$103+ Cheap flights from Westchester County 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 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SJO
Mar 7 — Mar 141
1 adult, Economy
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Find cheap flights from Westchester County to Costa Rica with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Westchester County to Costa Rica
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Cheapest flights from Westchester County to Costa RicaExplore 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 February 5, 2026.
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 February 5, 2026.
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Wed 3/186:54 pm
HPN
- SJO
2 stops18h 32m
American Airlines
Wed 3/2512:26 pm
SJO
- HPN
2 stops19h 03m
American Airlines
Deal found 2/1![American Airlines logo]()
$253
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Wed 2/46:40 pm
HPN
- SJO
2 stops19h 03m
American Airlines
Sun 2/84:02 pm
SJO
- HPN
2 stops17h 28m
American Airlines
Deal found 2/2![American Airlines logo]()
$292
This American Airlines deal was found by Cheapflights users on 2/4. 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 4/165:59 pm
HPN
- LIR
2 stops19h 25m
American Airlines
Mon 4/202:10 pm
LIR
- HPN
2 stops19h 17m
American Airlines
Deal found 2/4![American Airlines logo]()
$301
This American Airlines deal was found by Cheapflights users on 2/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/246:56 pm
HPN
- SJO
2 stops19h 03m
American Airlines
Thu 8/612:50 pm
SJO
- HPN
2 stops22h 15m
American Airlines
Deal found 2/5![American Airlines logo]()
$311
This Delta deal was found by Cheapflights users on 2/1. 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.
Thu 2/512:59 pm
HPN
- SJO
1 stop10h 16m
Delta
Thu 2/127:00 am
SJO
- HPN
1 stop14h 00m
Delta
Deal found 2/1![Delta logo]()
$317
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/156:54 pm
HPN
- SJO
2 stops16h 31m
American Airlines
Thu 3/196:00 am
SJO
- HPN
1 stop13h 59m
American Airlines
Deal found 2/2![American Airlines logo]()
$320
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Wed 4/226:59 pm
HPN
- SJO
2 stops18h 08m
American Airlines
Sun 4/2612:10 pm
SJO
- HPN
2 stops19h 19m
American Airlines
Deal found 2/3![American Airlines logo]()
$343
This American Airlines deal was found by Cheapflights users on 2/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/76:59 pm
HPN
- SJO
2 stops18h 51m
American Airlines
Sat 8/1512:50 pm
SJO
- HPN
2 stops22h 15m
American Airlines
Deal found 2/5![American Airlines logo]()
$353
This Delta deal was found by Cheapflights users on 2/3. 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.
Fri 2/66:00 am
HPN
- SJO
1 stop8h 00m
Delta
Sun 2/87:00 am
SJO
- HPN
1 stop14h 00m
Delta
Deal found 2/3![Delta logo]()
$355
This Gurufare deal was found by Cheapflights users on 2/3. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/66:00 am
HPN
- SJO
1 stop8h 00m
LATAM Airlines
Sun 2/87:00 am
SJO
- HPN
2 stops27h 58m
LATAM Airlines
Deal found 2/3![LATAM Airlines logo]()
$370
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Fri 3/206:54 pm
HPN
- SJO
2 stops18h 32m
American Airlines
Fri 3/2712:26 pm
SJO
- HPN
2 stops19h 03m
American Airlines
Deal found 2/3![American Airlines logo]()
$371
This KAYAK deal was found by Cheapflights users on 2/4. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1610:48 am
HPN
- LIR
1 stop27h 07m
JetBlue
Mon 4/201:00 pm
LIR
- HPN
1 stop18h 58m
JetBlue
Deal found 2/4![JetBlue logo]()
$466
Best flights from Westchester County to Costa RicaDiscover carefully curated flight deals from Westchester County to Costa Rica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 5, 2026.
Discover carefully curated flight deals from Westchester County to Costa Rica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 5, 2026.
