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$496+ Cheap flights from Islip (ISP) to San José (SJO)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJO
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap 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 September 17, 2025.

Round-trip from

$496
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$386
From Islip Long Island to San José Juan Santamaria Intl
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
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Find 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 September 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Fri 12/269:09 pmISP - SJO
1 stop13h 12mMultiple Airlines
Sun 1/412:22 pmSJO - ISP
2 stops24h 23mMultiple Airlines
Deal found 9/16$1,215
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:55 amISP - SJO
2 stops14h 35mSouthwest
Sun 1/49:00 amSJO - ISP
2 stops13h 55mSouthwest
Deal found 9/16$2,309

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 September 17, 2025.
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

Sun 2/22

5:03 pm-11:27 am

1 stop19h 24m

San José Juan Santamaria Intl

Sat 2/28

12:22 pm-9:47 am

1 stop20h 25m

$496

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Sat 2/21

12:10 pm-8:53 am

1 stop21h 43m

San José Juan Santamaria Intl

Sat 2/28

1:55 pm-10:00 am

1 stop19h 05m

$590

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Sun 2/22

5:35 am-7:30 pm

2 stops14h 55m

San José Juan Santamaria Intl

Sat 2/28

9:30 am-10:45 pm

2 stops12h 15m

$843

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Fri 12/26

9:09 pm-9:21 am

1 stop13h 12m

San José Juan Santamaria Intl

Sun 1/4

12:22 pm-1:45 pm

2 stops24h 23m

$1,215

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Fri 12/26

6:55 am-8:30 pm

2 stops14h 35m

San José Juan Santamaria Intl

Sun 1/4

9:00 am-11:55 pm

2 stops13h 55m

$2,309

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Sun 12/21

11:40 am-1:36 pm

3 stops26h 56m

$510

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Sun 12/21

9:21 am-8:38 am

1 stop24h 17m

$587

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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 to San José, San José Province?

Currently, September is the cheapest month in which you can book a flight from Islip to San José, San José Province (average of $398). Flying from Islip to San José, San José Province in March is currently the most expensive (average of $554). 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 to San José, San José Province?

    JetBlue and Southwest can get you from Islip to San José, San José Province in just under 14h 55m. Your travel time can differ by up to 6h 48m. There are 2232 mi between Islip and San José, San José Province. This flight may include one or multiple stops.

  • 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 to San José, San José Province?

    Currently, September is the cheapest month in which you can book a flight from Islip to San José, San José Province (average of $398). Flying from Islip to San José, San José Province in March is currently the most expensive (average of $554). 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
Heredia
Manuel Antonio
Alajuela
Monteverde
Jacó

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