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San José

$124+ Cheap flights from Westchester County to San José (SJO)

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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SJO
Jan 2 — Jan 91
Fri 1/2
Fri 1/9
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 December 3, 2025.

This JetBlue deal was found by Cheapflights users on 12/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/77:00 pmHPN - SJO
1 stop14h 52mJetBlue
Sat 12/1310:00 amSJO - HPN
1 stop8h 30mJetBlue
Deal found 12/1$606
This American Airlines deal was found by Cheapflights users on 12/1. 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.
Sat 12/207:52 amHPN - SJO
2 stops29h 41mAmerican Airlines
Thu 12/257:00 amSJO - HPN
2 stops39h 00mAmerican Airlines
Deal found 12/1$619
This American Airlines deal was found by Cheapflights users on 12/1. 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.
Sat 12/207:52 amHPN - SJO
2 stops29h 41mAmerican Airlines
Wed 12/246:20 amSJO - HPN
2 stops31h 10mAmerican Airlines
Deal found 12/1$620
This American Airlines deal was found by Cheapflights users on 12/1. 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.
Fri 12/265:16 pmHPN - SJO
2 stops28h 45mAmerican Airlines
Mon 12/2912:34 amSJO - HPN
2 stops35h 31mAmerican Airlines
Deal found 12/1$622
This JetBlue deal was found by Cheapflights users on 12/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:30 amHPN - SJO
1 stop7h 31mJetBlue
Sat 12/272:48 pmSJO - HPN
1 stop7h 41mJetBlue
Deal found 12/1$624
This American Airlines deal was found by Cheapflights users on 12/1. 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.
Sat 12/207:52 amHPN - SJO
2 stops29h 41mAmerican Airlines
Sun 12/2812:34 amSJO - HPN
2 stops21h 26mAmerican Airlines
Deal found 12/1$640
This American Airlines deal was found by Cheapflights users on 12/1. 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.
Fri 12/265:16 pmHPN - SJO
2 stops28h 45mAmerican Airlines
Sun 12/2812:34 amSJO - HPN
2 stops21h 26mAmerican Airlines
Deal found 12/1$642
This Delta deal was found by Cheapflights users on 12/2. 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 12/1812:55 pmHPN - SJO
2 stops10h 25mDelta
Wed 12/247:00 amSJO - HPN
1 stop14h 09mDelta
Deal found 12/2$653
This JetBlue deal was found by Cheapflights users on 12/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/229:20 pmHPN - SJO
1 stop12h 18mJetBlue
Wed 12/249:38 amSJO - HPN
1 stop12h 26mJetBlue
Deal found 12/1$680
This American Airlines deal was found by Cheapflights users on 12/1. 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.
Sun 12/217:52 amHPN - SJO
2 stops27h 40mAmerican Airlines
Wed 12/2411:32 amSJO - HPN
1 stop10h 12mAmerican Airlines
Deal found 12/1$682
This American Airlines deal was found by Cheapflights users on 12/1. 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.
Sat 12/207:52 amHPN - SJO
2 stops31h 24mAmerican Airlines
Wed 12/3111:32 amSJO - HPN
2 stops20h 57mAmerican Airlines
Deal found 12/1$695
This American Airlines deal was found by Cheapflights users on 12/1. 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.
Sun 12/217:52 amHPN - SJO
2 stops27h 40mAmerican Airlines
Mon 12/2912:34 amSJO - HPN
2 stops35h 31mAmerican Airlines
Deal found 12/1$696

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 December 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$300
(American Airlines)

One-way from

$124
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$662
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
One-way flight from Westchester County to San José Juan Santamaria Intl
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($39 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 3, 2025.
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

Mon 2/9

12:59 pm-10:15 pm

1 stop10h 16m

San José Juan Santamaria Intl

Thu 2/12

7:00 am-6:00 pm

1 stop10h 00m

$316

White PlainsSan José

HPN - SJO

HPNSJO

White Plains Westchester County

Fri 1/23

12:59 pm-10:15 pm

1 stop10h 16m

San José Juan Santamaria Intl

Thu 1/29

7:00 am-10:00 pm

1 stop14h 00m

$316

White PlainsSan José

HPN - SJO

HPNSJO

White Plains Westchester County

Thu 1/22

5:12 pm-10:15 pm

2 stops30h 03m

San José Juan Santamaria Intl

Fri 1/30

7:00 am-11:56 am

2 stops27h 56m

$320

White PlainsSan José

HPN - SJO

HPNSJO

White Plains Westchester County

Mon 2/9

5:15 pm-12:38 pm

2 stops20h 23m

San José Juan Santamaria Intl

Thu 2/12

11:25 am-11:00 pm

2 stops10h 35m

$330

White PlainsSan José

HPN - SJO

HPNSJO

White Plains Westchester County

Fri 1/23

12:59 pm-10:15 pm

1 stop10h 16m

San José Juan Santamaria Intl

Wed 1/28

2:31 pm-9:48 am

1 stop18h 17m

$343

White PlainsSan José

HPN - SJO

HPNSJO

White Plains Westchester County

Mon 1/19

6:00 am-10:15 pm

1 stop17h 15m

San José Juan Santamaria Intl

Thu 1/29

2:31 pm-4:32 pm

2 stops25h 01m

$347

White PlainsSan José

HPN - SJO

HPNSJO

White Plains Westchester County

Thu 1/22

5:12 pm-10:15 pm

2 stops30h 03m

San José Juan Santamaria Intl

Wed 1/28

2:31 pm-9:48 am

1 stop18h 17m

$347

White PlainsSan José

HPN - SJO

HPNSJO

White Plains Westchester County

Mon 1/19

6:00 am-10:15 pm

1 stop17h 15m

San José Juan Santamaria Intl

Fri 1/30

7:00 am-11:56 am

2 stops27h 56m

$347

White PlainsSan José

HPN - SJO

HPNSJO

White Plains Westchester County

Thu 1/22

5:12 pm-10:15 pm

2 stops30h 03m

San José Juan Santamaria Intl

Mon 1/26

7:00 am-11:56 am

2 stops27h 56m

$358

White PlainsSan José

HPN - SJO

HPNSJO

White Plains Westchester County

Mon 1/19

6:00 am-10:15 pm

1 stop17h 15m

San José Juan Santamaria Intl

Wed 1/28

2:31 pm-9:48 am

1 stop18h 17m

$370

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/3

Showing 1-10 of 19 results
1
2

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.

Reviews of airlines servicing San José

Get insights into the airlines that provide service to San José. 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 San José. Reviews last updated December 3, 2025.
Read reviews from past customers who have flown American Airlines from Westchester County to San José. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,045 reviews

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Overall

7.2

Crew

8.0

Food

6.5

Reviews

1 / 20
4.0
Okay

Cameron,Nov 2025

PDX - LHR

The plane was very old...had no WiFi available. The crew were not friendly nor helpful.
American Airlines
7.2
Good
11,045 reviews
American Airlines
7.2
Good
11,045 reviews

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Overall

7.2

Crew

8.0

Food

6.5

Reviews

1 / 20
4.0
Okay

Cameron,Nov 2025

PDX - LHR

The plane was very old...had no WiFi available. The crew were not friendly nor helpful.

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 10h 16m. 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
Heredia
Manuel Antonio
Alajuela
Monteverde
Jacó
Dominical

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Alternative routes for Westchester County to San José

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Westchester County to San José

Discover the top airline that operate flights from Westchester County to San José. 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 December 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$485Average$666FlexibilityNo cancel feeOn-time71%

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