$151+ 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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SAN
May 22 — May 291
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Westchester County to San Diego with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Westchester County to San Diego
Cheapest
Best
Last-minute
One-way
Cheapest flights from Westchester County to San DiegoExplore 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 April 22, 2026.
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 April 22, 2026.
This American Airlines deal was found by Cheapflights users on 4/18. 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 5/91:30 pm
HPN
- SAN
1 stop8h 30m
American Airlines
Sat 5/169:45 pm
SAN
- HPN
1 stop8h 44m
American Airlines
Deal found 4/18![American Airlines logo]()
$277
This Delta deal was found by Cheapflights users on 4/19. 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 5/206:00 am
HPN
- SAN
1 stop8h 16m
Delta
Tue 5/2610:25 pm
SAN
- HPN
1 stop8h 23m
Delta
Deal found 4/19![Delta logo]()
$297
This American Airlines deal was found by Cheapflights users on 4/17. 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 5/167:00 am
HPN
- SAN
2 stops11h 47m
American Airlines
Sat 5/239:25 pm
SAN
- HPN
1 stop9h 03m
American Airlines
Deal found 4/17![American Airlines logo]()
$302
This American Airlines deal was found by Cheapflights users on 4/18. 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 5/297:55 am
HPN
- SAN
1 stop8h 10m
American Airlines
Sat 6/66:15 am
SAN
- HPN
2 stops11h 14m
American Airlines
Deal found 4/18![American Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 4/19. 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 5/126:30 am
HPN
- SAN
2 stops12h 21m
American Airlines
Tue 5/199:45 pm
SAN
- HPN
1 stop8h 44m
American Airlines
Deal found 4/19![American Airlines logo]()
$332
Best flights from Westchester County to San DiegoDiscover carefully curated flight deals from Westchester County to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 22, 2026.
Discover carefully curated flight deals from Westchester County to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 22, 2026.
This Delta deal was found by Cheapflights users on 4/19. 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 7/315:12 pm
HPN
- SAN
1 stop7h 49m
Delta
Tue 8/116:15 am
SAN
- HPN
1 stop7h 18m
Delta
Deal found 4/19![Delta logo]()
$297
This American Airlines deal was found by Cheapflights users on 4/19. 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 5/91:30 pm
HPN
- SAN
2 stops11h 25m
American Airlines
Sat 5/169:45 pm
SAN
- HPN
1 stop8h 44m
American Airlines
Deal found 4/19![American Airlines logo]()
$352
This Alaska Airlines deal was found by Cheapflights users on 4/20. 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 9/14:30 pm
HPN
- SAN
1 stop9h 06m
Alaska Airlines
Sat 9/57:15 am
SAN
- HPN
2 stops12h 44m
Alaska Airlines
Deal found 4/20![Alaska Airlines logo]()
$509
This Delta deal was found by Cheapflights users on 4/21. 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 7/165:12 pm
HPN
- SAN
1 stop7h 49m
Delta
Mon 7/209:30 pm
SAN
- HPN
1 stop9h 19m
Delta
Deal found 4/21![Delta logo]()
$348
This American Airlines deal was found by Cheapflights users on 4/17. 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 5/21:30 pm
HPN
- SAN
2 stops11h 25m
American Airlines
Wed 5/66:15 am
SAN
- HPN
2 stops11h 12m
American Airlines
Deal found 4/17![American Airlines logo]()
$427
This Delta deal was found by Cheapflights users on 4/17. 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 5/26:00 am
HPN
- SAN
1 stop10h 00m
Delta
Wed 5/610:30 pm
SAN
- HPN
1 stop8h 18m
Delta
Deal found 4/17![Delta logo]()
$417
This Delta deal was found by Cheapflights users on 4/19. 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 8/174:19 pm
HPN
- SAN
1 stop8h 00m
Delta
Sun 8/2310:40 pm
SAN
- HPN
1 stop8h 13m
Delta
Deal found 4/19![Delta logo]()
$449
This Delta deal was found by Cheapflights users on 4/18. 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 5/163:15 pm
HPN
- SAN
1 stop8h 21m
Delta
Tue 5/1910:59 am
SAN
- HPN
2 stops19h 49m
Delta
Deal found 4/18![Delta logo]()
$456
This Delta deal was found by Cheapflights users on 4/19. 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 5/215:15 pm
HPN
- SAN
1 stop7h 45m
Delta
Fri 5/293:45 pm
SAN
- HPN
2 stops17h 06m
Delta
Deal found 4/19![Delta logo]()
$473
This Delta deal was found by Cheapflights users on 4/21. 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 5/215:15 pm
HPN
- SAN
1 stop7h 45m
Delta
Thu 5/286:15 am
SAN
- HPN
1 stop8h 45m
Delta
Deal found 4/21![Delta logo]()
$553
Last-minute flights from Westchester County to San DiegoDiscover last-minute flight deals from Westchester County to San Diego. Data last updated April 22, 2026 and is based on user searches.
