$151+ Cheap flights from San Diego to New Windsor (SAN - SWF)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SWF
Nov 19 — Nov 261
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
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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
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Best
Last-minute
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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 October 20, 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 October 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 12/46:30 am -
2 stops26h 09m
Wed 12/912:39 pm -
1 stop26h 13m
Deal found 10/15![Multiple Airlines logo]()
$345
This Kiwi.com deal was found by Cheapflights users on 10/18. 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 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 12/512:39 pm -
1 stop26h 13m
Deal found 10/18![Breeze Airways logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 10/17. 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 12/211:16 am -
2 stops20h 10m
Sat 12/512:39 pm -
1 stop26h 13m
Deal found 10/17![Multiple Airlines logo]()
$380
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 12/911:14 am -
2 stops20h 12m
Sat 12/1212:39 pm -
1 stop26h 13m
Deal found 10/16![Multiple Airlines logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 10/16. 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
Sat 11/1412:39 pm -
1 stop26h 13m
Deal found 10/16![Breeze Airways logo]()
$392
This Kiwi.com deal was found by Cheapflights users on 10/16. 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
Sat 11/1412:39 pm -
2 stops14h 18m
Deal found 10/16![Multiple Airlines logo]()
$401
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 12/81:22 pm -
1 stop19h 17m
Fri 12/1111:03 am -
2 stops15h 55m
Deal found 10/19![Multiple Airlines logo]()
$405
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 October 20, 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 October 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/17. 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 12/211:16 am -
2 stops20h 10m
Sat 12/512:39 pm -
1 stop26h 13m
Deal found 10/17![Multiple Airlines logo]()
$380
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 12/291:22 pm -
1 stop19h 17m
Sat 1/212:39 pm -
1 stop26h 13m
Deal found 10/15![Breeze Airways logo]()
$952
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 12/81:22 pm -
1 stop19h 17m
Fri 12/187:15 pm -
2 stops31h 43m
Deal found 10/19![Multiple Airlines logo]()
$492
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 12/151:22 pm -
1 stop19h 17m
Sat 12/2612:39 pm -
2 stops14h 19m
Deal found 10/19![Multiple Airlines logo]()
$691
This KAYAK deal was found by Cheapflights users on 10/17. 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 11/111:13 pm -
3 stops43h 23m
Sat 11/1412:39 pm -
1 stop26h 13m
Deal found 10/17![Breeze Airways logo]()
$963
This KAYAK deal was found by Cheapflights users on 10/17. 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.
Sun 12/1312:37 pm -
3 stops19h 59m
Sat 12/1912:39 pm -
1 stop26h 13m
Deal found 10/17![Breeze Airways logo]()
$993
This KAYAK deal was found by Cheapflights users on 10/17. 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 12/51:13 pm -
3 stops43h 23m
Wed 12/912:39 pm -
1 stop26h 13m
Deal found 10/17![Breeze Airways logo]()
$1,063
This KAYAK deal was found by Cheapflights users on 10/19. 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 11/31:22 pm -
1 stop19h 17m
Thu 11/510:56 am -
2 stops52h 32m
Deal found 10/19![Breeze Airways logo]()
$1,128
This KAYAK deal was found by Cheapflights users on 10/15. 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 11/1312:45 pm -
3 stops19h 54m
Mon 11/1612:16 pm -
3 stops51h 12m
Deal found 10/15![Breeze Airways logo]()
$1,183
This KAYAK deal was found by Cheapflights users on 10/16. 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 12/1112:45 pm -
3 stops19h 54m
Sun 12/1311:06 am -
2 stops52h 31m
Deal found 10/16![Breeze Airways logo]()
$1,188
This KAYAK deal was found by Cheapflights users on 10/16. 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 12/1812:45 pm -
3 stops19h 54m
Wed 12/2312:39 pm -
1 stop26h 13m
Deal found 10/16![Breeze Airways logo]()
$1,194
This KAYAK deal was found by Cheapflights users on 10/17. 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 12/11:22 pm -
1 stop19h 17m
Thu 12/311:06 am -
3 stops52h 22m
Deal found 10/17![Breeze Airways logo]()
$1,204
Last-minute flights from San Diego to StewartDiscover last-minute flight deals from San Diego to Stewart. Data last updated October 20, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Stewart. Data last updated October 20, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 10/271:22 pm -
1 stop19h 17m
Wed 11/412:39 pm -
2 stops14h 18m
Deal found 10/15![Multiple Airlines logo]()
$442
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 10/271:22 pm -
1 stop19h 17m
Wed 11/412:39 pm -
1 stop26h 13m
