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Puerto Rico

$109+ Cheap flights from Islip (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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJU
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
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 August 20, 2025.

Round-trip from

$218
(CheapOair)

One-way from

$109
(CheapOair)

Popular in

December

Cheapest in

March

Average price

$328
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. 8% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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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 August 20, 2025.

This CheapOair deal was found by Cheapflights users on 8/19. 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 10/149:37 pmISP - SJU
1 stop14h 23mFrontier
Tue 10/211:17 pmSJU - ISP
1 stop7h 25mFrontier
Deal found 8/19$218
This CheapOair deal was found by Cheapflights users on 8/20. 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 9/225:05 pmISP - SJU
1 stop27h 26mFrontier
Sat 9/274:42 pmSJU - ISP
1 stop17h 58mFrontier
Deal found 8/20$228
This CheapOair deal was found by Cheapflights users on 8/19. 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 9/195:05 pmISP - SJU
1 stop6h 54mFrontier
Sat 9/203:39 amSJU - ISP
1 stop7h 01mFrontier
Deal found 8/19$238
This CheapOair deal was found by Cheapflights users on 8/19. 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 8/237:33 pmISP - SJU
1 stop13h 26mFrontier
Sat 8/308:23 pmSJU - ISP
1 stop27h 36mFrontier
Deal found 8/19$258
This JetBlue deal was found by Cheapflights users on 8/18. 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.
Wed 10/291:57 pmISP - SJU
1 stop7h 07mJetBlue
Tue 11/47:00 amSJU - ISP
1 stop7h 02mJetBlue
Deal found 8/18$267
This CheapOair deal was found by Cheapflights users on 8/19. 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 8/266:05 amISP - SJU
1 stop13h 03mFrontier
Thu 9/44:42 pmSJU - ISP
1 stop17h 58mFrontier
Deal found 8/19$268
This CheapOair deal was found by Cheapflights users on 8/19. 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 8/299:58 amISP - SJU
1 stop16h 52mFrontier
Tue 9/28:13 pmSJU - ISP
1 stop27h 28mFrontier
Deal found 8/19$278
This CheapOair deal was found by Cheapflights users on 8/18. 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 9/1611:25 amISP - SJU
1 stop15h 09mFrontier
Fri 9/193:39 amSJU - ISP
1 stop7h 16mFrontier
Deal found 8/18$284
This Priceline deal was found by Cheapflights users on 8/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/195:05 pmISP - SJU
1 stop9h 29mFrontier
Mon 9/224:42 pmSJU - ISP
1 stop17h 58mFrontier
Deal found 8/17$285
This Cheapflightsfares deal was found by Cheapflights users on 8/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/205:05 pmISP - SJU
1 stop6h 54mFrontier
Wed 9/243:39 amSJU - ISP
1 stop7h 16mFrontier
Deal found 8/17$288
This Cheapflightsfares deal was found by Cheapflights users on 8/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/307:33 pmISP - SJU
1 stop7h 17mFrontier
Thu 9/43:39 amSJU - ISP
1 stop7h 01mFrontier
Deal found 8/18$290
This Cheapflightsfares deal was found by Cheapflights users on 8/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/65:05 pmISP - SJU
1 stop6h 54mFrontier
Tue 9/93:39 amSJU - ISP
1 stop7h 01mFrontier
Deal found 8/19$291

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 August 20, 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

Wed 10/15

4:58 pm-2:30 am

1 stop9h 32m

San Juan Luis Munoz Marin Intl

Mon 10/27

3:04 am-5:42 pm

1 stop14h 38m

$218

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Tue 10/14

9:37 pm-12:00 pm

1 stop14h 23m

San Juan Luis Munoz Marin Intl

Tue 10/21

1:17 pm-8:42 pm

1 stop7h 25m

$218

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Wed 9/17

11:35 am-2:34 am

1 stop14h 59m

San Juan Luis Munoz Marin Intl

Mon 9/22

3:39 am-10:40 am

1 stop7h 01m

$218

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Tue 9/23

11:25 am-2:34 am

1 stop15h 09m

San Juan Luis Munoz Marin Intl

Mon 9/29

3:39 am-10:40 am

1 stop7h 01m

$218

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Wed 9/24

11:35 am-2:34 am

1 stop14h 59m

San Juan Luis Munoz Marin Intl

Sun 9/28

3:39 am-10:40 am

1 stop7h 01m

$228

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 9/22

5:05 pm-8:31 pm

1 stop27h 26m

San Juan Luis Munoz Marin Intl

Sat 9/27

4:42 pm-10:40 am

1 stop17h 58m

$228

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sun 9/21

11:25 am-2:34 am

1 stop15h 09m

San Juan Luis Munoz Marin Intl

Sat 9/27

8:00 am-4:23 pm

1 stop8h 23m

$228

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sat 9/27

5:05 pm-2:34 am

1 stop9h 29m

San Juan Luis Munoz Marin Intl

Sun 9/28

4:42 pm-10:40 am

1 stop17h 58m

$228

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Tue 9/23

11:25 am-2:34 am

1 stop15h 09m

$109

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sat 11/15

4:58 pm-11:19 am

1 stop17h 21m

$109

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/19

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 to Puerto Rico?

Currently, September is the cheapest month in which you can book a flight from Islip to Puerto Rico (average of $254). Flying from Islip to Puerto Rico 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 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 August 20, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Islip to Puerto Rico as you normally would.

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 August 20, 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
8.0
Very good
4,246 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
JetBlue
7.2
Good
2,916 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Frontier
5.8
Fair
3,207 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 to Puerto Rico?

    Departing from Islip to Puerto Rico will take you 9h 32m. Airlines will cover a distance of 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 to Puerto Rico?

    Currently, September is the cheapest month in which you can book a flight from Islip to Puerto Rico (average of $254). Flying from Islip to Puerto Rico 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 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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$213FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$231Average$480FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$477Average$563FlexibilityNo cancel feeOn-time63%

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