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$343+ Cheap flights from Islip, NY (ISP) to San José (SJO)

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 3/27. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJO
Mar 14 — Mar 211
Sat 3/14
Sat 3/21
1 adult, Economy
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Cheap flight deals from Islip to San José

Cheapest flights from Islip to San José
Explore the most affordable flight options available from Islip to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 12, 2026.

This Orbitz deal was found by Cheapflights users on 2/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2712:25 pm
ISP
-
SJO
1 stop24h 57m
JetBlue
Thu 8/2012:55 pm
SJO
-
ISP
1 stop8h 01m
JetBlue
Deal found 2/10$531
This Southwest deal was found by Cheapflights users on 2/10. 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 7/276:00 am
ISP
-
SJO
2 stops15h 40m
Southwest
Thu 8/209:00 am
SJO
-
ISP
2 stops11h 05m
Southwest
Deal found 2/10$560
This Southwest deal was found by Cheapflights users on 2/10. 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.
Sun 7/266:00 am
ISP
-
SJO
1 stop7h 35m
Southwest
Thu 8/209:00 am
SJO
-
ISP
2 stops11h 05m
Southwest
Deal found 2/10$575
This JetBlue deal was found by Cheapflights users on 2/12. 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.
Sun 3/298:56 pm
ISP
-
SJO
1 stop13h 56m
JetBlue
Sun 4/51:00 pm
SJO
-
ISP
1 stop7h 35m
JetBlue
Deal found 2/12$586
This Southwest deal was found by Cheapflights users on 2/10. 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.
Fri 7/245:20 am
ISP
-
SJO
1 stop9h 25m
Southwest
Thu 8/209:00 am
SJO
-
ISP
2 stops11h 05m
Southwest
Deal found 2/10$605
This JetBlue deal was found by Cheapflights users on 2/11. 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.
Sat 3/288:22 pm
ISP
-
SJO
1 stop14h 30m
JetBlue
Sat 4/41:00 pm
SJO
-
ISP
1 stop7h 35m
JetBlue
Deal found 2/11$616
This Priceline deal was found by Cheapflights users on 2/10. 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 7/2510:03 am
ISP
-
SJO
1 stop24h 42m
Multiple Airlines
Thu 8/2012:55 pm
SJO
-
ISP
1 stop8h 01m
Multiple Airlines
Deal found 2/10$643
This KAYAK deal was found by Cheapflights users on 2/11. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/298:56 pm
ISP
-
SJO
1 stop13h 56m
JetBlue
Sat 4/41:00 pm
SJO
-
ISP
1 stop7h 35m
JetBlue
Deal found 2/11$649

Find flight deals from Islip to San José

Discover tips and strategies to find the most affordable flight options for your journey from Islip (ISP) to San José (SJO). 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 February 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$531
(Orbitz)

One-way from

$343
(KAYAK)

Popular in

December

Cheapest in

October

Average price

$485
Provider with most accurate pricing for Islip Long Island-San José Juan Santamaria Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Islip Long Island-San José Juan Santamaria Intl flights.
Search Deals
From Islip Long Island to San José Juan Santamaria Intl
Search Deals
One-way flight from Islip Long Island to San José Juan Santamaria Intl
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Islip to San José 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 February 12, 2026.
Use the filters below to find and compare flights from Islip to San José that are best for you.

Fly from

Islip

Fly to

San José

Route

Depart

Return

Price

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Tue 7/28

12:25 pm-11:22 am

1 stop24h 57m

San José Juan Santamaria Intl

Thu 8/20

12:55 pm-10:56 pm

1 stop8h 01m

$531

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Mon 7/27

6:00 am-7:40 pm

2 stops15h 40m

San José Juan Santamaria Intl

Thu 8/20

9:00 am-10:05 pm

2 stops11h 05m

$560

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Tue 7/28

6:00 am-12:45 pm

2 stops8h 45m

San José Juan Santamaria Intl

Thu 8/20

9:00 am-10:05 pm

2 stops11h 05m

$575

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Sun 3/29

8:56 pm-8:52 am

1 stop13h 56m

San José Juan Santamaria Intl

Sun 4/5

1:00 pm-10:35 pm

1 stop7h 35m

$586

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Sun 7/26

6:00 am-11:35 am

1 stop7h 35m

San José Juan Santamaria Intl

Thu 8/20

9:00 am-9:30 pm

1 stop10h 30m

$600

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Sat 3/28

8:22 pm-8:52 am

1 stop14h 30m

San José Juan Santamaria Intl

Sat 4/4

1:00 pm-10:35 pm

1 stop7h 35m

$616

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Fri 7/24

5:20 am-7:40 pm

2 stops16h 20m

San José Juan Santamaria Intl

Thu 8/20

9:00 am-10:05 pm

2 stops11h 05m

$625

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Sun 3/29

8:56 pm-8:52 am

1 stop13h 56m

San José Juan Santamaria Intl

Sat 4/4

1:00 pm-10:35 pm

1 stop7h 35m

$649

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Sun 3/29

8:56 pm-8:52 am

1 stop13h 56m

San José Juan Santamaria Intl

Mon 4/6

1:00 pm-10:46 pm

1 stop7h 46m

$681

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Fri 3/27

8:22 pm-7:53 am

1 stop13h 31m

San José Juan Santamaria Intl

Fri 4/3

1:00 pm-10:35 pm

1 stop7h 35m

$685

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/11

Showing 1-10 of 12 results
1
2
  • Most accurate provider: When it comes to deals on Islip, New York-San José flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Islip, New York-San José flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Islip, New York-San José flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Islip, New York-San José flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Islip, New York-San José flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Islip to San José

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

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

Currently, March is the cheapest month in which you can book a flight from Islip, New York to San José (average of $165). Flying from Islip, New York to San José in June is currently the most expensive (average of $272). 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.

Related info for your journey

Find useful and relevant information for your journey from Islip to San José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    Departing from Islip, New York to San José will take you 15h 40m. The distance between Islip, New York and San José is about 2232 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Islip, New York to San José (average of $165). Flying from Islip, New York to San José in June is currently the most expensive (average of $272). 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

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Alajuela
Monteverde
Jacó
Heredia
Dominical
Manuel Antonio

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