HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Stewart

$151+ 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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SWF
Jul 27 — Aug 31
Mon 7/27
Mon 8/3
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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

Cheapest flights from San Diego to Stewart
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 June 27, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/201:22 pm
SAN
-
SWF
1 stop19h 17m
Breeze Airways
Sat 10/3112:39 pm
SWF
-
SAN
1 stop27h 13m
Breeze Airways
Deal found 6/27$364
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/119:43 pm
SAN
-
SWF
2 stops33h 33m
Multiple Airlines
Sat 9/1912:39 pm
SWF
-
SAN
1 stop26h 13m
Multiple Airlines
Deal found 6/27$397
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:54 pm
SAN
-
SWF
1 stop19h 31m
Breeze Airways
Wed 9/912:39 pm
SWF
-
SAN
1 stop26h 13m
Breeze Airways
Deal found 6/27$413
This Kiwi.com deal was found by Cheapflights users on 6/25. 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.
Fri 7/174:12 pm
SAN
-
SWF
2 stops22h 42m
Multiple Airlines
Sat 7/2512:05 pm
SWF
-
SAN
1 stop26h 19m
Multiple Airlines
Deal found 6/25$467
This Kiwi.com deal was found by Cheapflights users on 6/22. 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 7/46:25 am
SAN
-
SWF
2 stops24h 28m
Multiple Airlines
Sat 7/1112:05 pm
SWF
-
SAN
1 stop26h 19m
Multiple Airlines
Deal found 6/22$482
This Kiwi.com deal was found by Cheapflights users on 6/26. 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.
Wed 7/810:00 am
SAN
-
SWF
2 stops20h 53m
Multiple Airlines
Sat 7/1112:05 pm
SWF
-
SAN
1 stop26h 19m
Multiple Airlines
Deal found 6/26$488
This Kiwi.com deal was found by Cheapflights users on 6/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/34:17 pm
SAN
-
SWF
2 stops38h 36m
Multiple Airlines
Sat 7/1112:05 pm
SWF
-
SAN
1 stop26h 19m
Multiple Airlines
Deal found 6/23$489
This Kiwi.com deal was found by Cheapflights users on 6/24. 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.
Mon 6/2910:04 am
SAN
-
SWF
2 stops22h 04m
Multiple Airlines
Sat 7/412:05 pm
SWF
-
SAN
1 stop26h 19m
Multiple Airlines
Deal found 6/24$511
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/11:22 pm
SAN
-
SWF
1 stop19h 17m
Breeze Airways
Wed 12/912:39 pm
SWF
-
SAN
1 stop26h 13m
Breeze Airways
Deal found 6/27$512
This Kiwi.com deal was found by Cheapflights users on 6/25. 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 6/276:25 am
SAN
-
SWF
2 stops23h 33m
Multiple Airlines
Sat 7/1112:05 pm
SWF
-
SAN
1 stop26h 19m
Multiple Airlines
Deal found 6/25$534
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 6/276:25 am
SAN
-
SWF
2 stops23h 33m
Multiple Airlines
Sat 7/412:05 pm
SWF
-
SAN
1 stop26h 19m
Multiple Airlines
Deal found 6/24$538

Find 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 June 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$364
(Kiwi.com)

One-way from

$151
(Kiwi.com)

Popular in

June

Cheapest in

September

Average price

$417
Provider with most accurate pricing for San Diego-New Windsor Stewart flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Diego-New Windsor Stewart flights.
Search Deals
From San Diego to New Windsor Stewart
Search Deals
One-way flight from San Diego to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 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 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 June 27, 2026.
Use the filters below to find and compare flights from San Diego to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

San DiegoNew Windsor

SAN - SWF

SANSWF

San Diego

Tue 12/1

1:22 pm-11:39 am

1 stop19h 17m

New Windsor Stewart

Wed 12/9

12:39 pm-11:52 am

1 stop26h 13m

$778

San DiegoNew Windsor

SAN - SWF

SANSWF

San Diego

Tue 7/7

12:54 pm-11:25 am

1 stop19h 31m

New Windsor Stewart

Sat 7/11

12:05 pm-11:24 am

1 stop26h 19m

$818

San DiegoNew Windsor

SAN - SWF

SANSWF

San Diego

Tue 11/10

1:22 pm-10:16 am

2 stops41h 54m

New Windsor Stewart

Wed 11/18

12:39 pm-11:52 am

1 stop26h 13m

$878

San DiegoNew Windsor

SAN - SWF

SANSWF

San Diego

Fri 7/17

1:05 pm-9:53 am

2 stops41h 48m

New Windsor Stewart

Sat 7/25

12:05 pm-11:24 am

1 stop26h 19m

$908

San DiegoNew Windsor

SAN - SWF

SANSWF

San Diego

Mon 7/13

12:33 pm-11:25 am

2 stops43h 52m

New Windsor Stewart

Mon 7/20

12:17 pm-11:39 am

2 stops26h 22m

$1,078

San DiegoNew Windsor

SAN - SWF

SANSWF

San Diego

Tue 7/28

12:54 pm-9:53 am

2 stops41h 59m

New Windsor Stewart

Tue 8/4

11:48 am-11:24 am

2 stops50h 36m

$1,088

San DiegoNew Windsor

SAN - SWF

SANSWF

San Diego

Mon 8/10

12:33 pm-11:25 am

2 stops43h 52m

New Windsor Stewart

Fri 8/14

12:17 pm-12:33 pm

3 stops27h 16m

$1,093

San DiegoNew Windsor

SAN - SWF

SANSWF

San Diego

Thu 7/9

12:09 pm-11:37 am

3 stops20h 28m

New Windsor Stewart

Mon 7/13

12:17 pm-11:39 am

2 stops26h 22m

$1,103

San DiegoNew Windsor

SAN - SWF

SANSWF

San Diego

Fri 7/17

1:05 pm-9:53 am

2 stops41h 48m

New Windsor Stewart

Mon 7/20

12:17 pm-11:39 am

2 stops26h 22m

$1,108

San DiegoNew Windsor

SAN - SWF

SANSWF

San Diego

Fri 7/17

1:05 pm-9:53 am

2 stops41h 48m

New Windsor Stewart

Tue 7/21

11:48 am-11:24 am

2 stops50h 36m

$1,118

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/27

Showing 1-10 of 24 resultsSorted by cheapest first
1
2
3
  • 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.

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.

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

    Breeze Airways can get you from San Diego to New Windsor in just under 19h 17m. Your travel time can differ by up to . Airlines will cover a distance of 2422 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from San Diego 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.

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

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 San Diego to Stewart

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