$150+ 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 8/15. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — SJC
Jul 30 — Aug 61
1 adult, Economy
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1. Tell us where you want to go
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 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 July 25, 2025.
Round-trip from | $310 (Mytrip) |
|---|---|
One-way from | $150 (Mytrip) |
Popular in | December |
Cheapest in | March |
Average price | $380 |
Find flight deals from Stewart to San Jose
Cheapest flights from Stewart to San JoseExplore the most affordable flight options available from Stewart to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 25, 2025.
Explore the most affordable flight options available from Stewart to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 25, 2025.
This Mytrip deal was found by Cheapflights users on 7/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/187:37 pmSWF - SJC
3 stops29h 53mMultiple Airlines
Thu 8/2112:39 pmSJC - SWF
3 stops25h 07mMultiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$310
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 July 25, 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
Mon 8/18
7:37 pm-10:30 pm
3 stops29h 53m
San Jose
Thu 8/21
12:39 pm-4:46 pm
3 stops25h 07m
$310
New WindsorSan Jose
SWF - SJC
SWFSJC
New Windsor Stewart
Fri 8/15
7:37 pm-10:30 pm
3 stops29h 53m
$150
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 $253). Flying from New Windsor to San Jose in June is currently the most expensive (average of $359). 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.