Discover last-minute flight deals from Westchester County to San Diego. Data last updated April 22, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 4/18. 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 5/91:30 pm
HPN
- SAN
1 stop8h 30m
American Airlines
Sat 5/169:45 pm
SAN
- HPN
1 stop8h 44m
American Airlines
Deal found 4/18![American Airlines logo]()
$277
This American Airlines deal was found by Cheapflights users on 4/19. 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 5/126:30 am
HPN
- SAN
2 stops12h 21m
American Airlines
Tue 5/199:45 pm
SAN
- HPN
1 stop8h 44m
American Airlines
Deal found 4/19![American Airlines logo]()
$332
This American Airlines deal was found by Cheapflights users on 4/17. 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 5/167:00 am
HPN
- SAN
2 stops11h 47m
American Airlines
Sat 5/239:25 pm
SAN
- HPN
1 stop9h 03m
American Airlines
Deal found 4/17![American Airlines logo]()
$302
This Delta deal was found by Cheapflights users on 4/19. 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 5/206:00 am
HPN
- SAN
1 stop9h 38m
Delta
Sun 5/246:30 am
SAN
- HPN
1 stop7h 05m
Delta
Deal found 4/19![Delta logo]()
$297
This American Airlines deal was found by Cheapflights users on 4/18. 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 5/297:55 am
HPN
- SAN
1 stop8h 10m
American Airlines
Sat 6/66:15 am
SAN
- HPN
2 stops11h 14m
American Airlines
Deal found 4/18![American Airlines logo]()
$329
One-way flights from Westchester County to San DiegoSearch for one-way flight options from Westchester County to San Diego. Find affordable one-way fares based on user searches. Data last updated April 22, 2026.
Search for one-way flight options from Westchester County to San Diego. Find affordable one-way fares based on user searches. Data last updated April 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:09 pm
HPN
- SAN
2 stops32h 41m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$151
This Delta deal was found by Cheapflights users on 4/19. 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 5/196:00 am
HPN
- SAN
1 stop8h 16m
Delta
Deal found 4/19![Delta logo]()
$179
This Delta deal was found by Cheapflights users on 4/21. 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 5/206:00 am
HPN
- SAN
1 stop8h 16m
Delta
Deal found 4/21![Delta logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:09 pm
HPN
- SAN
1 stop21h 00m
Breeze Airways
Deal found 4/21![Breeze Airways logo]()
$195
This American Airlines deal was found by Cheapflights users on 4/20. 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 5/161:30 pm
HPN
- SAN
2 stops10h 03m
American Airlines
Deal found 4/20![American Airlines logo]()
$199
This Delta deal was found by Cheapflights users on 4/18. 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 6/1610:29 am
HPN
- SAN
1 stop9h 27m
Delta
Deal found 4/18![Delta logo]()
$200
This American Airlines deal was found by Cheapflights users on 4/20. 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 5/87:49 am
HPN
- SAN
1 stop8h 25m
American Airlines
Deal found 4/20![American Airlines logo]()
$219
This American Airlines deal was found by Cheapflights users on 4/20. 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 5/126:30 am
HPN
- SAN
2 stops10h 48m
American Airlines
Deal found 4/20![American Airlines logo]()
$220
This Alaska Airlines deal was found by Cheapflights users on 4/18. 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.
Wed 6/174:30 pm
HPN
- SAN
1 stop9h 03m
Alaska Airlines
Deal found 4/18![Alaska Airlines logo]()
$234
This Expedia deal was found by Cheapflights users on 4/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/74:30 pm
HPN
- SAN
1 stop9h 03m
Alaska Airlines
Deal found 4/17![Alaska Airlines logo]()
$239
Find 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 April 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $277 (American Airlines) |
One-way from | $151 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $432 |
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 April 22, 2026.
