$184+ 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 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — HPN
Jun 13 — Jun 201
Round-trip
1 adult, Economy
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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
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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 San Diego to Westchester County
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Cheapest flights from San Diego to Westchester CountyExplore 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 14, 2026.
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 14, 2026.
This American Airlines deal was found by Cheapflights users on 5/13. 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 6/109:25 pm
SAN
- HPN
1 stop9h 03m
American Airlines
Sat 6/205:46 pm
HPN
- SAN
1 stop9h 02m
American Airlines
Deal found 5/13![American Airlines logo]()
$297
This American Airlines deal was found by Cheapflights users on 5/13. 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 7/147:15 pm
SAN
- HPN
2 stops12h 15m
American Airlines
Sat 7/185:55 pm
HPN
- SAN
1 stop8h 31m
American Airlines
Deal found 5/13![American Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 5/13. 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 8/129:41 am
SAN
- HPN
2 stops10h 48m
American Airlines
Wed 9/21:42 pm
HPN
- SAN
1 stop9h 02m
American Airlines
Deal found 5/13![American Airlines logo]()
$361
This Delta deal was found by Cheapflights users on 5/12. 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.
Sun 8/910:30 pm
SAN
- HPN
1 stop8h 19m
Delta
Fri 8/145:17 pm
HPN
- SAN
1 stop7h 59m
Delta
Deal found 5/12![Delta logo]()
$367
This Delta deal was found by Cheapflights users on 5/11. 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 8/246:15 am
SAN
- HPN
1 stop8h 52m
Delta
Sat 8/293:10 pm
HPN
- SAN
1 stop8h 18m
Delta
Deal found 5/11![Delta logo]()
$378
Best flights from San Diego to Westchester CountyDiscover carefully curated flight deals from San Diego to Westchester County that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 14, 2026.
Discover carefully curated flight deals from San Diego to Westchester County that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 14, 2026.
This Delta deal was found by Cheapflights users on 5/12. 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 8/1210:49 am
SAN
- HPN
1 stop8h 36m
Delta
Wed 9/212:45 pm
HPN
- SAN
1 stop8h 38m
Delta
Deal found 5/12![Delta logo]()
$297
This Alaska Airlines deal was found by Cheapflights users on 5/9. 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 9/226:32 pm
SAN
- HPN
2 stops13h 37m
Alaska Airlines
Sat 9/264:24 pm
HPN
- SAN
1 stop9h 12m
Alaska Airlines
Deal found 5/9![Alaska Airlines logo]()
$448
This Delta deal was found by Cheapflights users on 5/11. 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 10/16:20 am
SAN
- HPN
1 stop7h 20m
Delta
Wed 10/75:10 pm
HPN
- SAN
1 stop7h 42m
Delta
Deal found 5/11![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 5/12. 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 10/246:20 am
SAN
- HPN
1 stop7h 21m
Delta
Fri 10/305:10 pm
HPN
- SAN
1 stop7h 42m
Delta
Deal found 5/12![Delta logo]()
$297
This Alaska Airlines deal was found by Cheapflights users on 5/10. 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.
Sat 9/127:00 am
SAN
- HPN
1 stop10h 00m
Alaska Airlines
Tue 9/155:56 am
HPN
- SAN
2 stops14h 17m
Alaska Airlines
Deal found 5/10![Alaska Airlines logo]()
$504
This Alaska Airlines deal was found by Cheapflights users on 5/10. 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.
Fri 9/117:00 am
SAN
- HPN
1 stop10h 00m
Alaska Airlines
Tue 9/155:56 am
HPN
- SAN
2 stops14h 17m
Alaska Airlines
Deal found 5/10![Alaska Airlines logo]()
$504
This Delta deal was found by Cheapflights users on 5/12. 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 6/93:00 pm
SAN
- HPN
2 stops15h 49m
Delta
Sat 6/135:10 pm
HPN
- SAN
2 stops19h 41m
Delta
Deal found 5/12![Delta logo]()
$597
This Alaska Airlines deal was found by Cheapflights users on 5/9. 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 6/236:35 pm
SAN
- HPN
2 stops13h 54m
Alaska Airlines
Tue 6/304:30 pm
HPN
- SAN
1 stop9h 03m
Alaska Airlines
Deal found 5/9![Alaska Airlines logo]()
$664
This Alaska Airlines deal was found by Cheapflights users on 5/12. 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.
