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Stewart

$208+ Cheap flights from San Jose to New Windsor (SJC - 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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SWF
ago. 3 — ago. 101
dom. 8/3
dom. 8/10
1 adult, Economy
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Cheap flight deals from San Jose to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from San Jose (SJC) 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 julio 29, 2025.

Round-trip from

$556
(Mytrip)

One-way from

$208
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$362
From San Jose to New Windsor Stewart
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One-way flight from San Jose to New Windsor Stewart
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Highest demand for flights based on searches. 5% potential increase in price ($19 potential increase over avg. RT price).
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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 July 2025
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Find flight deals from San Jose to Stewart

Cheapest flights from San Jose to Stewart
Explore the most affordable flight options available from San Jose to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 29, 2025.

This Mytrip deal was found by Cheapflights users on 7/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/286:00 amSJC - SWF
3 stops28h 05mMultiple Airlines
lun. 9/11:55 pmSWF - SJC
3 stops28h 51mMultiple Airlines
Deal found 7/27$556

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose 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 julio 29, 2025.
Use the filters below to find and compare flights from San Jose to New Windsor that are best for you.

Fly from

San Jose

Fly to

Stewart

Route

Depart

Return

Price

San JoseNew Windsor

SJC - SWF

SJCSWF

San Jose

jue. 8/28

6:00 am-1:05 pm

3 stops28h 05m

New Windsor Stewart

lun. 9/1

1:55 pm-3:46 pm

3 stops28h 51m

$556

San JoseNew Windsor

SJC - SWF

SJCSWF

San Jose

dom. 8/24

12:39 pm-4:46 pm

3 stops25h 07m

$208

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Best time to book a flight from San Jose to Stewart

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

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

Currently, October is the cheapest month in which you can book a flight from San Jose to New Windsor (average of $109). Flying from San Jose to New Windsor in August is currently the most expensive (average of $206). 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 Jose 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 Jose to Stewart that include hotel bookings?

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from San Jose to New Windsor (average of $109). Flying from San Jose to New Windsor in August is currently the most expensive (average of $206). 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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