Use the filters below to find and compare flights from Westchester County to San Diego that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
White PlainsSan Diego
HPN - SAN
HPNSAN
White Plains Westchester County
Fri 7/31
5:12 pm-10:01 pm
1 stop7h 49m
San Diego
Tue 8/11
6:15 am-4:33 pm
1 stop7h 18m
$297
White PlainsSan Diego
HPN - SAN
HPNSAN
White Plains Westchester County
Thu 7/16
5:12 pm-10:01 pm
1 stop7h 49m
San Diego
Mon 7/20
9:30 pm-9:49 am
1 stop9h 19m
$348
White PlainsSan Diego
HPN - SAN
HPNSAN
White Plains Westchester County
Sat 5/9
1:30 pm-9:55 pm
2 stops11h 25m
San Diego
Sat 5/16
9:45 pm-9:29 am
1 stop8h 44m
$352
White PlainsSan Diego
HPN - SAN
HPNSAN
White Plains Westchester County
Sat 5/2
6:00 am-1:00 pm
1 stop10h 00m
San Diego
Wed 5/6
10:30 pm-9:48 am
1 stop8h 18m
$417
White PlainsSan Diego
HPN - SAN
HPNSAN
White Plains Westchester County
Sat 5/2
1:30 pm-9:55 pm
2 stops11h 25m
San Diego
Wed 5/6
6:15 am-8:27 pm
2 stops11h 12m
$427
White PlainsSan Diego
HPN - SAN
HPNSAN
White Plains Westchester County
Mon 8/17
4:19 pm-9:19 pm
1 stop8h 00m
San Diego
Sun 8/23
10:40 pm-9:53 am
1 stop8h 13m
$449
White PlainsSan Diego
HPN - SAN
HPNSAN
White Plains Westchester County
Sat 5/16
3:15 pm-8:36 pm
1 stop8h 21m
San Diego
Tue 5/19
10:59 am-9:48 am
2 stops19h 49m
$456
White PlainsSan Diego
HPN - SAN
HPNSAN
White Plains Westchester County
Thu 5/21
5:15 pm-10:00 pm
1 stop7h 45m
San Diego
Fri 5/29
3:45 pm-11:51 am
2 stops17h 06m
$473
White PlainsSan Diego
HPN - SAN
HPNSAN
White Plains Westchester County
Tue 9/1
4:30 pm-10:36 pm
1 stop9h 06m
San Diego
Sat 9/5
7:15 am-10:59 pm
2 stops12h 44m
$509
White PlainsSan Diego
HPN - SAN
HPNSAN
White Plains Westchester County
Thu 5/21
5:15 pm-10:00 pm
1 stop7h 45m
San Diego
Thu 5/28
6:15 am-6:00 pm
1 stop8h 45m
$553
Showing 1-10 of 21 resultsSorted by cheapest first
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.
HPN-SAN
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
zzREU-SAN
HPN-SAN
What is the cheapest month to book a flight from Westchester County to San Diego?
Currently, April is the cheapest month in which you can book a flight from Westchester County to San Diego (average of $138). Flying from Westchester County to San Diego in October is currently the most expensive (average of $456). 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 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 April 22, 2026.
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.
Boarding
8.1
Entertainment
7.8
Comfort
7.9
Crew
8.5
Overall
7.9
Food
7.2
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
TUS - LAX
Boarding
8.1
Entertainment
7.8
Comfort
7.9
Crew
8.5
Overall
7.9
Food
7.2
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
TUS - LAX
Boarding
8.1
Entertainment
7.8
Comfort
7.9
Crew
8.5
Overall
7.9
Food
7.2
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
TUS - LAX
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.
Traveling to a place near San Diego?
Book flights to San Diego if you plan to visit one of these locationsEl Cajon
Chula Vista
National City
Coronado
La Mesa
Poway
Julian
Lemon Grove
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
San Diego flight routes
Top destinations
Alternative routes for Westchester County to San Diego
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to San Diego by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Westchester County to San Diego by cabin class
Find flights from Westchester County to San Diego, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Westchester County and San Diego flights
Browse other Westchester County and San Diego flight options. Last updated on April 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to San Diego
Explore flights to San Diego departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 22, 2026.
Westchester County to San Diego flights
Consider these flights traveling from Westchester County to San Diego.
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 April 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$158 | Average$377 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$276 | Average$440 | FlexibilityNo cancel fee | On-time71% |