$148+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SWF
Feb 18 — Feb 251
1 adult, Economy
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Find cheap flights from San Diego to Stewart with Cheapflights
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 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 January 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 1 star |
Popular in | December |
Cheapest in | February |
Average price | $302 |
Find flight deals from San Diego to Stewart
Cheapest flights from San Diego to StewartExplore the most affordable flight options available from San Diego to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 19, 2026.
Explore the most affordable flight options available from San Diego to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 19, 2026.
This Booking.com deal was found by Cheapflights users on 1/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2812:54 pm
SAN
- SWF
1 stop19h 31m
Breeze Airways
Sat 8/112:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 1/18![Breeze Airways logo]()
$592
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 January 19, 2026.
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
Wed 2/25
9:45 am-11:02 am
2 stops22h 17m
$151
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Wed 2/11
9:45 am-10:52 am
2 stops22h 07m
$152
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Tue 3/17
8:25 am-9:39 am
3 stops46h 14m
$167
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Mon 3/23
9:18 pm-9:39 am
3 stops57h 21m
$168
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Mon 3/16
9:58 pm-9:39 am
3 stops56h 41m
$176
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Mon 2/23
8:20 pm-11:02 am
3 stops59h 42m
$179
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Sat 2/14
8:00 am-6:38 pm
3 stops31h 38m
$193
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Thu 2/26
6:25 am-11:31 am
3 stops26h 06m
$203
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Tue 2/3
7:00 am-11:08 am
3 stops49h 08m
$206
- Most accurate provider: When it comes to deals on San Diego-New Windsor flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Diego-New Windsor flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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
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.
Traveling to a place near New Windsor?
Book flights to New Windsor if you plan to visit one of these locationsKingston