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Stewart

$130+ Cheap flights from San Diego to New Windsor (SAN - SWF)

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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SWF
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
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Cheap flight deals from San Diego to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from San Diego (SAN) to Stewart (SWF). 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 November 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Popular in

December

Cheapest in

January

Average price

$359
Provider with most accurate pricing for San Diego-New Windsor Stewart flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Diego-New Windsor Stewart flights.
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($8 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from San Diego to Stewart

One-way flights from San Diego to Stewart
Search for one-way flight options from San Diego to Stewart. Find affordable one-way fares based on user searches. Data last updated November 26, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/23. 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 1/77:00 amSAN - SWF
2 stops25h 33mMultiple Airlines
Deal found 11/23$130
This Kiwi.com deal was found by Cheapflights users on 11/25. 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 1/82:50 pmSAN - SWF
2 stops24h 53mMultiple Airlines
Deal found 11/25$157
This Kiwi.com deal was found by Cheapflights users on 11/25. 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.
Sat 1/1712:00 pmSAN - SWF
3 stops43h 19mMultiple Airlines
Deal found 11/25$159
This Kiwi.com deal was found by Cheapflights users on 11/25. 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 12/184:47 pmSAN - SWF
2 stops23h 34mMultiple Airlines
Deal found 11/25$161
This Kiwi.com deal was found by Cheapflights users on 11/25. 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 12/116:25 amSAN - SWF
2 stops26h 12mMultiple Airlines
Deal found 11/25$166
This Kiwi.com deal was found by Cheapflights users on 11/25. 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 1/159:16 amSAN - SWF
2 stops22h 03mMultiple Airlines
Deal found 11/25$169
This Kiwi.com deal was found by Cheapflights users on 11/24. 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.
Fri 1/238:16 pmSAN - SWF
2 stops34h 42mMultiple Airlines
Deal found 11/24$170

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Diego to Stewart 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 November 26, 2025.
Use the filters below to find and compare flights from San Diego to New Windsor that are best for you.

Fly from

San Diego

Fly to

Stewart

Route

Depart

Return

Price

San DiegoNew Windsor

SAN - SWF

SANSWF

San Diego

Thu 1/8

2:50 pm-6:43 pm

2 stops24h 53m

$157

San DiegoNew Windsor

SAN - SWF

SANSWF

San Diego

Sat 1/17

12:00 pm-11:33 am

2 stops20h 33m

$164

San DiegoNew Windsor

SAN - SWF

SANSWF

San Diego

Thu 1/29

6:30 am-10:19 am

3 stops24h 49m

$166

San DiegoNew Windsor

SAN - SWF

SANSWF

San Diego

Thu 12/11

6:25 am-11:37 am

2 stops26h 12m

$166

San DiegoNew Windsor

SAN - SWF

SANSWF

San Diego

Thu 1/15

9:16 am-10:19 am

2 stops22h 03m

$169

San DiegoNew Windsor

SAN - SWF

SANSWF

San Diego

Fri 1/23

8:16 pm-9:58 am

2 stops34h 42m

$170

San DiegoNew Windsor

SAN - SWF

SANSWF

San Diego

Fri 1/9

8:32 pm-11:33 am

3 stops36h 01m

$178

San DiegoNew Windsor

SAN - SWF

SANSWF

San Diego

Thu 12/25

6:25 am-11:07 am

2 stops25h 42m

$183

San DiegoNew Windsor

SAN - SWF

SANSWF

San Diego

Wed 12/10

6:34 am-11:37 am

3 stops50h 03m

$188

San DiegoNew Windsor

SAN - SWF

SANSWF

San Diego

Wed 12/24

4:47 pm-11:07 am

3 stops39h 20m

$189

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/25

Compare providers for flights from San Diego to Stewart

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 San Diego to Stewart in November.
ProviderPrice AccuracyTrust Score*
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 San Diego-New Windsor flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on San Diego-New Windsor flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from San Diego-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Diego-New Windsor 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 San Diego-New Windsor 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 San Diego to Stewart

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

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

Currently, June is the cheapest month in which you can book a flight from San Diego to New Windsor (average of $78). Flying from San Diego to New Windsor in November is currently the most expensive (average of $169). 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 San Diego to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

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

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

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

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

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

    Currently, June is the cheapest month in which you can book a flight from San Diego to New Windsor (average of $78). Flying from San Diego to New Windsor in November is currently the most expensive (average of $169). 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 New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Kingston

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