$133+ 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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SWF
Sep 4 — Sep 111
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
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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 August 5, 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 August 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 9/151:22 pm -
1 stop19h 17m
Sat 9/1912:39 pm -
2 stops14h 12m
Deal found 8/1![Multiple Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 8/256:25 am -
2 stops26h 00m
Sat 8/2912:05 pm -
1 stop26h 19m
Deal found 8/4![Multiple Airlines logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 9/151:22 pm -
1 stop19h 17m
Sat 9/1912:39 pm -
1 stop26h 13m
Deal found 8/1![Breeze Airways logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 8/2512:54 pm -
1 stop19h 31m
Sat 9/1212:39 pm -
2 stops14h 12m
Deal found 8/4![Multiple Airlines logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 8/1. 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.
Thu 9/106:45 pm -
2 stops37h 54m
Wed 9/1612:39 pm -
1 stop26h 13m
Deal found 8/1![Multiple Airlines logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 8/2512:54 pm -
1 stop19h 31m
Sat 8/2912:05 pm -
1 stop26h 19m
Deal found 8/4![Breeze Airways logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 8/1812:54 pm -
1 stop19h 31m
Wed 8/2612:05 pm -
2 stops14h 46m
Deal found 8/1![Multiple Airlines logo]()
$394
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 8/1812:54 pm -
1 stop19h 31m
Wed 8/2612:05 pm -
1 stop26h 19m
Deal found 8/1![Breeze Airways logo]()
$402
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 8/1812:54 pm -
1 stop19h 31m
Sat 8/2212:05 pm -
2 stops14h 46m
Deal found 7/31![Multiple Airlines logo]()
$433
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 August 5, 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 August 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 8/1112:54 pm -
1 stop19h 31m
Sun 8/166:39 pm -
2 stops44h 00m
Deal found 7/31![Multiple Airlines logo]()
$602
This KAYAK deal was found by Cheapflights users on 8/3. 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 8/2512:54 pm -
1 stop19h 31m
Sat 8/2912:05 pm -
3 stops26h 34m
Deal found 8/3![Breeze Airways logo]()
$888
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Mon 8/106:25 am -
2 stops25h 43m
Wed 8/1212:05 pm -
1 stop26h 19m
Deal found 7/31![Multiple Airlines logo]()
$609
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 8/1112:54 pm -
1 stop19h 31m
Wed 8/127:58 pm -
2 stops18h 41m
Deal found 7/31![Multiple Airlines logo]()
$715
This KAYAK deal was found by Cheapflights users on 8/1. 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.
Fri 9/1112:45 pm -
3 stops19h 54m
Wed 9/1612:39 pm -
1 stop26h 13m
Deal found 8/1![Breeze Airways logo]()
$938
This KAYAK deal was found by Cheapflights users on 7/31. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2412:33 pm -
2 stops43h 52m
Mon 8/3111:10 am -
2 stops27h 29m
Deal found 7/31![Breeze Airways logo]()
$988
This KAYAK deal was found by Cheapflights users on 8/4. 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 8/2712:24 pm -
2 stops20h 13m
Thu 9/1010:56 am -
2 stops52h 32m
Deal found 8/4![Breeze Airways logo]()
$1,028
This KAYAK deal was found by Cheapflights users on 8/4. 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 9/812:54 pm -
1 stop19h 45m
Mon 9/1412:16 pm -
3 stops27h 21m
Deal found 8/4![Breeze Airways logo]()
$1,038
This KAYAK deal was found by Cheapflights users on 8/3. 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 9/112:54 pm -
2 stops41h 59m
Sat 9/512:05 pm -
3 stops26h 34m
Deal found 8/3![Breeze Airways logo]()
$1,048
This KAYAK deal was found by Cheapflights users on 7/31. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/151:22 pm -
3 stops43h 15m
Sat 8/2212:05 pm -
1 stop26h 19m
Deal found 7/31![Breeze Airways logo]()
$1,063
Last-minute flights from San Diego to StewartDiscover last-minute flight deals from San Diego to Stewart. Data last updated August 5, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Stewart. Data last updated August 5, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 8/1812:54 pm -
1 stop19h 31m
Wed 8/2612:05 pm -
2 stops14h 46m
Deal found 8/1![Multiple Airlines logo]()
$394
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 8/1812:54 pm -
1 stop19h 31m
Wed 8/2612:05 pm -
1 stop26h 19m
Deal found 8/1![Breeze Airways logo]()
$402
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 8/1812:54 pm -
1 stop19h 31m
Sat 8/2212:05 pm -
2 stops14h 46m
Deal found 7/31![Multiple Airlines logo]()
$433
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 8/256:25 am -
2 stops26h 00m
Sat 8/2912:05 pm -
1 stop26h 19m
Deal found 8/4![Multiple Airlines logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 8/2512:54 pm -
1 stop19h 31m
Sat 9/1212:39 pm -
2 stops14h 12m
Deal found 8/4![Multiple Airlines logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 8/2512:54 pm -
1 stop19h 31m
Sat 8/2912:05 pm -
1 stop26h 19m
Deal found 8/4![Breeze Airways logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 9/24:36 pm -
2 stops23h 04m
Sat 9/1212:39 pm -
1 stop26h 13m
Deal found 8/3![Multiple Airlines logo]()
$442
This Kiwi.com deal was found by Cheapflights users on 8/1. 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.
