San Juan

$148+ Cheap flights from Islip, NY (ISP) to San Juan

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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJU
Jun 22 — Jun 291
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Cheap flight deals from Islip to San Juan

Cheapest flights from Islip to San Juan
Explore the most affordable flight options available from Islip to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 23, 2026.

This CheapOair deal was found by Cheapflights users on 5/19. 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.
Wed 10/214:13 pm
ISP
-
SJU
1 stop21h 03m
Frontier
Tue 10/272:55 am
SJU
-
ISP
1 stop11h 38m
Frontier
Deal found 5/19$296
This Priceline deal was found by Cheapflights users on 5/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/511:00 am
ISP
-
SJU
1 stop15h 08m
Frontier
Tue 6/96:00 am
SJU
-
ISP
1 stop9h 56m
Frontier
Deal found 5/18$336
This CheapOair deal was found by Cheapflights users on 5/20. 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.
Sat 7/257:46 pm
ISP
-
SJU
1 stop28h 55m
Frontier
Tue 7/288:37 pm
SJU
-
ISP
1 stop13h 16m
Frontier
Deal found 5/20$350
This CheapOair deal was found by Cheapflights users on 5/23. 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 7/2910:57 am
ISP
-
SJU
1 stop8h 45m
Frontier
Thu 8/69:02 am
SJU
-
ISP
1 stop24h 51m
Frontier
Deal found 5/23$355
This CheapOair deal was found by Cheapflights users on 5/22. 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 7/37:50 pm
ISP
-
SJU
1 stop28h 47m
Frontier
Tue 7/78:37 pm
SJU
-
ISP
1 stop13h 16m
Frontier
Deal found 5/22$356
This CheapOair deal was found by Cheapflights users on 5/22. 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 9/244:13 pm
ISP
-
SJU
1 stop25h 24m
Frontier
Sun 9/273:00 am
SJU
-
ISP
1 stop6h 33m
Frontier
Deal found 5/22$364
This CheapOair deal was found by Cheapflights users on 5/18. 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.
Sat 5/3011:00 am
ISP
-
SJU
1 stop15h 08m
Frontier
Tue 6/96:00 am
SJU
-
ISP
1 stop9h 56m
Frontier
Deal found 5/18$366
This Priceline deal was found by Cheapflights users on 5/23. 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.
Sat 6/207:50 pm
ISP
-
SJU
1 stop28h 47m
Frontier
Fri 6/263:06 am
SJU
-
ISP
1 stop17h 51m
Frontier
Deal found 5/23$369
This CheapOair deal was found by Cheapflights users on 5/19. 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 10/34:13 pm
ISP
-
SJU
1 stop9h 37m
Frontier
Sat 10/109:49 pm
SJU
-
ISP
1 stop11h 44m
Frontier
Deal found 5/19$370
This CheapOair deal was found by Cheapflights users on 5/19. 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.
Mon 11/23:43 pm
ISP
-
SJU
1 stop25h 53m
Frontier
Mon 11/97:42 pm
SJU
-
ISP
1 stop19h 51m
Frontier
Deal found 5/19$374
This CheapOair deal was found by Cheapflights users on 5/20. 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.
Thu 11/54:13 pm
ISP
-
SJU
1 stop15h 45m
Frontier
Sun 11/86:31 pm
SJU
-
ISP
1 stop21h 02m
Frontier
Deal found 5/20$375
This CheapOair deal was found by Cheapflights users on 5/20. 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.
Sat 6/611:00 am
ISP
-
SJU
1 stop15h 08m
Frontier
Wed 6/106:00 am
SJU
-
ISP
1 stop14h 57m
Frontier
Deal found 5/20$376

Find flight deals from Islip to San Juan

Discover tips and strategies to find the most affordable flight options for your journey from Islip (ISP) to San Juan (PR1). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 23, 2026.

