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$187+ Cheap flights from New Windsor to San Jose (SWF - SJC)

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 11/2. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — SJC
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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Cheap flight deals from Stewart to San Jose

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to San Jose (SJC). 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 septiembre 11, 2025.

Popular in

December

Cheapest in

January

Average price

$359
Highest demand for flights based on searches. 1% potential increase in price ($5 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Stewart to San Jose

One-way flights from Stewart to San Jose
Search for one-way flight options from Stewart to San Jose. Find affordable one-way fares based on user searches. Data last updated septiembre 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/26:16 pmSWF - SJC
2 stops20h 16mMultiple Airlines
Deal found 9/10$187
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/217:12 pmSWF - SJC
2 stops27h 48mMultiple Airlines
Deal found 9/9$281
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
lun. 9/1512:24 pmSWF - SJC
3 stops49h 21mMultiple Airlines
Deal found 9/8$298
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
dom. 9/1411:43 amSWF - SJC
2 stops26h 47mMultiple Airlines
Deal found 9/8$401
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/308:41 pmSWF - SJC
3 stops49h 14mMultiple Airlines
Deal found 9/9$479

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to San Jose 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 septiembre 11, 2025.
Use the filters below to find and compare flights from New Windsor to San Jose that are best for you.

Fly from

Stewart

Fly to

San Jose

Route

Depart

Return

Price

New WindsorSan Jose

SWF - SJC

SWFSJC

New Windsor Stewart

dom. 11/2

6:16 pm-11:32 am

2 stops20h 16m

$187

New WindsorSan Jose

SWF - SJC

SWFSJC

New Windsor Stewart

dom. 9/21

7:12 pm-8:00 pm

2 stops27h 48m

$281

New WindsorSan Jose

SWF - SJC

SWFSJC

New Windsor Stewart

lun. 9/15

12:24 pm-10:45 am

3 stops49h 21m

$298

New WindsorSan Jose

SWF - SJC

SWFSJC

New Windsor Stewart

dom. 9/14

11:43 am-11:30 am

2 stops26h 47m

$401

New WindsorSan Jose

SWF - SJC

SWFSJC

New Windsor Stewart

dom. 11/30

8:41 pm-6:55 pm

3 stops49h 14m

$479

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Best time to book a flight from Stewart to San Jose

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

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

Currently, September is the cheapest month in which you can book a flight from New Windsor to San Jose (average of $255). Flying from New Windsor to San Jose in June is currently the most expensive (average of $358). 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 Jose. 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 Stewart to San Jose that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Stewart to San Jose 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 Jose?

    Currently, September is the cheapest month in which you can book a flight from New Windsor to San Jose (average of $255). Flying from New Windsor to San Jose in June is currently the most expensive (average of $358). 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

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