March

Average price

$238
From Islip Long Island to Puerto Rico
Search Deals
One-way flight from Islip Long Island to Puerto Rico
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Highest demand for flights based on searches. 9% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find 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 January 17, 2026.

This CheapOair deal was found by Cheapflights users on 1/15. 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.
Sat 2/218:23 pm
ISP
-
SJU
1 stop29h 30m
Frontier
Tue 2/245:25 pm
SJU
-
ISP
1 stop16h 15m
Frontier
Deal found 1/15$175
This CheapOair deal was found by Cheapflights users on 1/15. 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.
Sat 2/218:23 pm
ISP
-
SJU
1 stop27h 31m
Frontier
Wed 2/253:53 am
SJU
-
ISP
1 stop28h 45m
Frontier
Deal found 1/15$179
This Frontier deal was found by Cheapflights users on 1/17. 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.
Mon 2/233:59 pm
ISP
-
SJU
1 stop9h 54m
Frontier
Fri 2/273:53 am
SJU
-
ISP
1 stop8h 13m
Frontier
Deal found 1/17$182
This CheapOair deal was found by Cheapflights users on 1/14. 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 2/27:43 pm
ISP
-
SJU
1 stop27h 16m
Frontier
Thu 2/52:17 pm
SJU
-
ISP
1 stop29h 21m
Frontier
Deal found 1/14$183
This CheapOair deal was found by Cheapflights users on 1/16. 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 2/27:43 pm
ISP
-
SJU
1 stop18h 43m
Frontier
Wed 2/115:25 pm
SJU
-
ISP
1 stop22h 14m
Frontier
Deal found 1/16$188
This CheapOair deal was found by Cheapflights users on 1/15. 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.
Thu 2/193:34 pm
ISP
-
SJU
1 stop10h 19m
Frontier
Mon 2/233:53 am
SJU
-
ISP
1 stop29h 47m
Frontier
Deal found 1/15$200
This Frontier deal was found by Cheapflights users on 1/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/22:17 pm
ISP
-
SJU
1 stop11h 08m
Frontier
Wed 3/113:08 am
SJU
-
ISP
1 stop13h 05m
Frontier
Deal found 1/16$211
This Kiwi.com deal was found by Cheapflights users on 1/16. 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.
Sun 2/19:25 am
ISP
-
SJU
1 stop14h 43m
Multiple Airlines
Thu 2/56:00 am
SJU
-
ISP
1 stop13h 48m
Multiple Airlines
Deal found 1/16$212
This CheapOair deal was found by Cheapflights users on 1/15. 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 2/69:43 pm
ISP
-
SJU
1 stop16h 43m
Frontier
Tue 2/105:25 pm
SJU
-
ISP
1 stop20h 48m
Frontier
Deal found 1/15$214
This CheapOair deal was found by Cheapflights users on 1/15. 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.
Sun 2/19:25 am
ISP
-
SJU
1 stop29h 01m
Frontier
Sat 2/74:36 pm
SJU
-
ISP
1 stop17h 04m
Frontier
Deal found 1/15$218

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 January 17, 2026.
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 2/2

7:43 pm-11:59 pm

1 stop27h 16m

San Juan Luis Munoz Marin Intl

Wed 2/11

5:25 pm-2:39 pm

1 stop22h 14m

$179

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 2/2

7:43 pm-11:59 pm

1 stop27h 16m

San Juan Luis Munoz Marin Intl

Thu 2/5

6:00 am-6:48 pm

1 stop13h 48m

$183

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Fri 2/6

9:43 pm-3:26 pm

1 stop16h 43m

San Juan Luis Munoz Marin Intl

Sat 2/14

7:54 pm-7:06 pm

1 stop24h 12m

$218

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sun 2/22

8:21 pm-12:43 am

1 stop27h 22m

San Juan Luis Munoz Marin Intl

Thu 2/26

7:09 pm-4:12 pm

1 stop22h 03m

$218

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Fri 1/30

9:43 pm-3:26 pm

1 stop16h 43m

San Juan Luis Munoz Marin Intl

Thu 2/5

8:00 am-6:48 pm

1 stop11h 48m

$238

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 3/23

10:43 am-11:10 am

1 stop24h 27m

San Juan Luis Munoz Marin Intl

Thu 3/26

5:30 am-9:48 am

1 stop28h 18m

$241

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 2/26

3:34 pm-2:53 am

1 stop10h 19m

San Juan Luis Munoz Marin Intl

Sun 3/1

3:53 am-2:39 pm

1 stop11h 46m

$269

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Wed 3/4

9:33 am-2:53 am

1 stop16h 20m

San Juan Luis Munoz Marin Intl

Sun 3/8

5:30 am-9:48 am

1 stop28h 18m

$275

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sat 2/21

11:41 am-11:09 pm

1 stop10h 28m

San Juan Luis Munoz Marin Intl

Sat 2/28

6:00 am-12:23 am

2 stops19h 23m

$292

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 3/26

5:08 pm-1:58 am

1 stop8h 50m

San Juan Luis Munoz Marin Intl

Sun 3/29

5:30 am-9:48 am

1 stop28h 18m

$304

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

Showing 1-10 of 17 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.

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 January 17, 2026.
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
8.0
Very good
4,261 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

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
8.0
Very good
4,261 reviews
Southwest
8.0
Very good
4,261 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

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
2,891 reviews
Southwest
8.0
Very good
4,261 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

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
5.7
Fair
3,057 reviews
Southwest
8.0
Very good
4,261 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

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 27h 16m. 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 January 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$218FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$216Average$344FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$367Average$535FlexibilityNo cancel feeOn-time63%

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