$173+ 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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SWF
Oct 2 — Oct 91
Round-trip
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
Cheapest
Best
Last-minute
One-way
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 September 2, 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 September 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 9/291:22 pm -
1 stop19h 17m
Sat 10/312:39 pm -
2 stops14h 12m
Deal found 8/28![Multiple Airlines logo]()
$353
This Kiwi.com deal was found by Cheapflights users on 8/31. 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 10/61:22 pm -
1 stop19h 17m
Sat 10/3112:39 pm -
2 stops14h 18m
Deal found 8/31![Multiple Airlines logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 8/31. 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 9/256:25 am -
2 stops26h 14m
Sat 10/3112:39 pm -
1 stop27h 13m
Deal found 8/31![Multiple Airlines logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 8/31. 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 10/306:25 am -
2 stops26h 14m
Wed 11/412:39 pm -
1 stop26h 13m
Deal found 8/31![Multiple Airlines logo]()
$392
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 9/151:22 pm -
1 stop19h 17m
Sat 9/1912:39 pm -
2 stops14h 12m
Deal found 8/28![Multiple Airlines logo]()
$402
This Kiwi.com deal was found by Cheapflights users on 8/31. 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.
Thu 10/16:45 pm -
2 stops37h 54m
Wed 10/712:39 pm -
1 stop26h 13m
Deal found 8/31![Multiple Airlines logo]()
$403
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 9/151:22 pm -
1 stop19h 17m
Sat 9/1912:39 pm -
1 stop26h 13m
Deal found 8/28![Breeze Airways logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 11/171:22 pm -
1 stop19h 17m
Sat 11/2112:39 pm -
1 stop26h 13m
Deal found 9/1![Breeze Airways logo]()
$420
This Kiwi.com deal was found by Cheapflights users on 8/31. 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 11/171:22 pm -
1 stop19h 17m
Sun 11/226:48 pm -
2 stops32h 39m
Deal found 8/31![Multiple Airlines logo]()
$425
Best flights from San Diego to StewartDiscover carefully curated flight deals from San Diego to Stewart that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 2, 2026.
Discover carefully curated flight deals from San Diego to Stewart that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/31. 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 10/61:22 pm -
1 stop19h 17m
Sat 10/3112:39 pm -
2 stops14h 18m
Deal found 8/31![Multiple Airlines logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 11/171:22 pm -
1 stop19h 17m
Sat 11/2112:39 pm -
1 stop26h 13m
Deal found 9/1![Breeze Airways logo]()
$425
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 9/291:22 pm -
1 stop19h 17m
Thu 10/110:56 am -
2 stops15h 55m
Deal found 8/28![Multiple Airlines logo]()
$457
This Kiwi.com deal was found by Cheapflights users on 8/31. 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 9/269:03 am -
2 stops22h 13m
Wed 9/3012:39 pm -
1 stop26h 13m
Deal found 8/31![Multiple Airlines logo]()
$469
This KAYAK deal was found by Cheapflights users on 8/30. 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.
Tue 11/101:22 pm -
1 stop19h 17m
Mon 11/1612:16 pm -
3 stops27h 21m
Deal found 8/30![Breeze Airways logo]()
$928
This KAYAK deal was found by Cheapflights users on 8/29. 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 9/121:13 pm -
3 stops43h 23m
Sat 9/1912:39 pm -
1 stop26h 13m
Deal found 8/29![Breeze Airways logo]()
$1,033
This KAYAK deal was found by Cheapflights users on 8/30. 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.
Fri 10/212:45 pm -
3 stops19h 54m
Sun 10/410:56 am -
2 stops52h 41m
Deal found 8/30![Breeze Airways logo]()
$1,098
This KAYAK deal was found by Cheapflights users on 9/1. 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.
Thu 10/112:37 pm -
3 stops19h 59m
Thu 10/810:56 am -
2 stops52h 32m
Deal found 9/1![Breeze Airways logo]()
$1,103
This KAYAK deal was found by Cheapflights users on 8/30. 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.
Thu 11/1212:37 pm -
3 stops19h 59m
Mon 11/1612:16 pm -
3 stops27h 21m
Deal found 8/30![Breeze Airways logo]()
$1,113
This KAYAK deal was found by Cheapflights users on 8/28. 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.
Tue 9/291:22 pm -
1 stop19h 17m
Sun 10/410:56 am -
3 stops52h 41m
Deal found 8/28![Breeze Airways logo]()
$1,128
Last-minute flights from San Diego to StewartDiscover last-minute flight deals from San Diego to Stewart. Data last updated September 2, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Stewart. Data last updated September 2, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 9/151:22 pm -
1 stop19h 17m
Sat 9/1912:39 pm -
2 stops14h 12m
Deal found 8/28![Multiple Airlines logo]()
$402
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 9/151:22 pm -
1 stop19h 17m
Sat 9/1912:39 pm -
1 stop26h 13m
Deal found 8/28![Breeze Airways logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 8/31. 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 9/221:22 pm -
1 stop19h 17m
Thu 9/2410:56 am -
2 stops15h 55m
Deal found 8/31![Multiple Airlines logo]()
$456
This Kiwi.com deal was found by Cheapflights users on 8/31. 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 9/256:25 am -
2 stops26h 14m
Sat 10/3112:39 pm -
1 stop27h 13m
Deal found 8/31![Multiple Airlines logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 9/291:22 pm -
1 stop19h 17m
Sat 10/312:39 pm -
2 stops14h 12m
Deal found 8/28![Multiple Airlines logo]()
$353
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 9/291:22 pm -
1 stop19h 17m
Sun 10/410:56 am -
2 stops32h 02m
Deal found 9/1![Multiple Airlines logo]()
$441
This Kiwi.com deal was found by Cheapflights users on 8/31. 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.
