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Costa Rica

$241+ Cheap flights from Westchester County 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SJO
Jan 20 — Jan 271
Tue 1/20
Tue 1/27
1 adult, Economy
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Cheap flight deals from Westchester County to Costa Rica

Cheapest flights from Westchester County to Costa Rica
Explore the most affordable flight options available from Westchester County to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 21, 2025.

This JetBlue deal was found by Cheapflights users on 12/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/239:20 pmHPN - SJO
1 stop12h 18mJetBlue
Mon 12/299:38 amSJO - HPN
1 stop9h 47mJetBlue
Deal found 12/20$350
This JetBlue deal was found by Cheapflights users on 12/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/239:20 pmHPN - SJO
1 stop12h 18mJetBlue
Sat 12/2710:00 amSJO - HPN
1 stop11h 00mJetBlue
Deal found 12/20$552
This JetBlue deal was found by Cheapflights users on 12/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/239:20 pmHPN - SJO
1 stop12h 18mJetBlue
Tue 12/3010:00 amSJO - HPN
1 stop11h 00mJetBlue
Deal found 12/20$568
This JetBlue deal was found by Cheapflights users on 12/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/239:20 pmHPN - SJO
1 stop12h 18mJetBlue
Fri 12/2610:00 amSJO - HPN
1 stop8h 55mJetBlue
Deal found 12/20$576
This JetBlue deal was found by Cheapflights users on 12/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/239:20 pmHPN - SJO
1 stop12h 18mJetBlue
Sun 12/2810:00 amSJO - HPN
1 stop8h 55mJetBlue
Deal found 12/20$580
This JetBlue deal was found by Cheapflights users on 12/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:30 amHPN - SJO
1 stop7h 31mJetBlue
Mon 12/299:38 amSJO - HPN
1 stop9h 47mJetBlue
Deal found 12/20$604
This Gurufare deal was found by Cheapflights users on 12/21. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/224:30 pmHPN - SJO
2 stops20h 59mGOL
Fri 1/211:32 amSJO - HPN
2 stops20h 57mGOL
Deal found 12/21$677
This Delta deal was found by Cheapflights users on 12/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:55 pmHPN - SJO
1 stop28h 00mDelta
Sat 12/277:00 amSJO - HPN
1 stop14h 09mDelta
Deal found 12/20$717
This JetBlue deal was found by Cheapflights users on 12/18. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:30 amHPN - SJO
1 stop10h 56mJetBlue
Fri 12/2610:00 amSJO - HPN
1 stop11h 00mJetBlue
Deal found 12/18$721
This Delta deal was found by Cheapflights users on 12/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:55 pmHPN - SJO
1 stop28h 00mDelta
Fri 12/267:00 amSJO - HPN
1 stop14h 09mDelta
Deal found 12/20$766
This Delta deal was found by Cheapflights users on 12/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/216:55 pmHPN - SJO
1 stop28h 00mDelta
Sat 12/277:00 amSJO - HPN
1 stop10h 15mDelta
Deal found 12/20$796
This JetBlue deal was found by Cheapflights users on 12/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/209:20 pmHPN - SJO
1 stop12h 18mJetBlue
Tue 12/3010:00 amSJO - HPN
1 stop11h 00mJetBlue
Deal found 12/19$804

Find flight deals from Westchester County to Costa Rica

Keep the following information in mind while searching for Westchester County to Costa Rica flight deals. Data was last updated December 21, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$241
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$657
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 Westchester County to Costa Rica
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Westchester County 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 December 21, 2025.
Use the filters below to find and compare flights from Westchester County to Costa Rica that are best for you.

Fly from

Westchester County

Fly to

Costa Rica

Route

Depart

Return

Price

White PlainsSan José

HPN - SJO

HPNSJO

White Plains Westchester County

Wed 2/25

6:55 pm-12:23 pm

2 stops18h 28m

San José Juan Santamaria Intl

Wed 3/4

1:25 pm-9:29 am

2 stops19h 04m

$241

White PlainsLiberia

HPN - LIR

HPNLIR

White Plains Westchester County

Sun 3/1

5:16 pm-12:27 pm

2 stops20h 11m

Liberia

Sun 3/8

2:30 pm-11:00 pm

2 stops30h 30m

$318

White PlainsLiberia

HPN - LIR

HPNLIR

White Plains Westchester County

Sat 1/10

6:00 am-12:50 pm

1 stop7h 50m

Liberia

Thu 1/22

3:05 pm-9:48 am

1 stop17h 43m

$325

White PlainsLiberia

HPN - LIR

HPNLIR

White Plains Westchester County

Tue 1/13

6:00 am-1:50 pm

1 stop8h 50m

Liberia

Wed 1/21

3:05 pm-9:48 am

1 stop17h 43m

$325

White PlainsLiberia

HPN - LIR

HPNLIR

White Plains Westchester County

Fri 1/9

5:12 pm-11:15 am

1 stop19h 03m

Liberia

Thu 1/22

3:05 pm-9:48 am

1 stop17h 43m

$325

White PlainsLiberia

HPN - LIR

HPNLIR

White Plains Westchester County

Sun 1/11

6:00 am-12:50 pm

1 stop7h 50m

Liberia

Wed 1/21

3:05 pm-9:48 am

1 stop17h 43m

$325

White PlainsLiberia

HPN - LIR

HPNLIR

White Plains Westchester County

Fri 1/9

6:40 pm-12:30 pm

2 stops18h 50m

Liberia

Fri 1/23

1:46 pm-1:00 pm

1 stop22h 14m

$326

White PlainsLiberia

HPN - LIR

HPNLIR

White Plains Westchester County

Fri 1/9

6:40 pm-12:37 pm

1 stop18h 57m

Liberia

Mon 1/26

3:13 pm-6:08 pm

2 stops25h 55m

$326

White PlainsLiberia

HPN - LIR

HPNLIR

White Plains Westchester County

Sun 1/11

6:40 pm-2:14 pm

2 stops20h 34m

Liberia

Sat 1/24

1:46 pm-9:29 am

2 stops18h 43m

$326

White PlainsLiberia

HPN - LIR

HPNLIR

White Plains Westchester County

Thu 1/8

12:59 pm-1:30 pm

2 stops25h 31m

Liberia

Wed 1/21

3:05 pm-9:48 am

1 stop17h 43m

$329

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/19

Showing 1-10 of 25 results
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Best time to book a flight from Westchester County to Costa Rica

Have a flexible travel schedule? Discover the best time to fly to Costa Rica from Westchester County 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 Westchester County to Costa Rica
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Costa Rica

Get insights into the airlines that provide service to Costa Rica. 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 Costa Rica. Reviews last updated December 21, 2025.
See what other customers who have flown with American Airlines from Westchester County to Costa Rica have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,050 reviews

Overall

7.2

Boarding

7.5

Food

6.5

Crew

8.0

Comfort

7.2

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,050 reviews
American Airlines
7.2
Good
11,050 reviews

Overall

7.2

Boarding

7.5

Food

6.5

Crew

8.0

Comfort

7.2

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

Related info for your journey

Find useful and relevant information for your journey from Westchester County to Costa Rica. 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 Westchester County to Costa Rica?

    Departing from Westchester County to Costa Rica will take you 7h 50m. The distance between Westchester County and Costa Rica is about 2224 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Westchester County 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.

See more FAQs

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Alternative routes for Westchester County to Costa Rica

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Westchester County to Costa Rica

Discover the top airline that operate flights from Westchester County to Costa Rica. 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 December 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$343Average$708FlexibilityNo cancel feeOn-time71%

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