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$296+ Cheap flights from New Windsor to San Diego (SWF - 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 12/22. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — SAN
ene. 11 — ene. 181
dom. 1/11
dom. 1/18
1 adult, Economy
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Cheap flight deals from Stewart to San Diego

Best flights from Stewart to San Diego
Discover carefully curated flight deals from Stewart to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated diciembre 12, 2025.

This Gotogate deal was found by Cheapflights users on 12/10. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 6/312:05 pmSWF - SAN
1 stop26h 19mBreeze Airways
mar. 6/912:54 pmSAN - SWF
1 stop19h 31mBreeze Airways
Deal found 12/10$636

Find flight deals from Stewart to San Diego

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to San Diego (SAN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated diciembre 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$636
(Gotogate)

One-way from

$296
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$518
Provider with most accurate pricing for New Windsor Stewart-San Diego flight deals.
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Provider most trusted by Cheapflights users for New Windsor Stewart-San Diego flights.
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From New Windsor Stewart to San Diego
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One-way flight from New Windsor Stewart to San Diego
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($39 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 December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart 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 diciembre 12, 2025.
Use the filters below to find and compare flights from New Windsor to San Diego that are best for you.

Fly from

Stewart

Fly to

San Diego

Route

Depart

Return

Price

New WindsorSan Diego

SWF - SAN

SWFSAN

New Windsor Stewart

mié. 6/3

12:05 pm-11:24 am

1 stop26h 19m

San Diego

mar. 6/9

12:54 pm-11:25 am

1 stop19h 31m

$636

New WindsorSan Diego

SWF - SAN

SWFSAN

New Windsor Stewart

lun. 12/22

8:25 pm-10:05 pm

2 stops52h 40m

$296

New WindsorSan Diego

SWF - SAN

SWFSAN

New Windsor Stewart

sáb. 12/20

9:45 am-10:13 am

3 stops27h 28m

$343

New WindsorSan Diego

SWF - SAN

SWFSAN

New Windsor Stewart

vie. 12/19

8:11 pm-10:13 am

3 stops41h 02m

$343

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Compare providers for flights from Stewart to San Diego

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Stewart to San Diego in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on New Windsor-San Diego flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on New Windsor-San Diego flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from New Windsor-San Diego flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Windsor-San Diego flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for New Windsor-San Diego flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Stewart to San Diego

Have a flexible travel schedule? Discover the best time to fly to San Diego from Stewart 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 New Windsor to San Diego

What is the cheapest month to book a flight from New Windsor to San Diego?

Currently, November is the cheapest month in which you can book a flight from New Windsor to San Diego (average of $72). Flying from New Windsor to San Diego in July is currently the most expensive (average of $168). 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.

Related info for your journey

Find useful and relevant information for your journey from Stewart to San Diego. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from New Windsor to San Diego?

    Departing from New Windsor to San Diego will take you 26h 19m. New Windsor and San Diego are separated by a distance of 2422 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Stewart 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 New Windsor to San Diego?

    Currently, November is the cheapest month in which you can book a flight from New Windsor to San Diego (average of $72). Flying from New Windsor to San Diego in July is currently the most expensive (average of $168). 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
Julian
National City

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