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Costa Rica

$352+ 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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SJO
May 10 — May 171
Sat 5/10
Sat 5/17
1 adult, Economy
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Cheap 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 May 5, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$352
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$393
Provider with most accurate pricing for New York (NYC)-San José Juan Santamaria Intl flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-San José Juan Santamaria Intl flights.
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From Westchester County to Costa Rica
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Highest demand for flights based on searches. 9% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Find 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 May 5, 2025.

This American Airlines deal was found by Cheapflights users on 5/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/317:59 amHPN - SJO
1 stop7h 16mAmerican Airlines
Sat 9/62:20 pmSJO - HPN
2 stops18h 57mAmerican Airlines
Deal found 5/3$352
This American Airlines deal was found by Cheapflights users on 5/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/121:35 pmHPN - LIR
2 stops25h 45mAmerican Airlines
Thu 6/263:40 pmLIR - HPN
2 stops28h 17mAmerican Airlines
Deal found 5/4$384
This JetBlue deal was found by Cheapflights users on 5/5. 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 5/166:35 amHPN - SJO
1 stop7h 20mJetBlue
Fri 5/231:00 pmSJO - HPN
1 stop8h 00mJetBlue
Deal found 5/5$459
This Delta deal was found by Cheapflights users on 5/3. 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.
Sat 8/306:00 amHPN - SJO
1 stop7h 48mDelta
Fri 9/51:08 pmSJO - HPN
2 stops25h 24mDelta
Deal found 5/3$657
This Delta deal was found by Cheapflights users on 5/4. 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 6/156:00 amHPN - LIR
1 stop8h 00mDelta
Sat 6/282:40 pmLIR - HPN
1 stop17h 07mDelta
Deal found 5/4$750
This Ovago deal was found by Cheapflights users on 5/5. 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.
Wed 6/1110:27 amHPN - SJO
2 stops31h 08mLATAM Airlines
Wed 6/185:00 pmSJO - HPN
2 stops17h 04mLATAM Airlines
Deal found 5/5$2,030
This WestJet deal was found by Cheapflights users on 5/5. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/2612:59 pmHPN - LIR
2 stops25h 25mWestJet
Sun 6/11:25 pmLIR - HPN
2 stops30h 47mWestJet
Deal found 5/5$3,045

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 May 5, 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

Sun 8/31

7:59 am-1:15 pm

1 stop7h 16m

San José Juan Santamaria Intl

Sat 9/6

2:20 pm-11:17 am

2 stops18h 57m

$352

White PlainsLiberia

HPN - LIR

HPNLIR

White Plains Westchester County

Thu 6/12

1:35 pm-1:20 pm

2 stops25h 45m

Liberia

Thu 6/26

3:40 pm-9:57 pm

2 stops28h 17m

$384

White PlainsSan José

HPN - SJO

HPNSJO

White Plains Westchester County

Fri 5/16

6:35 am-11:55 am

1 stop7h 20m

San José Juan Santamaria Intl

Fri 5/23

1:00 pm-11:00 pm

1 stop8h 00m

$459

White PlainsSan José

HPN - SJO

HPNSJO

White Plains Westchester County

Sat 8/30

6:00 am-11:48 am

1 stop7h 48m

San José Juan Santamaria Intl

Fri 9/5

1:08 pm-4:32 pm

2 stops25h 24m

$657

White PlainsLiberia

HPN - LIR

HPNLIR

White Plains Westchester County

Sun 6/15

6:00 am-12:00 pm

1 stop8h 00m

Liberia

Sat 6/28

2:40 pm-9:47 am

1 stop17h 07m

$750

White PlainsSan José

HPN - SJO

HPNSJO

White Plains Westchester County

Wed 6/11

10:27 am-3:35 pm

2 stops31h 08m

San José Juan Santamaria Intl

Wed 6/18

5:00 pm-12:04 pm

2 stops17h 04m

$2,030

White PlainsLiberia

HPN - LIR

HPNLIR

White Plains Westchester County

Mon 5/26

12:59 pm-12:24 pm

2 stops25h 25m

Liberia

Sun 6/1

1:25 pm-10:12 pm

2 stops30h 47m

$3,045

White PlainsLiberia

HPN - LIR

HPNLIR

White Plains Westchester County

Sun 7/6

12:49 pm-12:24 pm

2 stops25h 35m

$1,401

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/5

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

Rainfall in Costa Rica by month

Plan your trip to Costa Rica by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Costa Rica ranges from 0.0 - 11.8 inches per month. September is typically the wettest month, when rainfall can reach 11.8 in. February is typically the driest time to visit Costa Rica when rainfall is around 0.0 in.

Temperature in Costa Rica by month

Plan your trip to Costa Rica by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Costa Rica, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 64.4 F).

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 May 5, 2025.
Read reviews from past customers who have flown Delta, LATAM Airlines and JetBlue from Westchester County to Costa Rica. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,941 reviews

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
8.0
Very good
7,941 reviews
Delta
8.0
Very good
7,941 reviews

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
LATAM Airlines
7.5
Good
1,769 reviews
Delta
8.0
Very good
7,941 reviews

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
JetBlue
7.3
Good
2,921 reviews
Delta
8.0
Very good
7,941 reviews

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,941 reviews

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
WestJet
7.2
Good
2,829 reviews
Delta
8.0
Very good
7,941 reviews

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

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.

  • 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.

  • What is the cheapest month to book a flight from Westchester County to Costa Rica?

    Currently, September is the cheapest month in which you can book a flight from Westchester County to Costa Rica (average of $398). Flying from Westchester County to Costa Rica in March is currently the most expensive (average of $555). 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 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 2 airlines flying from Westchester County to Costa Rica

Discover the top 2 airlines 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 May 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$340Average$516FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$343Average$590FlexibilityNo cancel feeOn-time71%

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