Mon 6/155:35 pm
SAN
- HPN
2 stops14h 54m
Alaska Airlines
Tue 6/164:30 pm
HPN
- SAN
1 stop9h 03m
Alaska Airlines
Deal found 5/12![Alaska Airlines logo]()
$671
Last-minute flights from San Diego to Westchester CountyDiscover last-minute flight deals from San Diego to Westchester County. Data last updated May 14, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Westchester County. Data last updated May 14, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/11. 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 5/239:25 pm
SAN
- HPN
1 stop9h 03m
American Airlines
Wed 5/271:43 pm
HPN
- SAN
1 stop8h 04m
American Airlines
Deal found 5/11![American Airlines logo]()
$416
This American Airlines deal was found by Cheapflights users on 5/10. 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 6/69:25 pm
SAN
- HPN
1 stop9h 03m
American Airlines
Fri 6/125:46 pm
HPN
- SAN
1 stop9h 02m
American Airlines
Deal found 5/10![American Airlines logo]()
$414
This Alaska Airlines deal was found by Cheapflights users on 5/12. 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 6/94:40 pm
SAN
- HPN
2 stops15h 49m
Alaska Airlines
Wed 6/174:30 pm
HPN
- SAN
1 stop9h 03m
Alaska Airlines
Deal found 5/12![Alaska Airlines logo]()
$392
This American Airlines deal was found by Cheapflights users on 5/13. 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 6/109:25 pm
SAN
- HPN
1 stop9h 03m
American Airlines
Sat 6/205:46 pm
HPN
- SAN
1 stop9h 02m
American Airlines
Deal found 5/13![American Airlines logo]()
$297
This American Airlines deal was found by Cheapflights users on 5/12. 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 6/109:25 pm
SAN
- HPN
1 stop9h 03m
American Airlines
Sat 6/137:55 am
HPN
- SAN
2 stops10h 32m
American Airlines
Deal found 5/12![American Airlines logo]()
$361
This American Airlines deal was found by Cheapflights users on 5/11. 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 6/1110:05 am
SAN
- HPN
1 stop9h 54m
American Airlines
Sat 6/134:30 pm
HPN
- SAN
1 stop10h 18m
American Airlines
Deal found 5/11![American Airlines logo]()
$434
One-way flights from San Diego to Westchester CountySearch for one-way flight options from San Diego to Westchester County. Find affordable one-way fares based on user searches. Data last updated May 14, 2026.
Search for one-way flight options from San Diego to Westchester County. Find affordable one-way fares based on user searches. Data last updated May 14, 2026.
This Delta deal was found by Cheapflights users on 5/11. 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 6/1710:30 pm
SAN
- HPN
1 stop8h 19m
Delta
Deal found 5/11![Delta logo]()
$184
This American Airlines deal was found by Cheapflights users on 5/12. 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 7/287:15 pm
SAN
- HPN
2 stops12h 15m
American Airlines
Deal found 5/12![American Airlines logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Wed 6/36:25 am
SAN
- HPN
3 stops35h 35m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
Tue 8/189:53 pm
SAN
- HPN
3 stops44h 07m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$197
This American Airlines deal was found by Cheapflights users on 5/12. 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 8/1810:45 pm
SAN
- HPN
2 stops11h 27m
American Airlines
Deal found 5/12![American Airlines logo]()
$209
This American Airlines deal was found by Cheapflights users on 5/12. 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 5/319:25 pm
SAN
- HPN
1 stop9h 03m
American Airlines
Deal found 5/12![American Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
Thu 7/28:29 pm
SAN
- HPN
3 stops35h 51m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
Tue 7/289:53 pm
SAN
- HPN
3 stops34h 34m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 5/11. 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.
Wed 7/154:47 pm
SAN
- HPN
3 stops25h 13m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$238
This American Airlines deal was found by Cheapflights users on 5/9. 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 6/209:25 pm
SAN
- HPN
1 stop9h 03m
American Airlines
Deal found 5/9![American Airlines logo]()
$239
This American Airlines deal was found by Cheapflights users on 5/9. 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.