Thu 10/16:45 pm -
2 stops37h 54m
Wed 10/712:39 pm -
1 stop26h 13m
Deal found 8/31![Multiple Airlines logo]()
$403
This Kiwi.com deal was found by Cheapflights users on 8/31. 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 10/61:22 pm -
1 stop19h 17m
Sat 10/3112:39 pm -
2 stops14h 18m
Deal found 8/31![Multiple Airlines logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 8/31. 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 10/306:25 am -
2 stops26h 14m
Wed 11/412:39 pm -
1 stop26h 13m
Deal found 8/31![Multiple Airlines logo]()
$392
One-way flights from San Diego to StewartSearch for one-way flight options from San Diego to Stewart. Find affordable one-way fares based on user searches. Data last updated September 2, 2026.
Search for one-way flight options from San Diego to Stewart. Find affordable one-way fares based on user searches. Data last updated September 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 10/166:25 am -
2 stops26h 14m
Deal found 8/28![Multiple Airlines logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 8/29. 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.
Thu 11/124:53 pm -
2 stops39h 46m
Deal found 8/29![Multiple Airlines logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 9/306:25 am -
3 stops24h 13m
Deal found 8/28![Multiple Airlines logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 8/29. 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 10/26:25 am -
2 stops26h 14m
Deal found 8/29![Multiple Airlines logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 8/31. 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.
Thu 10/154:53 pm -
2 stops39h 46m
Deal found 8/31![Multiple Airlines logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 11/101:22 pm -
1 stop19h 17m
Deal found 8/28![Breeze Airways logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 10/61:22 pm -
1 stop19h 17m
Deal found 9/1![Breeze Airways logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 8/29. 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 10/56:45 pm -
2 stops37h 54m
Deal found 8/29![Multiple Airlines logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 8/29. 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 9/294:54 pm -
3 stops37h 44m
Deal found 8/29![Multiple Airlines logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 10/308:32 pm -
3 stops36h 36m
Deal found 9/1![Multiple Airlines logo]()
$189
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 September 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $353 (Kiwi.com) |
One-way from | $173 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $333 |
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 7,457,451 searches. Data last updated September 2, 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
Cheapest round-trip
Quickest round-trip
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Tue 10/6
1:22 pm-11:39 am
1 stop19h 17m
New Windsor Stewart
Sat 10/31
12:39 pm-11:57 pm
2 stops14h 18m
$358
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Tue 11/17
1:22 pm-11:39 am
1 stop19h 17m
New Windsor Stewart
Sat 11/21
12:39 pm-11:52 am
1 stop26h 13m
$425
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Tue 9/29
1:22 pm-11:39 am
1 stop19h 17m
New Windsor Stewart
Thu 10/1
10:56 am-11:51 pm
2 stops15h 55m
$457
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Sat 9/26
9:03 am-10:16 am
2 stops22h 13m
New Windsor Stewart
Wed 9/30
12:39 pm-11:52 am
1 stop26h 13m
$469
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Tue 11/10
1:22 pm-11:39 am
1 stop19h 17m
New Windsor Stewart
Mon 11/16
12:16 pm-12:37 pm
3 stops27h 21m
$928
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Sat 9/12
1:13 pm-11:36 am
3 stops43h 23m
New Windsor Stewart
Sat 9/19
12:39 pm-11:52 am
1 stop26h 13m
$1,033
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Fri 10/2
12:45 pm-11:39 am
3 stops19h 54m
New Windsor Stewart
Sun 10/4
10:56 am-12:37 pm
2 stops52h 41m
$1,098
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Thu 10/1
12:37 pm-11:36 am
3 stops19h 59m
New Windsor Stewart
Thu 10/8
10:56 am-12:28 pm
2 stops52h 32m
$1,103
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Thu 11/12
12:37 pm-11:36 am
3 stops19h 59m
New Windsor Stewart
Mon 11/16
12:16 pm-12:37 pm
3 stops27h 21m
$1,113
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Tue 9/29
1:22 pm-11:39 am
1 stop19h 17m
New Windsor Stewart
Sun 10/4
10:56 am-12:37 pm
3 stops52h 41m
$1,128
Showing 1-10 of 21 resultsSorted by cheapest first
- 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.
SAN-SWF
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.
Traveling to a place near New Windsor?
Book flights to New Windsor if you plan to visit one of these locationsKingston
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