Round-trip from

$296
(CheapOair)

One-way from

$148
(CheapOair)

Popular in

February

Cheapest in

January

Average price

$636
From Islip Long Island to San Juan
One-way flight from Islip Long Island to San Juan
Highest demand for flights based on searches. 9% potential increase in price ($55 potential increase over avg. RT price).
Cheapest flight prices on average. 6% potential price decrease ($32 potential savings vs. average RT price).
Average for round-trip flights in May 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Islip to San Juan 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 May 23, 2026.
Use the filters below to find and compare flights from Islip to San Juan that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sat 7/4

10:48 am-10:43 am

1 stop23h 55m

San Juan Luis Munoz Marin Intl

Tue 7/14

5:22 pm-7:01 pm

1 stop25h 39m

$350

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 6/4

11:00 am-2:08 am

1 stop15h 08m

San Juan Luis Munoz Marin Intl

Tue 6/9

6:00 am-3:56 pm

1 stop9h 56m

$366

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Fri 8/7

10:48 am-2:11 am

1 stop15h 23m

San Juan Luis Munoz Marin Intl

Sun 8/23

6:16 pm-10:03 am

1 stop15h 47m

$376

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sat 7/25

7:50 pm-12:41 am

1 stop28h 51m

San Juan Luis Munoz Marin Intl

Sun 8/2

3:06 am-9:58 am

1 stop6h 52m

$379

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Fri 7/3

7:50 pm-12:37 am

1 stop28h 47m

San Juan Luis Munoz Marin Intl

Tue 7/7

6:31 pm-9:58 am

1 stop15h 27m

$380

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Fri 6/5

11:00 am-2:08 am

1 stop15h 08m

San Juan Luis Munoz Marin Intl

Tue 6/9

5:15 pm-7:05 pm

1 stop25h 50m

$396

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Fri 7/10

7:46 pm-12:41 am

1 stop28h 55m

San Juan Luis Munoz Marin Intl

Sun 7/12

8:37 pm-9:53 am

1 stop13h 16m

$396

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 8/6

10:48 am-11:29 pm

1 stop12h 41m

San Juan Luis Munoz Marin Intl

Sun 8/16

5:22 pm-7:03 pm

1 stop25h 41m

$420

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Fri 6/19

7:50 pm-12:37 am

1 stop28h 47m

San Juan Luis Munoz Marin Intl

Sun 6/21

6:16 pm-8:57 pm

1 stop26h 41m

$425

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Wed 6/17

7:50 pm-12:37 am

1 stop28h 47m

San Juan Luis Munoz Marin Intl

Tue 6/23

5:15 pm-7:05 pm

1 stop25h 50m

$440

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/18

Showing 1-10 of 23 resultsSorted by cheapest first
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Best time to book a flight from Islip to San Juan

Have a flexible travel schedule? Discover the best time to fly to San Juan 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 San Juan

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

Currently, January is the cheapest month in which you can book a flight from Islip, New York to San Juan (average of $106). Flying from Islip, New York to San Juan in February is currently the most expensive (average of $865). 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.

How much does it cost to fly round-trip from Islip, New York to San Juan?

Reviews of airlines servicing San Juan

Get insights into the airlines that provide service to San Juan. 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 San Juan. Reviews last updated May 23, 2026.
Peruse reviews from past customers who have flown with Southwest and Frontier from Islip to San Juan to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Entertainment

7.5

Overall

7.9

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Entertainment

7.5

Overall

7.9

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Entertainment

7.5

Overall

7.9

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Islip to San Juan. 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 San Juan?

    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 San Juan. 2 airlines have flights from Long Island to San Juan on a regular basis. Booking flights from Islip Long Island to San Juan should not be difficult; the airport handles an average of 0 outbound flights to San Juan per day.

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

    Departing from Islip, New York to San Juan will take you 23h 55m. Airlines will cover a distance of 1599 mi.

  • What are the cheapest airlines flying from Islip, New York to San Juan round-trip?

    Currently priced at $106, Frontier will fly you from Islip, New York to San Juan and back. In addition to Frontier, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on Southwest for as low as $367. Frontier is currently priced 79% below the average price you’ll pay for this route.

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

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

  • How can I find direct flights from Islip to San Juan?

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

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

    Yes. Cheapflights offers flight deals from Islip to San Juan 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 San Juan?

    Currently, January is the cheapest month in which you can book a flight from Islip, New York to San Juan (average of $106). Flying from Islip, New York to San Juan in February is currently the most expensive (average of $865). 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.

Top 2 airlines flying from Islip to San Juan

Discover the top 2 airlines that operate flights from Islip to San Juan. 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 May 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$106Average$356FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$367Average$556FlexibilityNo cancel feeOn-time63%

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