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Wed 3/187:00 am
HPN
- SJO
1 stop14h 33m
American Airlines
Wed 3/2512:26 pm
SJO
- HPN
2 stops19h 03m
American Airlines
Deal found 2/1![American Airlines logo]()
$296
This Delta deal was found by Cheapflights users on 2/4. 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.
Tue 3/312:56 pm
HPN
- SJO
1 stop10h 06m
Delta
Tue 3/107:00 am
SJO
- HPN
1 stop13h 07m
Delta
Deal found 2/4![Delta logo]()
$404
This KAYAK deal was found by Cheapflights users on 2/4. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1610:48 am
HPN
- LIR
1 stop27h 07m
JetBlue
Mon 4/201:00 pm
LIR
- HPN
1 stop18h 58m
JetBlue
Deal found 2/4![JetBlue logo]()
$466
This American Airlines deal was found by Cheapflights users on 2/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/246:56 pm
HPN
- SJO
2 stops19h 03m
American Airlines
Thu 8/612:50 pm
SJO
- HPN
2 stops22h 15m
American Airlines
Deal found 2/5![American Airlines logo]()
$311
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/156:54 pm
HPN
- SJO
2 stops16h 31m
American Airlines
Thu 3/196:00 am
SJO
- HPN
1 stop13h 59m
American Airlines
Deal found 2/2![American Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 2/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2812:56 pm
HPN
- SJO
1 stop10h 06m
Delta
Tue 3/37:00 am
SJO
- HPN
1 stop14h 00m
Delta
Deal found 2/5![Delta logo]()
$442
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Fri 3/206:54 pm
HPN
- SJO
2 stops18h 32m
American Airlines
Fri 3/2712:26 pm
SJO
- HPN
2 stops19h 03m
American Airlines
Deal found 2/3![American Airlines logo]()
$371
This Delta deal was found by Cheapflights users on 2/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/2210:28 am
HPN
- SJO
1 stop12h 34m
Delta
Wed 2/257:00 am
SJO
- HPN
1 stop14h 00m
Delta
Deal found 2/5![Delta logo]()
$442
This KAYAK deal was found by Cheapflights users on 2/3. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/79:00 pm
HPN
- SJO
1 stop12h 53m
JetBlue
Wed 7/159:00 am
SJO
- HPN
1 stop11h 47m
JetBlue
Deal found 2/3![JetBlue logo]()
$501
This American Airlines deal was found by Cheapflights users on 2/4. 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 4/165:59 pm
HPN
- LIR
2 stops19h 25m
American Airlines
Mon 4/202:40 pm
LIR
- HPN
1 stop30h 12m
American Airlines
Deal found 2/4![American Airlines logo]()
$395
This Delta deal was found by Cheapflights users on 2/1. 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 2/216:00 am
HPN
- SJO
1 stop9h 21m
Delta
Wed 2/257:00 am
SJO
- HPN
1 stop14h 00m
Delta
Deal found 2/1![Delta logo]()
$464
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Wed 4/226:00 am
HPN
- SJO
1 stop9h 08m
American Airlines
Sun 4/266:30 am
SJO
- HPN
1 stop14h 22m
American Airlines
Deal found 2/3![American Airlines logo]()
$431
This Delta deal was found by Cheapflights users on 2/1. 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 2/2212:56 pm
HPN
- SJO
1 stop10h 06m
Delta
Thu 2/267:00 am
SJO
- HPN
1 stop14h 00m
Delta
Deal found 2/1![Delta logo]()
$501
This Delta deal was found by Cheapflights users on 2/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/112:56 pm
HPN
- SJO
1 stop10h 06m
Delta
Wed 3/47:00 am
SJO
- HPN
1 stop14h 00m
Delta
Deal found 2/5![Delta logo]()
$501
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Fri 3/206:54 pm
HPN
- LIR
2 stops18h 27m
American Airlines
Fri 3/272:29 pm
LIR
- HPN
2 stops20h 38m
American Airlines
Deal found 2/3![American Airlines logo]()
$590
This Delta deal was found by Cheapflights users on 2/4. 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 2/153:15 pm
HPN
- LIR
2 stops24h 00m
Delta
Thu 2/193:30 pm
LIR
- HPN
1 stop17h 13m
Delta
Deal found 2/4![Delta logo]()
$635
This Delta deal was found by Cheapflights users on 2/2. 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.
