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Stewart

$202+ 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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — SWF
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
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 agosto 14, 2025.

Round-trip from

$298
(Kiwi.com)

One-way from

$202
(Kiwi.com)

Popular in

April

Cheapest in

May

Average price

$359
From Costa Rica to New Windsor Stewart
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One-way flight from Costa Rica to New Windsor Stewart
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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Costa Rica to Stewart

Cheapest flights from Costa Rica to Stewart
Explore the most affordable flight options available from Costa Rica to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on agosto 14, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
dom. 8/2412:18 pmSJO - SWF
1 stop26h 28mMultiple Airlines
vie. 8/291:55 pmSWF - SJO
1 stop23h 17mMultiple Airlines
Deal found 8/12$298
This Mytrip deal was found by Cheapflights users on 8/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/211:37 amSJO - SWF
2 stops21h 44mMultiple Airlines
lun. 10/611:01 amSWF - SJO
2 stops25h 26mMultiple Airlines
Deal found 8/12$314
This Mytrip deal was found by Cheapflights users on 8/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/2311:37 amSJO - SWF
2 stops21h 04mMultiple Airlines
lun. 10/273:01 pmSWF - SJO
2 stops21h 41mMultiple Airlines
Deal found 8/11$328
This Mytrip deal was found by Cheapflights users on 8/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/1611:37 amSJO - SWF
2 stops21h 04mMultiple Airlines
lun. 10/2011:01 amSWF - SJO
3 stops25h 41mMultiple Airlines
Deal found 8/12$353
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
jue. 8/1412:18 pmSJO - SWF
1 stop28h 29mMultiple Airlines
lun. 8/187:37 pmSWF - SJO
1 stop17h 35mMultiple Airlines
Deal found 8/14$525
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
dom. 12/71:16 amSJO - SWF
1 stop9h 21mMultiple Airlines
vie. 12/1212:27 pmSWF - SJO
1 stop12h 54mMultiple Airlines
Deal found 8/14$633
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
dom. 12/141:16 amSJO - SWF
1 stop9h 21mMultiple Airlines
vie. 12/196:56 pmSWF - SJO
1 stop30h 25mMultiple Airlines
Deal found 8/14$749
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
jue. 8/141:40 amSJO - SWF
2 stops15h 07mMultiple Airlines
lun. 8/187:37 pmSWF - SJO
1 stop17h 35mMultiple Airlines
Deal found 8/12$806

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 agosto 14, 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

dom. 8/24

12:18 pm-4:46 pm

1 stop26h 28m

New Windsor Stewart

vie. 8/29

1:55 pm-11:12 am

1 stop23h 17m

$298

San JoséNew Windsor

SJO - SWF

SJOSWF

San José Juan Santamaria Intl

jue. 10/23

7:30 am-10:41 am

2 stops25h 11m

New Windsor Stewart

lun. 10/27

3:01 pm-10:41 am

2 stops21h 40m

$322

San JoséNew Windsor

SJO - SWF

SJOSWF

San José Juan Santamaria Intl

dom. 12/7

1:16 am-11:37 am

1 stop9h 21m

New Windsor Stewart

vie. 12/12

12:27 pm-12:21 am

1 stop12h 54m

$633

San JoséNew Windsor

SJO - SWF

SJOSWF

San José Juan Santamaria Intl

dom. 12/14

1:16 am-11:37 am

1 stop9h 21m

New Windsor Stewart

vie. 12/19

6:56 pm-12:21 am

1 stop30h 25m

$749

San JoséNew Windsor

SJO - SWF

SJOSWF

San José Juan Santamaria Intl

dom. 12/14

1:16 am-11:37 am

1 stop9h 21m

New Windsor Stewart

lun. 12/22

8:25 pm-12:14 pm

1 stop16h 49m

$912

San JoséNew Windsor

SJO - SWF

SJOSWF

San José Juan Santamaria Intl

dom. 8/24

12:18 pm-4:46 pm

1 stop26h 28m

$202

San JoséNew Windsor

SJO - SWF

SJOSWF

San José Juan Santamaria Intl

dom. 10/12

12:35 pm-10:11 am

1 stop19h 36m

$211

San JoséNew Windsor

SJO - SWF

SJOSWF

San José Juan Santamaria Intl

jue. 8/21

12:18 pm-4:46 pm

1 stop26h 28m

$215

San JoséNew Windsor

SJO - SWF

SJOSWF

San José Juan Santamaria Intl

dom. 11/9

1:19 pm-11:11 am

1 stop20h 52m

$217

San JoséNew Windsor

SJO - SWF

SJOSWF

San José Juan Santamaria Intl

sáb. 10/18

5:55 pm-10:11 am

2 stops38h 16m

$223

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 23 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, October is the cheapest month in which you can book a flight from Costa Rica to New Windsor (average of $109). Flying from Costa Rica to New Windsor in December is currently the most expensive (average of $202). 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, October is the cheapest month in which you can book a flight from Costa Rica to New Windsor (average of $109). Flying from Costa Rica to New Windsor in December is currently the most expensive (average of $202). 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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