Mon 6/227:15 pm
SAN
- HPN
2 stops11h 13m
American Airlines
Deal found 5/9![American Airlines logo]()
$244
Find 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 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $297 (American Airlines) |
One-way from | $184 (Delta) |
Popular in | December |
Cheapest in | September |
Average price | $337 |
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 14, 2026.
Use the filters below to find and compare flights from San Diego to Westchester County that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San DiegoWhite Plains
SAN - HPN
SANHPN
San Diego
Wed 8/12
10:49 am-10:25 pm
1 stop8h 36m
White Plains Westchester County
Wed 9/2
12:45 pm-6:23 pm
1 stop8h 38m
$297
Quickest round-trip
San DiegoWhite Plains
SAN - HPN
SANHPN
San Diego
Thu 10/1
6:20 am-4:40 pm
1 stop7h 20m
White Plains Westchester County
Wed 10/7
5:10 pm-9:52 pm
1 stop7h 42m
$297
San DiegoWhite Plains
SAN - HPN
SANHPN
San Diego
Sat 10/24
6:20 am-4:41 pm
1 stop7h 21m
White Plains Westchester County
Fri 10/30
5:10 pm-9:52 pm
1 stop7h 42m
$297
San DiegoWhite Plains
SAN - HPN
SANHPN
San Diego
Tue 9/22
6:32 pm-11:09 am
2 stops13h 37m
White Plains Westchester County
Sat 9/26
4:24 pm-10:36 pm
1 stop9h 12m
$448
San DiegoWhite Plains
SAN - HPN
SANHPN
San Diego
Sat 9/12
7:00 am-8:00 pm
1 stop10h 00m
White Plains Westchester County
Tue 9/15
5:56 am-5:13 pm
2 stops14h 17m
$504
San DiegoWhite Plains
SAN - HPN
SANHPN
San Diego
Fri 9/11
7:00 am-8:00 pm
1 stop10h 00m
White Plains Westchester County
Tue 9/15
5:56 am-5:13 pm
2 stops14h 17m
$504
San DiegoWhite Plains
SAN - HPN
SANHPN
San Diego
Tue 6/9
3:00 pm-9:49 am
2 stops15h 49m
White Plains Westchester County
Sat 6/13
5:10 pm-9:51 am
2 stops19h 41m
$597
San DiegoWhite Plains
SAN - HPN
SANHPN
San Diego
Tue 6/23
6:35 pm-11:29 am
2 stops13h 54m
White Plains Westchester County
Tue 6/30
4:30 pm-10:33 pm
1 stop9h 03m
$664
San DiegoWhite Plains
SAN - HPN
SANHPN
San Diego
Mon 6/15
5:35 pm-11:29 am
2 stops14h 54m
White Plains Westchester County
Tue 6/16
4:30 pm-10:33 pm
1 stop9h 03m
$671
Cheapest one-way
San DiegoWhite Plains
SAN - HPN
SANHPN
San Diego
Thu 8/6
10:30 pm-9:49 am
1 stop8h 19m
$184
Showing 1-10 of 19 resultsSorted by cheapest first
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.
SAN-HPN
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
SAN-zzREU
SAN-HPN
What is the cheapest month to book a flight from San Diego to Westchester County?
Currently, March is the cheapest month in which you can book a flight from San Diego to Westchester County (average of $236). Flying from San Diego to Westchester County in January is currently the most expensive (average of $485). 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 May 14, 2026.
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.
Crew
8.5
Boarding
8.1
Overall
7.9
Food
7.2
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
Crew
8.5
Boarding
8.1
Overall
7.9
Food
7.2
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
Crew
8.5
Boarding
8.1
Overall
7.9
Food
7.2
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentLucy,Nov 2023
ATL - JFK
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.
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Complete your trip
Complete your trip to Westchester County by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from San Diego to Westchester County by cabin class
Find flights from San Diego to Westchester County, based on your preferred cabin class, be it economy, premium economy, business, or first class.
San Diego and Westchester County flights
Browse other San Diego and Westchester County flight options. Last updated on May 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
San Diego to Westchester County flights
Consider these flights traveling from San Diego to Westchester County.
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 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$296 | Average$514 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$306 | Average$440 | FlexibilityNo cancel fee | On-timeN/A |