HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
San Diego

$157+ Cheap flights from New Windsor to San Diego (SWF - SAN)

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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — SAN
Jul 10 — Jul 171
Fri 7/10
Fri 7/17
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Stewart to San Diego 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 Stewart to San Diego

Cheapest flights from Stewart to San Diego
Explore the most affordable flight options available from Stewart to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 10, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Sat 7/1812:05 pm
SWF
-
SAN
1 stop26h 19m
Multiple Airlines
Tue 7/286:35 am
SAN
-
SWF
2 stops48h 03m
Multiple Airlines
Deal found 6/8$587
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Sat 6/1312:05 pm
SWF
-
SAN
1 stop26h 19m
Breeze Airways
Tue 6/1612:54 pm
SAN
-
SWF
1 stop19h 31m
Breeze Airways
Deal found 6/8$589
This Kiwi.com deal was found by Cheapflights users on 6/5. 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 6/612:05 pm
SWF
-
SAN
1 stop26h 19m
Breeze Airways
Tue 6/912:54 pm
SAN
-
SWF
1 stop19h 31m
Breeze Airways
Deal found 6/5$633
This Booking.com deal was found by Cheapflights users on 6/5. 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.
Sat 10/1012:39 pm
SWF
-
SAN
1 stop26h 13m
Breeze Airways
Tue 10/131:22 pm
SAN
-
SWF
1 stop19h 17m
Breeze Airways
Deal found 6/5$688
This Booking.com deal was found by Cheapflights users on 6/5. 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.
Wed 8/1912:05 pm
SWF
-
SAN
1 stop26h 19m
Breeze Airways
Tue 8/2512:54 pm
SAN
-
SWF
1 stop19h 31m
Breeze Airways
Deal found 6/5$698
This KAYAK deal was found by Cheapflights users on 6/6. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:05 pm
SWF
-
SAN
1 stop26h 19m
Breeze Airways
Tue 9/112:54 pm
SAN
-
SWF
1 stop19h 31m
Breeze Airways
Deal found 6/6$708
This Mytrip deal was found by Cheapflights users on 6/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:05 pm
SWF
-
SAN
1 stop26h 19m
Breeze Airways
Tue 9/812:54 pm
SAN
-
SWF
1 stop19h 45m
Breeze Airways
Deal found 6/8$718
This KAYAK deal was found by Cheapflights users on 6/6. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:05 pm
SWF
-
SAN
1 stop26h 19m
Breeze Airways
Tue 9/112:54 pm
SAN
-
SWF
1 stop19h 31m
Breeze Airways
Deal found 6/6$748
This KAYAK deal was found by Cheapflights users on 6/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1212:05 pm
SWF
-
SAN
1 stop26h 19m
Breeze Airways
Tue 8/1812:54 pm
SAN
-
SWF
1 stop19h 31m
Breeze Airways
Deal found 6/8$768
This KAYAK deal was found by Cheapflights users on 6/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1512:05 pm
SWF
-
SAN
1 stop26h 19m
Breeze Airways
Tue 8/1812:54 pm
SAN
-
SWF
1 stop19h 31m
Breeze Airways
Deal found 6/8$778
This KAYAK deal was found by Cheapflights users on 6/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1812:05 pm
SWF
-
SAN
1 stop26h 19m
Breeze Airways
Tue 7/2112:54 pm
SAN
-
SWF
1 stop19h 31m
Breeze Airways
Deal found 6/8$798
This KAYAK deal was found by Cheapflights users on 6/6. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1812:39 pm
SWF
-
SAN
1 stop26h 13m
Breeze Airways
Tue 12/11:22 pm
SAN
-
SWF
1 stop19h 17m
Breeze Airways
Deal found 6/6$808

Find flight deals from Stewart to San Diego

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to San Diego (SAN). 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 June 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$587
(Kiwi.com)

One-way from

$157
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$447
Provider with most accurate pricing for New Windsor Stewart-San Diego flight deals.
Search Deals
Provider most trusted by Cheapflights users for New Windsor Stewart-San Diego flights.
Search Deals
From New Windsor Stewart to San Diego
Search Deals
One-way flight from New Windsor Stewart to San Diego
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($23 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to San Diego 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 June 10, 2026.
Use the filters below to find and compare flights from New Windsor to San Diego that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