Tue 8/46:00 am
HPN
- LIR
1 stop7h 57m
Delta
Tue 8/181:25 pm
LIR
- HPN
1 stop18h 28m
Delta
Deal found 2/2![Delta logo]()
$652
This Delta deal was found by Cheapflights users on 2/2. 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 8/26:00 am
HPN
- LIR
1 stop7h 57m
Delta
Thu 8/201:25 pm
LIR
- HPN
1 stop18h 28m
Delta
Deal found 2/2![Delta logo]()
$652
This Delta deal was found by Cheapflights users on 2/2. 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.
Fri 7/316:00 am
HPN
- LIR
1 stop7h 57m
Delta
Mon 8/241:25 pm
LIR
- HPN
1 stop18h 28m
Delta
Deal found 2/2![Delta logo]()
$652
This Delta deal was found by Cheapflights users on 2/2. 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 8/36:00 am
HPN
- LIR
1 stop7h 57m
Delta
Wed 8/191:25 pm
LIR
- HPN
1 stop18h 28m
Delta
Deal found 2/2![Delta logo]()
$652
This Delta deal was found by Cheapflights users on 2/2. 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 8/26:00 am
HPN
- LIR
1 stop7h 57m
Delta
Mon 8/241:25 pm
LIR
- HPN
1 stop18h 28m
Delta
Deal found 2/2![Delta logo]()
$652
This Delta deal was found by Cheapflights users on 2/2. 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.
Tue 8/46:00 am
HPN
- LIR
1 stop7h 57m
Delta
Thu 8/201:25 pm
LIR
- HPN
1 stop18h 28m
Delta
Deal found 2/2![Delta logo]()
$652
This Delta deal was found by Cheapflights users on 2/2. 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 8/36:00 am
HPN
- LIR
1 stop7h 57m
Delta
Tue 8/181:25 pm
LIR
- HPN
1 stop18h 28m
Delta
Deal found 2/2![Delta logo]()
$652
Last-minute flights from Westchester County to Costa RicaDiscover last-minute flight deals from Westchester County to Costa Rica. Data last updated February 5, 2026 and is based on user searches.
Discover last-minute flight deals from Westchester County to Costa Rica. Data last updated February 5, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 2/1. 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.
Thu 2/512:59 pm
HPN
- SJO
1 stop10h 16m
Delta
Thu 2/127:00 am
SJO
- HPN
1 stop14h 00m
Delta
Deal found 2/1![Delta logo]()
$317
This KAYAK deal was found by Cheapflights users on 2/2. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/57:30 am
HPN
- SJO
1 stop9h 53m
JetBlue
Thu 2/121:15 pm
SJO
- HPN
1 stop8h 42m
JetBlue
Deal found 2/2![JetBlue logo]()
$410
This Delta deal was found by Cheapflights users on 2/4. 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.
Fri 2/66:00 am
HPN
- SJO
1 stop8h 00m
Delta
Sun 2/87:00 am
SJO
- HPN
1 stop14h 00m
Delta
Deal found 2/4![Delta logo]()
$355
This Gurufare deal was found by Cheapflights users on 2/3. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/66:00 am
HPN
- SJO
1 stop8h 00m
LATAM Airlines
Sun 2/87:00 am
SJO
- HPN
2 stops27h 58m
LATAM Airlines
Deal found 2/3![LATAM Airlines logo]()
$370
This Delta deal was found by Cheapflights users on 2/4. 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.
Sat 2/1412:36 pm
HPN
- LIR
2 stops25h 54m
Delta
Thu 2/193:30 pm
LIR
- HPN
1 stop17h 13m
Delta
Deal found 2/4![Delta logo]()
$576
This Delta deal was found by Cheapflights users on 2/4. 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.