Deal found 10/15![Breeze Airways logo]()
$468
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 10/16![Multiple Airlines logo]()
$476
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 11/31:22 pm -
1 stop19h 17m
Sat 11/712:39 pm -
1 stop26h 13m
Deal found 10/19![Breeze Airways logo]()
$441
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 11/31:22 pm -
1 stop19h 17m
Sat 11/712:39 pm -
2 stops14h 18m
Deal found 10/19![Multiple Airlines logo]()
$448
This Kiwi.com deal was found by Cheapflights users on 10/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:25 am -
2 stops26h 14m
Wed 11/1112:39 pm -
1 stop26h 13m
Deal found 10/18![Multiple Airlines logo]()
$456
This Kiwi.com deal was found by Cheapflights users on 10/16. 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
Sat 11/1412:39 pm -
1 stop26h 13m
Deal found 10/16![Breeze Airways logo]()
$392
This Kiwi.com deal was found by Cheapflights users on 10/16. 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
Sat 11/1412:39 pm -
2 stops14h 18m
Deal found 10/16![Multiple Airlines logo]()
$401
This Kiwi.com deal was found by Cheapflights users on 10/18. 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 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 12/512:39 pm -
1 stop26h 13m
Deal found 10/18![Breeze Airways logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 10/17. 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
Wed 12/212:39 pm -
1 stop26h 13m
Deal found 10/17![Breeze Airways logo]()
$413
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 October 20, 2026.
Search for one-way flight options from San Diego to Stewart. Find affordable one-way fares based on user searches. Data last updated October 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 12/81:22 pm -
1 stop19h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Breeze Airways logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 12/151:22 pm -
1 stop19h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Breeze Airways logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 12/311:16 am -
3 stops45h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Multiple Airlines logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 10/17. 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 12/46:30 am -
2 stops26h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![Multiple Airlines logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 1/58:57 pm -
3 stops43h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Multiple Airlines logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 1/268:37 pm -
3 stops35h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Multiple Airlines logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 10/20. 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
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Multiple Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 11/136:25 am -
2 stops26h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Multiple Airlines logo]()
$198
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 October 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $345 (Kiwi.com) |
One-way from | $151 (Kiwi.com) |
Popular in | October |
Cheapest in | January |
Average price | $431 |
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 October 20, 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
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Mon 12/7
6:30 am-11:39 am
3 stops50h 09m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$219
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Mon 1/11
5:34 pm-11:39 am
3 stops39h 05m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$238
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Wed 12/23
2:45 pm-10:26 am
2 stops16h 41m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$254
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Sat 1/9
6:36 am-10:16 am
3 stops24h 40m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$257
Quickest round-trip
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Tue 2/2
5:26 pm-11:39 am
3 stops15h 13m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$262
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Mon 11/23
1:02 pm-8:39 am
2 stops40h 37m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$276
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Sat 1/16
2:51 pm-11:35 am
1 stop17h 44m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$280
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Wed 10/28
10:54 am-10:16 am
1 stop20h 22m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$285
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Thu 12/10
12:37 pm-10:13 am
2 stops18h 36m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$293
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Thu 10/29
12:37 pm-11:36 am
3 stops19h 59m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$299
Showing 1-10 of 23 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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