New WindsorSan Diego

SWF - SAN

SWFSAN

New Windsor Stewart

Sat 11/21

12:39 pm-11:52 am

1 stop26h 13m

San Diego

Tue 12/1

1:22 pm-11:39 am

1 stop19h 17m

$838

New WindsorSan Diego

SWF - SAN

SWFSAN

New Windsor Stewart

Wed 11/18

12:39 pm-11:52 am

1 stop26h 13m

San Diego

Thu 12/3

12:37 pm-11:36 am

3 stops19h 59m

$943

New WindsorSan Diego

SWF - SAN

SWFSAN

New Windsor Stewart

Wed 11/18

12:39 pm-11:52 am

1 stop26h 13m

San Diego

Tue 12/1

1:22 pm-8:56 am

2 stops40h 34m

$998

New WindsorSan Diego

SWF - SAN

SWFSAN

New Windsor Stewart

Sat 8/8

12:05 pm-11:24 am

1 stop26h 19m

San Diego

Sun 8/16

12:09 pm-11:08 am

2 stops43h 59m

$1,028

New WindsorSan Diego

SWF - SAN

SWFSAN

New Windsor Stewart

Sat 6/27

12:05 pm-11:24 am

1 stop26h 19m

San Diego

Tue 6/30

12:54 pm-11:25 am

1 stop19h 31m

$1,048

New WindsorSan Diego

SWF - SAN

SWFSAN

New Windsor Stewart

Sat 8/1

12:05 pm-11:24 am

1 stop26h 19m

San Diego

Sat 8/8

1:22 pm-11:37 am

3 stops43h 15m

$1,063

New WindsorSan Diego

SWF - SAN

SWFSAN

New Windsor Stewart

Wed 8/5

12:05 pm-11:39 am

3 stops26h 34m

San Diego

Mon 8/10

12:33 pm-11:25 am

2 stops43h 52m

$1,188

New WindsorSan Diego

SWF - SAN

SWFSAN

New Windsor Stewart

Wed 7/15

12:05 pm-11:39 am

3 stops26h 34m

San Diego

Tue 7/21

12:54 pm-9:53 am

2 stops41h 59m

$1,223

New WindsorSan Diego

SWF - SAN

SWFSAN

New Windsor Stewart

Wed 6/24

12:05 pm-11:24 am

1 stop26h 19m

San Diego

Fri 7/3

1:05 pm-9:53 am

2 stops41h 48m

$1,268

New WindsorSan Diego

SWF - SAN

SWFSAN

New Windsor Stewart

Fri 8/7

12:17 pm-11:24 am

3 stops50h 07m

San Diego

Mon 8/17

1:05 pm-11:25 am

3 stops43h 20m

$1,273

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/8

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Stewart to San Diego

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 Stewart to San Diego in June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 New Windsor-San Diego flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New Windsor-San Diego flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from New Windsor-San Diego flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Windsor-San Diego 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 New Windsor-San Diego 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 Stewart to San Diego

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

Related info for your journey

Find useful and relevant information for your journey from Stewart to San Diego. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from New Windsor to San Diego?

    Departing from New Windsor to San Diego will take you 26h 13m. New Windsor and San Diego are separated by a distance of 2422 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Stewart to San Diego by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near San Diego?

Book flights to San Diego if you plan to visit one of these locations
El Cajon
Chula Vista
National City
Poway
Coronado
La Mesa
Santee
Julian
Lemon Grove

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Stewart to San Diego

See prices for flight routes from nearby airports that may be better suited for you.
Newark to San Francisco flights
John F Kennedy Intl to San Francisco flights
LaGuardia to San Francisco flights
Newark to Los Angeles flights
John F Kennedy Intl to Los Angeles flights
Newark to Las Vegas flights
John F Kennedy Intl to Las Vegas flights
LaGuardia to Los Angeles flights
Newark to San Jose flights
LaGuardia to Las Vegas flights
John F Kennedy Intl to Ontario flights
John F Kennedy Intl to San Jose flights
John F Kennedy Intl to Oakland flights
John F Kennedy Intl to San Diego flights
Newark to San Diego flights
Newark to Ontario flights
Newark to Oakland flights
John F Kennedy Intl to Santa Ana flights
LaGuardia to Ontario flights
LaGuardia to San Diego flights
Newark to Santa Ana flights
Stewart to San Francisco flights
Newark to Burbank flights
John F Kennedy Intl to Sacramento flights
John F Kennedy Intl to Reno flights
Newark to Sacramento flights
Buffalo to Las Vegas flights
John F Kennedy Intl to Burbank flights
Rochester to Las Vegas flights
White Plains to San Francisco flights
Buffalo to Los Angeles flights
Newark to Reno flights
LaGuardia to Sacramento flights
LaGuardia to San Jose flights
LaGuardia to Reno flights
Albany to Las Vegas flights
John F Kennedy Intl to Palm Springs flights
Syracuse to Las Vegas flights
Newark to Palm Springs flights
John F Kennedy Intl to Santa Barbara flights
White Plains to Las Vegas flights
Newark to Santa Barbara flights
Syracuse to Los Angeles flights
John F Kennedy Intl to Long Beach flights
Rochester to Los Angeles flights
Stewart to Los Angeles flights
LaGuardia to Santa Barbara flights
LaGuardia to Burbank flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.