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$278+ 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJO
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Find 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 October 29, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Thu 11/136:37 pmISP - SJO
2 stops18h 48mMultiple Airlines
Thu 11/2011:24 amSJO - ISP
1 stop22h 13mMultiple Airlines
Deal found 10/27$278
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Tue 11/116:27 pmISP - SJO
2 stops18h 58mMultiple Airlines
Tue 11/1812:34 pmSJO - ISP
1 stop21h 03mMultiple Airlines
Deal found 10/27$296
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Sun 11/98:57 pmISP - SJO
2 stops40h 28mMultiple Airlines
Tue 11/1812:34 pmSJO - ISP
1 stop21h 03mMultiple Airlines
Deal found 10/27$320
This Trip.com deal was found by Cheapflights users on 10/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/116:27 pmISP - SJO
2 stops18h 58mMultiple Airlines
Tue 11/2511:24 amSJO - ISP
1 stop21h 54mMultiple Airlines
Deal found 10/27$321
This Trip.com deal was found by Cheapflights users on 10/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2010:02 amISP - SJO
1 stop25h 17mMultiple Airlines
Thu 11/2711:24 amSJO - ISP
1 stop22h 13mMultiple Airlines
Deal found 10/27$329
This Expedia deal was found by Cheapflights users on 10/28. 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.
Fri 12/1211:50 amISP - LIR
1 stop24h 20mJetBlue
Fri 12/192:00 pmLIR - ISP
1 stop27h 55mJetBlue
Deal found 10/28$656
This Ovago deal was found by Cheapflights users on 10/27. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/277:50 pmISP - LIR
1 stop18h 05mJetBlue
Sat 1/312:15 pmLIR - ISP
1 stop10h 35mJetBlue
Deal found 10/27$2,276

Cheap 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 October 29, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$278
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$337
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. 10% potential increase in price ($55 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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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 October 29, 2025.
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

Thu 11/13

6:37 pm-12:25 pm

2 stops18h 48m

San José Juan Santamaria Intl

Thu 11/20

11:24 am-10:37 am

1 stop22h 13m

$278

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Tue 11/11

6:27 pm-11:39 am

1 stop18h 12m

San José Juan Santamaria Intl

Tue 11/18

12:34 pm-10:37 am

1 stop21h 03m

$319

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Sun 11/9

8:57 pm-12:25 pm

2 stops40h 28m

San José Juan Santamaria Intl

Tue 11/18

12:34 pm-10:37 am

1 stop21h 03m

$320

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Tue 11/11

6:27 pm-12:25 pm

2 stops18h 58m

San José Juan Santamaria Intl

Tue 11/25

11:24 am-10:18 am

1 stop21h 54m

$321

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Thu 11/20

10:02 am-12:15 pm

2 stops27h 13m

San José Juan Santamaria Intl

Thu 11/27

11:24 am-10:37 am

1 stop22h 13m

$332

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Wed 1/21

9:40 am-4:24 pm

1 stop7h 44m

San José Juan Santamaria Intl

Sun 1/25

5:30 pm-8:55 am

1 stop14h 25m

$336

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Sun 1/11

3:34 pm-11:27 am

1 stop20h 53m

San José Juan Santamaria Intl

Sat 1/17

2:58 pm-2:43 pm

2 stops22h 45m

$472

IslipSan José

ISP - SJO

ISPSJO

Islip Long Island

Thu 11/13

1:45 pm-12:56 pm

1 stop24h 11m

San José Juan Santamaria Intl

Thu 11/20

12:10 pm-9:45 am

1 stop20h 35m

$503

IslipLiberia

ISP - LIR

ISPLIR

Islip Long Island

Fri 12/12

11:50 am-11:10 am

1 stop24h 20m

Liberia

Fri 12/19

2:00 pm-6:55 pm

1 stop27h 55m

$656

IslipLiberia

ISP - LIR

ISPLIR

Islip Long Island

Sat 12/27

7:50 pm-12:55 pm

1 stop18h 05m

Liberia

Sat 1/3

12:15 pm-11:50 pm

1 stop10h 35m

$2,276

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 18 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 $133). 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 24h 20m. Airlines will cover a distance of 2219 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 $133). 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

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