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$502+ Cheap flights from Islip, NY (ISP) to Costa Rica

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 3/28. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJO
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Islip to Costa Rica

Cheapest flights from Islip to Costa Rica
Explore the most affordable flight options available from Islip to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This JetBlue deal was found by Cheapflights users on 1/25. 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
Fri 4/31:00 pm
SJO
-
ISP
1 stop7h 35m
JetBlue
Deal found 1/25$502
This JetBlue deal was found by Cheapflights users on 1/25. 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
Fri 4/31:00 pm
SJO
-
ISP
1 stop7h 35m
JetBlue
Deal found 1/25$506
This JetBlue deal was found by Cheapflights users on 1/26. 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.
Thu 4/308:34 pm
ISP
-
SJO
1 stop13h 19m
JetBlue
Thu 5/149:00 am
SJO
-
ISP
1 stop8h 39m
JetBlue
Deal found 1/26$530
This Expedia deal was found by Cheapflights users on 1/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/111:25 pm
ISP
-
SJO
1 stop20h 28m
JetBlue
Wed 3/181:05 pm
SJO
-
ISP
1 stop28h 25m
JetBlue
Deal found 1/24$545
This JetBlue deal was found by Cheapflights users on 1/25. 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.
Fri 3/278:22 pm
ISP
-
SJO
1 stop13h 31m
JetBlue
Fri 4/31:00 pm
SJO
-
ISP
1 stop7h 35m
JetBlue
Deal found 1/25$558
This JetBlue deal was found by Cheapflights users on 1/26. 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
Wed 4/11:00 pm
SJO
-
ISP
1 stop7h 35m
JetBlue
Deal found 1/26$563
This JetBlue deal was found by Cheapflights users on 1/25. 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
Wed 4/11:00 pm
SJO
-
ISP
1 stop7h 35m
JetBlue
Deal found 1/25$572
This JetBlue deal was found by Cheapflights users on 1/25. 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.
Fri 3/278:22 pm
ISP
-
SJO
1 stop13h 31m
JetBlue
Wed 4/11:00 pm
SJO
-
ISP
1 stop7h 35m
JetBlue
Deal found 1/25$618
This Kiwi.com deal was found by Cheapflights users on 1/24. 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.
Wed 3/1111:50 am
ISP
-
SJO
2 stops24h 52m
Multiple Airlines
Wed 3/1811:38 am
SJO
-
ISP
1 stop26h 11m
Multiple Airlines
Deal found 1/24$621
This JetBlue deal was found by Cheapflights users on 1/25. 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.
Tue 3/317:10 am
ISP
-
SJO
1 stop6h 46m
JetBlue
Fri 4/31:00 pm
SJO
-
ISP
1 stop7h 35m
JetBlue
Deal found 1/25$627
This Southwest deal was found by Cheapflights users on 1/26. 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.
Thu 3/126:00 am
ISP
-
SJO
2 stops8h 55m
Southwest
Thu 3/198:45 am
SJO
-
ISP
1 stop11h 55m
Southwest
Deal found 1/26$735
This JetBlue deal was found by Cheapflights users on 1/25. 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.
Fri 3/138:25 pm
ISP
-
LIR
1 stop14h 54m
JetBlue
Mon 3/2312:00 pm
LIR
-
ISP
1 stop9h 46m
JetBlue
Deal found 1/25$768

Find flight deals from Islip to Costa Rica

Keep the following information in mind while searching for Islip to Costa Rica flight deals. Data was last updated January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$502
(JetBlue)

Popular in

December

Cheapest in

October

Average price

$431
Provider with most accurate pricing for New York (NYC)-San José Juan Santamaria Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-San José Juan Santamaria Intl flights.
Search Deals
From Islip Long Island to Costa Rica
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Islip to Costa Rica 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 27, 2026.
Use the filters below to find and compare flights from Islip to Costa Rica that are best for you.

Fly from

Islip

Fly to

Costa Rica

Route

Depart

Return

Price

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

Fri 4/3

1:00 pm-10:35 pm

1 stop7h 35m

$502

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

Fri 4/3

1:00 pm-10:35 pm

1 stop7h 35m

$506

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Thu 4/30

8:34 pm-7:53 am

1 stop13h 19m

San José Juan Santamaria Intl

Thu 5/14

9:00 am-7:39 pm

1 stop8h 39m

$530

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Wed 3/11

1:25 pm-7:53 am

1 stop20h 28m

San José Juan Santamaria Intl

Wed 3/18

1:05 pm-7:30 pm

1 stop28h 25m

$545

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

$558

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

Wed 4/1

1:00 pm-10:35 pm

1 stop7h 35m

$563

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

Wed 4/1

1:00 pm-10:35 pm

1 stop7h 35m

$572

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

Wed 4/1

1:00 pm-10:35 pm

1 stop7h 35m

$618

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Wed 3/11

11:50 am-10:42 am

2 stops24h 52m

San José Juan Santamaria Intl

Wed 3/18

11:38 am-3:49 pm

1 stop26h 11m

$621

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Tue 3/31

7:10 am-11:56 am

1 stop6h 46m

San José Juan Santamaria Intl

Fri 4/3

1:00 pm-10:35 pm

1 stop7h 35m

$627

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/24

Showing 1-10 of 13 results
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Best time to book a flight from Islip to Costa Rica

Have a flexible travel schedule? Discover the best time to fly to Costa Rica 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 Costa Rica

What is the cheapest month to book a flight from Islip, New York to Costa Rica?

Currently, November is the cheapest month in which you can book a flight from Islip, New York to Costa Rica (average of $122). Flying from Islip, New York to Costa Rica 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 Costa Rica. 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 Costa Rica?

    Most people fly from Islip Long Island (ISP) if they book a flight from Islip to Costa Rica. Islip Long Island is conveniently located just 7.2 mi from Islip’s city center.

  • How long is the flight from Islip, New York to Costa Rica?

    Departing from Islip, New York to Costa Rica will take you 14h 30m. Airlines will cover a distance of 2232 mi.

  • Can I find deals for flights from Islip to Costa Rica that include hotel bookings?

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

  • How can I find direct flights from Islip to Costa Rica?

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

  • Can I find deals for business class flights from Islip to Costa Rica?

    Yes. Cheapflights offers flight deals from Islip to Costa Rica 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 Costa Rica?

    Currently, November is the cheapest month in which you can book a flight from Islip, New York to Costa Rica (average of $122). Flying from Islip, New York to Costa Rica 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Islip to Costa Rica

See prices for flight routes from nearby airports that may be better suited for you.
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