Thu 9/106:45 pm -
2 stops37h 54m
Wed 9/1612:39 pm -
1 stop26h 13m
Deal found 8/1![Multiple Airlines logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 9/151:22 pm -
1 stop19h 17m
Sat 9/1912:39 pm -
2 stops14h 12m
Deal found 7/31![Multiple Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 9/151:22 pm -
1 stop19h 17m
Sat 9/1912:39 pm -
1 stop26h 13m
Deal found 8/1![Breeze Airways logo]()
$325
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 August 5, 2026.
Search for one-way flight options from San Diego to Stewart. Find affordable one-way fares based on user searches. Data last updated August 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 9/116:25 am -
2 stops26h 14m
Deal found 8/1![Multiple Airlines logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 10/26:25 am -
2 stops26h 14m
Deal found 8/1![Multiple Airlines logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 11/26:25 am -
2 stops50h 14m
Deal found 8/4![Multiple Airlines logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 8/4. 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
Deal found 8/4![Multiple Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 9/146:45 pm -
2 stops37h 54m
Deal found 8/4![Multiple Airlines logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 8/3. 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
Deal found 8/3![Breeze Airways logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 8/256:25 am -
2 stops26h 00m
Deal found 7/31![Multiple Airlines logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Wed 10/75:54 pm -
2 stops36h 01m
Deal found 7/31![Multiple Airlines logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Mon 8/243:45 pm -
2 stops40h 40m
Deal found 7/31![Multiple Airlines logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 10/236:25 am -
3 stops49h 43m
Deal found 8/1![Multiple Airlines logo]()
$172
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 August 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $279 (Kiwi.com) |
One-way from | $133 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $344 |
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 August 5, 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 - SWF
SANSWF
San Diego
Tue 8/11
12:54 pm-11:25 am
1 stop19h 31m
New Windsor Stewart
Sun 8/16
6:39 pm-11:39 am
2 stops44h 00m
$602
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Mon 8/10
6:25 am-11:08 am
2 stops25h 43m
New Windsor Stewart
Wed 8/12
12:05 pm-11:24 am
1 stop26h 19m
$609
Quickest round-trip
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Tue 8/11
12:54 pm-11:25 am
1 stop19h 31m
New Windsor Stewart
Wed 8/12
7:58 pm-11:39 am
2 stops18h 41m
$715
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Tue 8/25
12:54 pm-11:25 am
1 stop19h 31m
New Windsor Stewart
Sat 8/29
12:05 pm-11:39 am
3 stops26h 34m
$888
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Fri 9/11
12:45 pm-11:39 am
3 stops19h 54m
New Windsor Stewart
Wed 9/16
12:39 pm-11:52 am
1 stop26h 13m
$938
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Mon 8/24
12:33 pm-11:25 am
2 stops43h 52m
New Windsor Stewart
Mon 8/31
11:10 am-11:39 am
2 stops27h 29m
$988
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Thu 8/27
12:24 pm-11:37 am
2 stops20h 13m
New Windsor Stewart
Thu 9/10
10:56 am-12:28 pm
2 stops52h 32m
$1,028
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Tue 9/8
12:54 pm-11:39 am
1 stop19h 45m
New Windsor Stewart
Mon 9/14
12:16 pm-12:37 pm
3 stops27h 21m
$1,038
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Tue 9/1
12:54 pm-9:53 am
2 stops41h 59m
New Windsor Stewart
Sat 9/5
12:05 pm-11:39 am
3 stops26h 34m
$1,048
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Sat 8/15
1:22 pm-11:37 am
3 stops43h 15m
New Windsor Stewart
Sat 8/22
12:05 pm-11:24 am
1 stop26h 19m
$1,063
Showing 1-10 of 22 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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