$231+ Cheap flights from New Windsor (SWF) to Costa Rica
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 8/1. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — SJO
Jul 12 — Jul 191
Round-trip
1 adult, Economy
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Best
Last-minute
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Cheapest flights from Stewart to Costa RicaExplore the most affordable flight options available from Stewart to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2026.
Explore the most affordable flight options available from Stewart to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 8/112:05 pm
SWF
- SJO
2 stops22h 15m
Multiple Airlines
Sat 8/159:45 am
SJO
- SWF
1 stop22h 08m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$571
This Kiwi.com deal was found by Cheapflights users on 6/7. 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.
Mon 8/245:39 pm
SWF
- SJO
1 stop23h 32m
Multiple Airlines
Mon 8/317:07 am
SJO
- SWF
1 stop26h 01m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$624
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 8/112:05 pm
SWF
- SJO
2 stops22h 15m
Multiple Airlines
Mon 8/107:07 am
SJO
- SWF
1 stop26h 01m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$665
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 7/412:05 pm
SWF
- SJO
2 stops22h 15m
Multiple Airlines
Wed 7/227:07 am
SJO
- SWF
1 stop24h 46m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$703
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2212:05 pm
SWF
- SJO
2 stops22h 15m
Multiple Airlines
Sat 8/159:45 am
SJO
- SWF
1 stop22h 08m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$790
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Mon 6/1512:17 pm
SWF
- SJO
2 stops28h 54m
Multiple Airlines
Sat 6/207:07 am
SJO
- SWF
1 stop23h 51m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$1,000
This Kiwi.com deal was found by Cheapflights users on 6/7. 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.
Fri 12/256:41 pm
SWF
- SJO
1 stop14h 49m
Multiple Airlines
Sat 1/27:00 am
SJO
- SWF
1 stop10h 56m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$1,476
Best flights from Stewart to Costa RicaDiscover carefully curated flight deals from Stewart to Costa Rica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 12, 2026.
Discover carefully curated flight deals from Stewart to Costa Rica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 8/112:05 pm
SWF
- SJO
2 stops22h 15m
Multiple Airlines
Sat 8/159:45 am
SJO
- SWF
1 stop22h 08m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$571
This Kiwi.com deal was found by Cheapflights users on 6/7. 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.
Mon 8/245:39 pm
SWF
- SJO
1 stop23h 32m
Multiple Airlines
Mon 8/317:07 am
SJO
- SWF
1 stop26h 01m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$624
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 8/112:05 pm
SWF
- SJO
2 stops22h 15m
Multiple Airlines
Mon 8/107:07 am
SJO
- SWF
1 stop26h 01m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$665
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 8/2511:48 am
SWF
- SJO
1 stop29h 23m
Multiple Airlines
Mon 8/317:07 am
SJO
- SWF
1 stop26h 01m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$665
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 7/412:05 pm
SWF
- SJO
2 stops22h 15m
Multiple Airlines
Wed 7/227:07 am
SJO
- SWF
1 stop24h 46m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$703
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2212:05 pm
SWF
- SJO
2 stops22h 15m
Multiple Airlines
Sat 8/159:45 am
SJO
- SWF
1 stop22h 08m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$790
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Mon 6/1512:17 pm
SWF
- SJO
2 stops28h 54m
Multiple Airlines
Sat 6/207:07 am
SJO
- SWF
1 stop23h 51m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$1,000
Last-minute flights from Stewart to Costa RicaDiscover last-minute flight deals from Stewart to Costa Rica. Data last updated June 12, 2026 and is based on user searches.
Discover last-minute flight deals from Stewart to Costa Rica. Data last updated June 12, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Mon 6/1512:17 pm
SWF
- SJO
2 stops28h 54m
Multiple Airlines
Sat 6/207:07 am
SJO
- SWF
1 stop23h 51m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$1,000
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 7/412:05 pm
SWF
- SJO
2 stops22h 15m
Multiple Airlines
Wed 7/227:07 am
SJO
- SWF
1 stop24h 46m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$703
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2212:05 pm
SWF
- SJO
2 stops22h 15m
Multiple Airlines
Sat 8/159:45 am
SJO
- SWF
1 stop22h 08m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$790
One-way flights from Stewart to Costa RicaSearch for one-way flight options from Stewart to Costa Rica. Find affordable one-way fares based on user searches. Data last updated June 12, 2026.