Sat 2/1412:36 pm
HPN
- LIR
2 stops25h 54m
Delta
Tue 2/173:30 pm
LIR
- HPN
2 stops19h 26m
Delta
Deal found 2/4![Delta logo]()
$605
This Delta deal was found by Cheapflights users on 2/4. 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.
Tue 3/312:56 pm
HPN
- SJO
1 stop10h 06m
Delta
Tue 3/107:00 am
SJO
- HPN
1 stop13h 07m
Delta
Deal found 2/4![Delta logo]()
$404
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Tue 3/106:49 pm
HPN
- SJO
2 stops18h 37m
American Airlines
Sun 3/1511:35 pm
SJO
- HPN
2 stops15h 12m
American Airlines
Deal found 2/3![American Airlines logo]()
$436
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/156:54 pm
HPN
- SJO
2 stops16h 31m
American Airlines
Thu 3/196:00 am
SJO
- HPN
1 stop13h 59m
American Airlines
Deal found 2/2![American Airlines logo]()
$320
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Wed 3/186:54 pm
HPN
- SJO
2 stops18h 32m
American Airlines
Wed 3/2512:26 pm
SJO
- HPN
2 stops19h 03m
American Airlines
Deal found 2/1![American Airlines logo]()
$253
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Fri 3/206:54 pm
HPN
- SJO
2 stops18h 32m
American Airlines
Fri 3/2712:26 pm
SJO
- HPN
2 stops19h 03m
American Airlines
Deal found 2/3![American Airlines logo]()
$371
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Fri 3/206:54 pm
HPN
- LIR
2 stops18h 27m
American Airlines
Fri 3/272:29 pm
LIR
- HPN
2 stops20h 38m
American Airlines
Deal found 2/3![American Airlines logo]()
$590
One-way flights from Westchester County to Costa RicaSearch for one-way flight options from Westchester County to Costa Rica. Find affordable one-way fares based on user searches. Data last updated February 5, 2026.
Search for one-way flight options from Westchester County to Costa Rica. Find affordable one-way fares based on user searches. Data last updated February 5, 2026.
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Wed 3/185:30 pm
HPN
- SJO
2 stops17h 55m
American Airlines
Deal found 2/3![American Airlines logo]()
$103
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Wed 2/256:49 pm
HPN
- SJO
2 stops16h 35m
American Airlines
Deal found 2/2![American Airlines logo]()
$108
This American Airlines deal was found by Cheapflights users on 2/4. 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 4/165:59 pm
HPN
- LIR
2 stops19h 25m
American Airlines
Deal found 2/4![American Airlines logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/312:08 pm
HPN
- SJO
3 stops25h 14m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 3/181:27 pm
HPN
- SJO
3 stops23h 15m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 2/251:27 pm
HPN
- SJO
3 stops23h 55m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$217
This Delta deal was found by Cheapflights users on 2/3. 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.
Mon 2/1612:56 pm
HPN
- SJO
1 stop10h 06m
Delta
Deal found 2/3![Delta logo]()
$230
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/156:54 pm
HPN
- LIR
1 stop18h 29m
American Airlines
Deal found 2/2![American Airlines logo]()
$252
This Delta deal was found by Cheapflights users on 2/2. 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.
Wed 2/116:00 am
HPN
- LIR
1 stop7h 50m
Delta
Deal found 2/2![Delta logo]()
$258
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Fri 2/136:00 am
HPN
- LIR
2 stops33h 13m
American Airlines
Deal found 2/2![American Airlines logo]()
$278
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Sat 2/144:30 pm
HPN
- LIR
1 stop22h 02m
American Airlines
Deal found 2/2![American Airlines logo]()
$287
This Delta deal was found by Cheapflights users on 2/2. 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.
Thu 4/166:00 am
HPN
- SJO
1 stop7h 56m
Delta
Deal found 2/2![Delta logo]()
$290
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 February 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $253 (American Airlines) |
One-way from | $103 (American Airlines) |
Popular in | December |
Cheapest in | October |
Average price | $518 |
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 February 5, 2026.
