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Westchester County

$164+ Cheap flights from San Diego (SAN) to Westchester County

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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — HPN
Oct 31 — Nov 71
Fri 10/31
Fri 11/7
1 adult, Economy
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Cheap flight deals from San Diego to Westchester County

Keep the following information in mind while searching for San Diego to Westchester County flight deals. Data was last updated October 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$317
(Delta)

One-way from

$164
(Delta)

Popular in

December

Cheapest in

January

Average price

$327
Provider with most accurate pricing for San Diego-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for San Diego-New York (NYC) flights.
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From San Diego to Westchester County
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One-way flight from San Diego to Westchester County
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Highest demand for flights based on searches. 1% potential increase in price ($4 potential increase over avg. RT price).
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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 October 2025
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Find flight deals from San Diego to Westchester County

Cheapest flights from San Diego to Westchester County
Explore the most affordable flight options available from San Diego to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 1, 2025.

This Delta deal was found by Cheapflights users on 10/1. 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.
Fri 10/3110:30 pmSAN - HPN
1 stop10h 30mDelta
Mon 11/35:20 pmHPN - SAN
1 stop7h 33mDelta
Deal found 10/1$317
This Delta deal was found by Cheapflights users on 9/30. 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 12/36:30 amSAN - HPN
1 stop7h 07mDelta
Mon 12/83:08 pmHPN - SAN
1 stop8h 34mDelta
Deal found 9/30$327
This Delta deal was found by Cheapflights users on 9/30. 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 11/186:24 amSAN - HPN
1 stop8h 37mDelta
Mon 11/246:00 amHPN - SAN
1 stop10h 03mDelta
Deal found 9/30$330
This American Airlines deal was found by Cheapflights users on 9/29. 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 10/3110:35 amSAN - HPN
2 stops9h 54mAmerican Airlines
Mon 11/37:10 amHPN - SAN
1 stop10h 05mAmerican Airlines
Deal found 9/29$332
This American Airlines deal was found by Cheapflights users on 9/29. 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 11/1810:09 amSAN - HPN
2 stops10h 20mAmerican Airlines
Mon 11/247:59 amHPN - SAN
1 stop11h 11mAmerican Airlines
Deal found 9/29$335
This American Airlines deal was found by Cheapflights users on 9/30. 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 10/156:16 amSAN - HPN
1 stop8h 11mAmerican Airlines
Tue 10/217:45 amHPN - SAN
1 stop7h 44mAmerican Airlines
Deal found 9/30$347
This Delta deal was found by Cheapflights users on 9/30. 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 11/36:25 amSAN - HPN
1 stop7h 13mDelta
Tue 11/45:20 pmHPN - SAN
2 stops24h 00mDelta
Deal found 9/30$360
This Delta deal was found by Cheapflights users on 10/1. 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.
Fri 10/2411:00 amSAN - HPN
1 stop8h 09mDelta
Mon 10/275:20 pmHPN - SAN
1 stop7h 33mDelta
Deal found 10/1$377
This Delta deal was found by Cheapflights users on 9/30. 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 11/31:15 pmSAN - HPN
2 stops23h 34mDelta
Wed 11/512:55 pmHPN - SAN
1 stop8h 05mDelta
Deal found 9/30$380

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Diego to Westchester County 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 October 1, 2025.
Use the filters below to find and compare flights from San Diego to Westchester County that are best for you.

Fly from

San Diego

Fly to

Westchester County

Route

Depart

Return

Price

San DiegoWhite Plains

SAN - HPN

SANHPN

San Diego

Fri 10/31

10:30 pm-12:00 pm

1 stop10h 30m

White Plains Westchester County

Mon 11/3

5:20 pm-9:53 pm

1 stop7h 33m

$317

San DiegoWhite Plains

SAN - HPN

SANHPN

San Diego

Mon 11/3

6:25 am-4:38 pm

1 stop7h 13m

White Plains Westchester County

Tue 11/4

12:45 pm-6:32 pm

1 stop8h 47m

$327

San DiegoWhite Plains

SAN - HPN

SANHPN

San Diego

Fri 12/5

11:05 am-10:09 pm

1 stop8h 04m

White Plains Westchester County

Sun 12/7

5:17 pm-10:24 pm

1 stop8h 07m

$327

San DiegoWhite Plains

SAN - HPN

SANHPN

San Diego

Wed 12/3

6:30 am-4:37 pm

1 stop7h 07m

White Plains Westchester County

Mon 12/8

6:40 pm-11:47 pm

1 stop8h 07m

$327

San DiegoWhite Plains

SAN - HPN

SANHPN

San Diego

Thu 12/4

11:05 am-10:09 pm

1 stop8h 04m

White Plains Westchester County

Tue 12/9

6:40 pm-11:47 pm

1 stop8h 07m

$327

San DiegoWhite Plains

SAN - HPN

SANHPN

San Diego

Fri 12/5

10:30 pm-12:00 pm

1 stop10h 30m

White Plains Westchester County

Tue 12/9

6:40 pm-11:47 pm

1 stop8h 07m

$327

San DiegoWhite Plains

SAN - HPN

SANHPN

San Diego

Tue 11/18

6:24 am-6:01 pm

1 stop8h 37m

White Plains Westchester County

Mon 11/24

6:00 am-1:03 pm

1 stop10h 03m

$330

San DiegoWhite Plains

SAN - HPN

SANHPN

San Diego

Wed 10/15

6:16 am-5:27 pm

1 stop8h 11m

White Plains Westchester County

Tue 10/21

7:45 am-12:29 pm

1 stop7h 44m

$347

San DiegoWhite Plains

SAN - HPN

SANHPN

San Diego

Tue 11/18

6:24 am-6:01 pm

1 stop8h 37m

$164

San DiegoWhite Plains

SAN - HPN

SANHPN

San Diego

Sat 11/8

11:00 am-10:09 pm

1 stop8h 09m

$164

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/29

Showing 1-10 of 17 results
1
2

Best time to book a flight from San Diego to Westchester County

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

What is the cheapest month to book a flight from San Diego to Westchester County?

Currently, January is the cheapest month in which you can book a flight from San Diego to Westchester County (average of $276). Flying from San Diego to Westchester County in March is currently the most expensive (average of $339). 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.

Reviews of airlines servicing Westchester County

Get insights into the airlines that provide service to Westchester County. 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 Westchester County. Reviews last updated October 1, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from San Diego to Westchester County by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,961 reviews

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
Delta
8.0
Very good
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
American Airlines
7.2
Good
11,030 reviews
Delta
8.0
Very good
7,961 reviews

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!

Related info for your journey

Find useful and relevant information for your journey from San Diego to Westchester County. 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 from for flights from San Diego to Westchester County?

    Located just 2.6 mi from the city center, San Diego (SAN) is the airport most travelers will use when flying to Westchester County from San Diego.

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

    Airlines like Delta fly from San Diego to Westchester County in about 10h 30m. The time it takes to get you to your destination can typically vary by up to . The distance between San Diego and Westchester County is about 2443 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from San Diego to Westchester County 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 San Diego to Westchester County?

    Currently, January is the cheapest month in which you can book a flight from San Diego to Westchester County (average of $276). Flying from San Diego to Westchester County in March is currently the most expensive (average of $339). 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

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Top 2 airlines flying from San Diego to Westchester County

Discover the top 2 airlines that operate flights from San Diego to Westchester County. 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 October 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$241Average$566FlexibilityNo cancel feeOn-time71%
DeltaCheapest$301Average$428FlexibilityNo cancel feeOn-timeN/A

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