Search for one-way flight options from Stewart to Costa Rica. Find affordable one-way fares based on user searches. Data last updated June 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/112:05 pm
SWF
- SJO
2 stops22h 15m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 6/2012:05 pm
SWF
- SJO
2 stops22h 15m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 8/812:05 pm
SWF
- SJO
2 stops22h 15m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 7/46:44 pm
SWF
- SJO
1 stop15h 36m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/2512:05 pm
SWF
- SJO
2 stops22h 15m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2511:48 am
SWF
- LIR
2 stops26h 37m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$403
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/112:05 pm
SWF
- LIR
3 stops25h 45m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$408
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 8/1512:05 pm
SWF
- LIR
3 stops25h 45m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$427
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 8/127:58 pm
SWF
- LIR
2 stops18h 27m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$458
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 10/2910:56 am
SWF
- LIR
2 stops28h 33m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$463
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 8/411:48 am
SWF
- LIR
2 stops26h 37m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$471
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 8/512:05 pm
SWF
- LIR
3 stops26h 20m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$494
Find flight deals from Stewart to Costa Rica
Keep the following information in mind while searching for Stewart to Costa Rica flight deals. Data was last updated June 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $571 (Kiwi.com) |
One-way from | $231 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $509 |
Cheapflights Fare Finder
Customize your flight search to find flights from Stewart 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 June 12, 2026.
Use the filters below to find and compare flights from New Windsor to Costa Rica that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
New WindsorSan José
SWF - SJO
SWFSJO
New Windsor Stewart
Sat 8/1
12:05 pm-8:20 am
2 stops22h 15m
San José Juan Santamaria Intl
Sat 8/15
9:45 am-9:53 am
1 stop22h 08m
$571
New WindsorSan José
SWF - SJO
SWFSJO
New Windsor Stewart
Mon 8/24
5:39 pm-3:11 pm
1 stop23h 32m
San José Juan Santamaria Intl
Mon 8/31
7:07 am-11:08 am
1 stop26h 01m
$624
New WindsorSan José
SWF - SJO
SWFSJO
New Windsor Stewart
Sat 8/1
12:05 pm-8:20 am
2 stops22h 15m
San José Juan Santamaria Intl
Mon 8/10
7:07 am-11:08 am
1 stop26h 01m
$665
New WindsorSan José
SWF - SJO
SWFSJO
New Windsor Stewart
Tue 8/25
11:48 am-3:11 pm
1 stop29h 23m
San José Juan Santamaria Intl
Mon 8/31
7:07 am-11:08 am
1 stop26h 01m
$665
New WindsorSan José
SWF - SJO
SWFSJO
New Windsor Stewart
Sat 7/4
12:05 pm-8:20 am
2 stops22h 15m
San José Juan Santamaria Intl
Wed 7/22
7:07 am-9:53 am
1 stop24h 46m
$703
New WindsorSan José
SWF - SJO
SWFSJO
New Windsor Stewart
Wed 7/22
12:05 pm-8:20 am
2 stops22h 15m
San José Juan Santamaria Intl
Sat 8/15
9:45 am-9:53 am
1 stop22h 08m
$790
New WindsorSan José
SWF - SJO
SWFSJO
New Windsor Stewart
Mon 6/15
12:17 pm-3:11 pm
2 stops28h 54m
San José Juan Santamaria Intl
Sat 6/20
7:07 am-8:58 am
1 stop23h 51m
$1,000
Cheapest one-way
New WindsorSan José
SWF - SJO
SWFSJO
New Windsor Stewart
Sat 7/25
12:05 pm-8:20 am
2 stops22h 15m
$275
New WindsorSan José
SWF - SJO
SWFSJO
New Windsor Stewart
Sat 9/5
12:05 pm-3:11 pm
2 stops29h 06m
$319
New WindsorSan José
SWF - SJO
SWFSJO
New Windsor Stewart
Thu 7/30
10:33 am-3:11 pm
1 stop30h 38m
$345
Showing 1-10 of 28 resultsSorted by cheapest first
Best time to book a flight from Stewart to Costa Rica
Have a flexible travel schedule? Discover the best time to fly to Costa Rica from Stewart with our price prediction graph.
SWF-SJO
SWF-LIR
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 New Windsor to Costa Rica
SWF-CR0
SWF-SJO
SWF-LIR
No data available for this route at this time. Please check back soon.
Related info for your journey
Find useful and relevant information for your journey from Stewart to Costa Rica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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