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Westchester County

$149+ 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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — HPN
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$277
(American Airlines)

One-way from

$149
(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 ($6 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 May 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 May 1, 2025.

This American Airlines deal was found by Cheapflights users on 4/30. 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.
Tue 6/1010:33 amSAN - HPN
1 stop8h 24mAmerican Airlines
Tue 6/174:30 pmHPN - SAN
1 stop9h 56mAmerican Airlines
Deal found 4/30$277
This Delta deal was found by Cheapflights users on 4/30. 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 6/1610:30 pmSAN - HPN
1 stop8h 17mDelta
Sat 6/213:04 pmHPN - SAN
1 stop9h 15mDelta
Deal found 4/30$348
This Alaska Airlines deal was found by Cheapflights users on 4/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/65:26 pmSAN - HPN
2 stops15h 03mAlaska Airlines
Sun 5/116:00 amHPN - SAN
2 stops12h 02mAlaska Airlines
Deal found 4/30$606
This KAYAK deal was found by Cheapflights users on 4/30. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2212:48 pmSAN - HPN
1 stop29h 11mBreeze Airways
Mon 5/261:23 pmHPN - SAN
1 stop25h 40mBreeze Airways
Deal found 4/30$838
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/125:50 pmSAN - HPN
3 stops24h 09mMultiple Airlines
Thu 6/1912:05 pmHPN - SAN
3 stops33h 21mMultiple Airlines
Deal found 4/30$1,071

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 May 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

Tue 6/10

10:33 am-9:57 pm

1 stop8h 24m

White Plains Westchester County

Tue 6/17

4:30 pm-11:26 pm

1 stop9h 56m

$277

San DiegoWhite Plains

SAN - HPN

SANHPN

San Diego

Mon 6/16

10:30 pm-9:47 am

1 stop8h 17m

White Plains Westchester County

Sat 6/21

3:04 pm-9:19 pm

1 stop9h 15m

$348

San DiegoWhite Plains

SAN - HPN

SANHPN

San Diego

Sun 6/1

7:15 am-11:29 pm

2 stops13h 14m

White Plains Westchester County

Tue 6/3

7:15 am-4:42 pm

2 stops12h 27m

$607

San DiegoWhite Plains

SAN - HPN

SANHPN

San Diego

Thu 5/22

12:48 pm-8:59 pm

1 stop29h 11m

White Plains Westchester County

Mon 5/26

1:23 pm-12:03 pm

1 stop25h 40m

$838

San DiegoWhite Plains

SAN - HPN

SANHPN

San Diego

Thu 6/12

5:50 pm-8:59 pm

3 stops24h 09m

White Plains Westchester County

Thu 6/19

12:05 pm-6:26 pm

3 stops33h 21m

$1,071

San DiegoWhite Plains

SAN - HPN

SANHPN

San Diego

Tue 5/20

6:15 am-4:34 pm

1 stop7h 19m

$149

San DiegoWhite Plains

SAN - HPN

SANHPN

San Diego

Thu 6/5

9:13 pm-9:29 am

1 stop9h 16m

$159

San DiegoWhite Plains

SAN - HPN

SANHPN

San Diego

Thu 6/5

6:58 pm-11:21 am

3 stops13h 23m

$306

San DiegoWhite Plains

SAN - HPN

SANHPN

San Diego

Sat 5/17

7:15 am-11:29 pm

2 stops13h 14m

$324

San DiegoWhite Plains

SAN - HPN

SANHPN

San Diego

Thu 5/15

12:48 pm-8:59 pm

1 stop29h 11m

$394

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

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.

What is the cheapest time of day to fly from SAN to REU?

Find hourly flight availability from San Diego to Westchester County. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 1, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from San Diego to Westchester County as you normally would.

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 May 1, 2025.
Get a feel of what it's like to fly with Breeze Airways, Alaska Airlines and Delta 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.
Breeze Airways
8.1
Very good
160 reviews

Food

6.7

Comfort

8.2

Crew

8.8

Entertainment

6.6

Overall

8.1

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
160 reviews
Breeze Airways
8.1
Very good
160 reviews

Food

6.7

Comfort

8.2

Crew

8.8

Entertainment

6.6

Overall

8.1

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Alaska Airlines
8.0
Very good
9,972 reviews
Breeze Airways
8.1
Very good
160 reviews

Food

6.7

Comfort

8.2

Crew

8.8

Entertainment

6.6

Overall

8.1

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,934 reviews
Breeze Airways
8.1
Very good
160 reviews

Food

6.7

Comfort

8.2

Crew

8.8

Entertainment

6.6

Overall

8.1

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.1
Very good
160 reviews

Food

6.7

Comfort

8.2

Crew

8.8

Entertainment

6.6

Overall

8.1

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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.

  • What are the cheapest airlines to fly from San Diego to Westchester County one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $149. However, be on the lookout for offers from American Airlines and Alaska Airlines, as they are both options that can get you from San Diego to Westchester County for a low price.

  • 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$259Average$430FlexibilityNo cancel feeOn-time71%
DeltaCheapest$296Average$457FlexibilityNo cancel feeOn-timeN/A

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