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Stewart

$146+ Cheap flights from Costa Rica to New Windsor (SWF)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — SWF
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
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Cheap flight deals from Costa Rica to Stewart

Keep the following information in mind while searching for Costa Rica to Stewart flight deals. Data was last updated November 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Popular in

April

Cheapest in

October

Average price

$295
Provider with most accurate pricing for San José Juan Santamaria Intl-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for San José Juan Santamaria Intl-New York (NYC) flights.
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Highest demand for flights based on searches. 4% potential increase in price ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Costa Rica to Stewart

One-way flights from Costa Rica to Stewart
Search for one-way flight options from Costa Rica to Stewart. Find affordable one-way fares based on user searches. Data last updated November 26, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/111:31 pmSJO - SWF
1 stop21h 06mMultiple Airlines
Deal found 11/25$146
This Kiwi.com deal was found by Cheapflights users on 11/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/181:31 pmSJO - SWF
1 stop27h 35mMultiple Airlines
Deal found 11/25$156
This Kiwi.com deal was found by Cheapflights users on 11/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/141:31 pmSJO - SWF
1 stop21h 06mMultiple Airlines
Deal found 11/25$165
This Kiwi.com deal was found by Cheapflights users on 11/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/181:30 pmSJO - SWF
1 stop19h 49mMultiple Airlines
Deal found 11/25$171
This Kiwi.com deal was found by Cheapflights users on 11/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/251:31 pmSJO - SWF
1 stop20h 31mMultiple Airlines
Deal found 11/25$187
This Kiwi.com deal was found by Cheapflights users on 11/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/41:31 pmSJO - SWF
1 stop18h 53mMultiple Airlines
Deal found 11/25$189
This Kiwi.com deal was found by Cheapflights users on 11/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/151:30 pmSJO - SWF
1 stop19h 49mMultiple Airlines
Deal found 11/25$193
This Kiwi.com deal was found by Cheapflights users on 11/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/251:31 pmSJO - SWF
1 stop20h 36mMultiple Airlines
Deal found 11/25$195
This Kiwi.com deal was found by Cheapflights users on 11/23. 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 12/176:40 pmLIR - SWF
2 stops46h 26mMultiple Airlines
Deal found 11/23$307
This Kiwi.com deal was found by Cheapflights users on 11/24. 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.
Sat 1/316:40 pmLIR - SWF
2 stops38h 39mMultiple Airlines
Deal found 11/24$319
This Kiwi.com deal was found by Cheapflights users on 11/24. 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.
Sat 1/246:40 pmLIR - SWF
2 stops38h 39mMultiple Airlines
Deal found 11/24$323
This Kiwi.com deal was found by Cheapflights users on 11/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/73:20 pmLIR - SWF
2 stops41h 59mMultiple Airlines
Deal found 11/25$333

Cheapflights Fare Finder

 
Customize your flight search to find flights from Costa Rica to Stewart 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 November 26, 2025.
Use the filters below to find and compare flights from Costa Rica to New Windsor that are best for you.

Fly from

Costa Rica

Fly to

Stewart

Route

Depart

Return

Price

San JoséNew Windsor

SJO - SWF

SJOSWF

San José Juan Santamaria Intl

Thu 12/11

1:31 pm-11:37 am

1 stop21h 06m

$146

San JoséNew Windsor

SJO - SWF

SJOSWF

San José Juan Santamaria Intl

Sun 12/14

1:31 pm-11:37 am

1 stop21h 06m

$165

San JoséNew Windsor

SJO - SWF

SJOSWF

San José Juan Santamaria Intl

Sun 1/18

1:30 pm-10:19 am

1 stop19h 49m

$171

San JoséNew Windsor

SJO - SWF

SJOSWF

San José Juan Santamaria Intl

Wed 2/25

1:31 pm-11:02 am

1 stop20h 31m

$187

San JoséNew Windsor

SJO - SWF

SJOSWF

San José Juan Santamaria Intl

Wed 3/4

1:31 pm-9:24 am

1 stop18h 53m

$189

San JoséNew Windsor

SJO - SWF

SJOSWF

San José Juan Santamaria Intl

Thu 1/15

1:30 pm-10:19 am

1 stop19h 49m

$193

San JoséNew Windsor

SJO - SWF

SJOSWF

San José Juan Santamaria Intl

Fri 12/19

12:39 pm-8:55 am

1 stop19h 16m

$201

San JoséNew Windsor

SJO - SWF

SJOSWF

San José Juan Santamaria Intl

Wed 1/14

12:33 pm-11:33 am

1 stop22h 00m

$206

San JoséNew Windsor

SJO - SWF

SJOSWF

San José Juan Santamaria Intl

Sun 12/28

1:31 pm-10:47 am

1 stop20h 16m

$211

San JoséNew Windsor

SJO - SWF

SJOSWF

San José Juan Santamaria Intl

Wed 12/10

12:39 pm-11:03 am

1 stop21h 24m

$213

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/25

Showing 1-10 of 19 results
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Best time to book a flight from Costa Rica to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Costa Rica 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 Costa Rica to New Windsor

What is the cheapest month to book a flight from Costa Rica to New Windsor?

Currently, February is the cheapest month in which you can book a flight from Costa Rica to New Windsor (average of $153). Flying from Costa Rica to New Windsor in August is currently the most expensive (average of $232). 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 Costa Rica to Stewart. 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 into for flights to New Windsor from Costa Rica?

    Located just 4.3 mi from the city center, New Windsor Stewart (SWF) is the airport most travelers will use when flying to New Windsor from Costa Rica.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Costa Rica to Stewart 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 Costa Rica to New Windsor?

    Currently, February is the cheapest month in which you can book a flight from Costa Rica to New Windsor (average of $153). Flying from Costa Rica to New Windsor in August is currently the most expensive (average of $232). 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 New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Kingston

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