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 3/18
7:00 am-7:33 pm
1 stop14h 33m
San José Juan Santamaria Intl
Wed 3/25
12:26 pm-9:29 am
2 stops19h 03m
$296
White PlainsSan José
HPN - SJO
HPNSJO
White Plains Westchester County
Fri 7/24
6:56 pm-11:59 am
2 stops19h 03m
San José Juan Santamaria Intl
Thu 8/6
12:50 pm-1:05 pm
2 stops22h 15m
$311
White PlainsSan José
HPN - SJO
HPNSJO
White Plains Westchester County
Sun 3/15
6:54 pm-9:25 am
2 stops16h 31m
San José Juan Santamaria Intl
Thu 3/19
6:00 am-9:59 pm
1 stop13h 59m
$320
White PlainsSan José
HPN - SJO
HPNSJO
White Plains Westchester County
Fri 3/20
6:54 pm-11:26 am
2 stops18h 32m
San José Juan Santamaria Intl
Fri 3/27
12:26 pm-9:29 am
2 stops19h 03m
$371
White PlainsLiberia
HPN - LIR
HPNLIR
White Plains Westchester County
Thu 4/16
5:59 pm-11:24 am
2 stops19h 25m
Liberia
Mon 4/20
2:40 pm-10:52 pm
1 stop30h 12m
$395
White PlainsSan José
HPN - SJO
HPNSJO
White Plains Westchester County
Tue 3/3
12:56 pm-10:02 pm
1 stop10h 06m
San José Juan Santamaria Intl
Tue 3/10
7:00 am-10:07 pm
1 stop13h 07m
$404
White PlainsSan José
HPN - SJO
HPNSJO
White Plains Westchester County
Wed 4/22
6:00 am-1:08 pm
1 stop9h 08m
San José Juan Santamaria Intl
Sun 4/26
6:30 am-10:52 pm
1 stop14h 22m
$431
White PlainsSan José
HPN - SJO
HPNSJO
White Plains Westchester County
Sat 2/28
12:56 pm-10:02 pm
1 stop10h 06m
San José Juan Santamaria Intl
Tue 3/3
7:00 am-10:00 pm
1 stop14h 00m
$442
White PlainsSan José
HPN - SJO
HPNSJO
White Plains Westchester County
Sun 2/22
10:28 am-10:02 pm
1 stop12h 34m
San José Juan Santamaria Intl
Wed 2/25
7:00 am-10:00 pm
1 stop14h 00m
$442
White PlainsSan José
HPN - SJO
HPNSJO
White Plains Westchester County
Sat 2/21
6:00 am-2:21 pm
1 stop9h 21m
San José Juan Santamaria Intl
Wed 2/25
7:00 am-10:00 pm
1 stop14h 00m
$464
Showing 1-10 of 39 results
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.
HPN-SJO
HPN-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 Westchester County to Costa Rica
zzREU-CR0
HPN-SJO
HPN-LIR
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 February 5, 2026.
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.
Crew
8.0
Overall
7.2
Entertainment
6.9
Comfort
7.2
Food
6.4
Boarding
7.5
Reviews
1 / 20
2.0
MediocreSusie,Jan 2026
CLT - TPA
Crew
8.0
Overall
7.2
Entertainment
6.9
Comfort
7.2
Food
6.4
Boarding
7.5
Reviews
1 / 20
2.0
MediocreSusie,Jan 2026
CLT - TPA
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.
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Alternative routes for Westchester County to Costa Rica
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Complete your trip
Complete your trip to Costa Rica by adding a car rental and/or hotel reservation to your travel itinerary.
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Westchester County and Costa Rica flights
Browse other Westchester County and Costa Rica flight options. Last updated on February 5, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Costa Rica
Find the right flight back to Westchester County after your stay in Costa Rica
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 February 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$343 | Average$708 | FlexibilityNo cancel fee | On-time71% |