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San José

$311+ Cheap flights from Westchester County to San José (SJO)

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 7/24. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SJO
Feb 24 — Mar 31
Tue 2/24
Tue 3/3
1 adult, Economy
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Cheap flight deals from Westchester County to San José

Cheapest flights from Westchester County to San José
Explore the most affordable flight options available from Westchester County to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 25, 2026.

This American Airlines deal was found by Cheapflights users on 1/24. 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 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 8/62:15 pm
SJO
-
HPN
2 stops20h 50m
American Airlines
Deal found 1/24$311
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:57 pm
HPN
-
SJO
2 stops18h 10m
American Airlines
Sun 4/2612:12 pm
SJO
-
HPN
2 stops19h 17m
American Airlines
Deal found 1/25$343
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/36:56 pm
HPN
-
SJO
2 stops19h 03m
American Airlines
Fri 8/1412:50 pm
SJO
-
HPN
2 stops18h 39m
American Airlines
Deal found 1/25$386
This Gurufare deal was found by Cheapflights users on 1/24. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/155:30 pm
HPN
-
SJO
2 stops27h 42m
GOL
Sat 2/2111:24 am
SJO
-
HPN
2 stops21h 05m
GOL
Deal found 1/24$458
This JetBlue deal was found by Cheapflights users on 1/24. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/39:00 pm
HPN
-
SJO
1 stop12h 53m
JetBlue
Fri 8/149:00 am
SJO
-
HPN
1 stop11h 47m
JetBlue
Deal found 1/24$472
This American Airlines deal was found by Cheapflights users on 1/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/156:54 pm
HPN
-
SJO
2 stops16h 30m
American Airlines
Sat 2/211:31 pm
SJO
-
HPN
2 stops18h 58m
American Airlines
Deal found 1/24$550
This JetBlue deal was found by Cheapflights users on 1/25. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/316:59 am
HPN
-
SJO
1 stop6h 57m
JetBlue
Tue 4/71:38 pm
SJO
-
HPN
1 stop8h 07m
JetBlue
Deal found 1/25$601
This Delta deal was found by Cheapflights users on 1/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/3012:48 pm
HPN
-
SJO
1 stop10h 27m
Delta
Wed 4/11:20 pm
SJO
-
HPN
1 stop18h 24m
Delta
Deal found 1/25$622

Find flight deals from Westchester County to San José

Keep the following information in mind while searching for Westchester County to San José flight deals. Data was last updated January 25, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$311
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$431
Provider with most accurate pricing for New York (NYC)-San José Juan Santamaria Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-San José Juan Santamaria Intl flights.
Search Deals
From Westchester County to San José Juan Santamaria Intl
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Westchester County to San José 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 January 25, 2026.
Use the filters below to find and compare flights from Westchester County to San José that are best for you.

Fly from

Westchester County

Fly to

San José

Route

Depart

Return

Price

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

2:15 pm-1:05 pm

2 stops20h 50m

$311

White PlainsSan José

HPN - SJO

HPNSJO

White Plains Westchester County

Wed 4/22

6:57 pm-11:07 am

2 stops18h 10m

San José Juan Santamaria Intl

Sun 4/26

12:12 pm-9:29 am

2 stops19h 17m

$343

White PlainsSan José

HPN - SJO

HPNSJO

White Plains Westchester County

Sun 2/15

5:30 pm-8:12 pm

2 stops27h 42m

San José Juan Santamaria Intl

Sat 2/21

11:24 am-9:29 am

2 stops21h 05m

$458

White PlainsSan José

HPN - SJO

HPNSJO

White Plains Westchester County

Sun 2/15

6:54 pm-10:24 am

2 stops16h 30m

San José Juan Santamaria Intl

Sat 2/21

1:31 pm-9:29 am

2 stops18h 58m

$550

White PlainsSan José

HPN - SJO

HPNSJO

White Plains Westchester County

Tue 3/31

6:59 am-11:56 am

1 stop6h 57m

San José Juan Santamaria Intl

Tue 4/7

1:38 pm-11:45 pm

1 stop8h 07m

$601

White PlainsSan José

HPN - SJO

HPNSJO

White Plains Westchester County

Fri 7/24

9:00 pm-7:53 am

1 stop12h 53m

San José Juan Santamaria Intl

Thu 8/6

9:00 am-10:47 pm

1 stop11h 47m

$631

White PlainsSan José

HPN - SJO

HPNSJO

White Plains Westchester County

Mon 5/18

7:30 pm-7:53 am

1 stop14h 23m

San José Juan Santamaria Intl

Tue 5/26

9:00 am-10:47 pm

1 stop11h 47m

$638

White PlainsSan José

HPN - SJO

HPNSJO

White Plains Westchester County

Tue 5/19

7:30 pm-7:53 am

1 stop14h 23m

San José Juan Santamaria Intl

Mon 5/25

9:00 am-10:47 pm

1 stop11h 47m

$638

White PlainsSan José

HPN - SJO

HPNSJO

White Plains Westchester County

Fri 2/13

12:56 pm-10:02 pm

1 stop10h 06m

San José Juan Santamaria Intl

Sun 2/15

7:00 am-10:00 pm

1 stop14h 00m

$780

White PlainsSan José

HPN - SJO

HPNSJO

White Plains Westchester County

Thu 2/19

6:00 am-10:02 pm

1 stop17h 02m

San José Juan Santamaria Intl

Mon 2/23

7:00 am-10:00 pm

1 stop14h 00m

$829

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/24

Showing 1-10 of 11 results
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Best time to book a flight from Westchester County to San José

Have a flexible travel schedule? Discover the best time to fly to San José 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 San José
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 Westchester County to San José. 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 San José from Westchester County?

    San José Juan Santamaria Intl (SJO) is the airport you will fly into if you book a flight from Westchester County to San José. It is only a 8.8 mi journey from Juan Santamaria Intl (SJO) to San José’s city center.

  • How long is the flight from Westchester County to San José?

    Departing from Westchester County to San José will take you 19h 03m. Westchester County and San José are separated by a distance of 2239 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Westchester County to San José that include hotel bookings?

    Yes. In addition to deals on Westchester County to San José flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Westchester County to San José?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Westchester County to San José.

  • Can I find deals for business class flights from Westchester County to San José?

    Yes. Cheapflights offers flight deals from Westchester County to San José by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Alajuela
Monteverde
Jacó
Heredia
Dominical
Manuel Antonio

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