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

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

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

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$327
(American Airlines)

One-way from

$164
(Delta)

Popular in

December

Cheapest in

January

Average price

$346
Provider with most accurate pricing for New York (NYC)-San Diego flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-San Diego flights.
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From Westchester County to San Diego
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One-way flight from Westchester County to San Diego
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Highest demand for flights based on searches. 6% potential increase in price ($25 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 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 Westchester County to San Diego

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

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.
Thu 11/201:30 pmHPN - SAN
1 stop10h 30mAmerican Airlines
Thu 11/276:20 amSAN - HPN
1 stop8h 09mAmerican Airlines
Deal found 9/30$327
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/184:29 pmHPN - SAN
1 stop9h 45mDelta
Fri 10/2411:00 amSAN - HPN
1 stop8h 09mDelta
Deal found 9/29$347
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.
Sat 10/186:30 amHPN - SAN
2 stops10h 40mAmerican Airlines
Fri 10/249:26 pmSAN - HPN
1 stop9h 03mAmerican Airlines
Deal found 9/29$352
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 10/146:00 amHPN - SAN
1 stop9h 29mAmerican Airlines
Sat 10/1810:53 amSAN - HPN
1 stop8h 06mAmerican Airlines
Deal found 9/29$367
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.
Thu 11/203:08 pmHPN - SAN
1 stop8h 34mDelta
Mon 11/246:30 amSAN - HPN
1 stop7h 04mDelta
Deal found 9/30$377
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 10/81:30 pmHPN - SAN
1 stop7h 36mAmerican Airlines
Wed 10/159:26 pmSAN - HPN
1 stop9h 03mAmerican Airlines
Deal found 9/30$404
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 10/275:20 pmHPN - SAN
1 stop7h 33mDelta
Thu 10/306:25 amSAN - HPN
1 stop7h 13mDelta
Deal found 9/30$417
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/186:40 pmHPN - SAN
2 stops17h 40mDelta
Sat 10/256:25 amSAN - HPN
1 stop7h 13mDelta
Deal found 9/29$421

Cheapflights Fare Finder

 
Customize your flight search to find flights from Westchester County to San Diego 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 Westchester County to San Diego that are best for you.

Fly from

Westchester County

Fly to

San Diego

Route

Depart

Return

Price

White PlainsSan Diego

HPN - SAN

HPNSAN

White Plains Westchester County

Sat 10/18

4:29 pm-11:14 pm

1 stop9h 45m

San Diego

Fri 10/24

11:00 am-10:09 pm

1 stop8h 09m

$347

White PlainsSan Diego

HPN - SAN

HPNSAN

White Plains Westchester County

Sat 2/21

3:15 pm-8:35 pm

1 stop8h 20m

San Diego

Tue 2/24

11:00 am-9:36 pm

1 stop7h 36m

$357

White PlainsSan Diego

HPN - SAN

HPNSAN

White Plains Westchester County

Wed 2/18

5:10 pm-10:00 pm

1 stop7h 50m

San Diego

Mon 2/23

6:15 am-4:35 pm

1 stop7h 20m

$367

White PlainsSan Diego

HPN - SAN

HPNSAN

White Plains Westchester County

Sat 2/21

3:15 pm-8:35 pm

1 stop8h 20m

San Diego

Mon 2/23

6:15 am-4:35 pm

1 stop7h 20m

$367

White PlainsSan Diego

HPN - SAN

HPNSAN

White Plains Westchester County

Tue 2/17

5:10 pm-10:00 pm

1 stop7h 50m

San Diego

Mon 2/23

6:15 am-4:35 pm

1 stop7h 20m

$367

White PlainsSan Diego

HPN - SAN

HPNSAN

White Plains Westchester County

Thu 2/5

12:59 pm-8:56 pm

1 stop10h 57m

San Diego

Sun 2/8

6:15 am-4:35 pm

1 stop7h 20m

$377

White PlainsSan Diego

HPN - SAN

HPNSAN

White Plains Westchester County

Thu 11/20

3:08 pm-8:42 pm

1 stop8h 34m

San Diego

Mon 11/24

6:30 am-4:34 pm

1 stop7h 04m

$377

White PlainsSan Diego

HPN - SAN

HPNSAN

White Plains Westchester County

Thu 2/5

6:30 am-2:14 pm

2 stops10h 44m

San Diego

Sun 2/8

6:20 am-8:10 pm

2 stops10h 50m

$387

White PlainsSan Diego

HPN - SAN

HPNSAN

White Plains Westchester County

Wed 2/18

5:10 pm-10:00 pm

1 stop7h 50m

San Diego

Tue 2/24

10:10 am-9:50 am

2 stops20h 40m

$395

White PlainsSan Diego

HPN - SAN

HPNSAN

White Plains Westchester County

Tue 2/17

5:10 pm-10:00 pm

1 stop7h 50m

San Diego

Tue 2/24

10:10 am-9:50 am

2 stops20h 40m

$395

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/30

Showing 1-10 of 22 results
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Best time to book a flight from Westchester County to San Diego

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

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

Currently, August is the cheapest month in which you can book a flight from Westchester County to San Diego (average of $286). Flying from Westchester County to San Diego in March is currently the most expensive (average of $366). 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 REU to SAN?

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

When flying from Westchester County to San Diego, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing San Diego

Get insights into the airlines that provide service to San Diego. 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 Diego. Reviews last updated October 1, 2025.
Read reviews from past customers who have flown Delta and American Airlines from Westchester County to San Diego. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
American Airlines
7.2
Good
11,030 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

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

    For a flight from Westchester County to San Diego, you will be flying into San Diego. San Diego (SAN) is just 2.6 mi from the center of the city.

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

    A quick flight from Westchester County to San Diego can take about 9h 45m. Delta provides one of the quickest options available for as low as $347. The distance from Westchester County to San Diego is about 2443 mi.

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

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

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

    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 Diego.

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

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

    Currently, August is the cheapest month in which you can book a flight from Westchester County to San Diego (average of $286). Flying from Westchester County to San Diego in March is currently the most expensive (average of $366). 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

Traveling to a place near San Diego?

Book flights to San Diego if you plan to visit one of these locations
El Cajon
Chula Vista
Coronado
La Mesa
Poway
Lemon Grove
Imperial Beach
National City

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Alternative routes for Westchester County to San Diego

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Westchester County to San Diego

Discover the top 2 airlines that operate flights from Westchester County to San Diego. 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$278Average$452FlexibilityNo cancel feeOn-time71%
DeltaCheapest$296Average$417FlexibilityNo cancel feeOn-timeN/A

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