$132+ 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 9 — Sep 161
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 10, 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 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 8/10![Multiple Airlines logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 8/5. 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.
Tue 8/256:25 am -
2 stops26h 00m
Sat 8/2912:05 pm -
1 stop26h 19m
Deal found 8/5![Multiple Airlines logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 8/5. 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.
Tue 9/112:54 pm -
1 stop19h 31m
Sat 9/512:05 pm -
2 stops14h 46m
Deal found 8/5![Multiple Airlines logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/235:54 pm -
2 stops13h 22m
Sat 9/2612:39 pm -
1 stop26h 13m
Deal found 8/7![Multiple Airlines logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 9/125:54 pm -
2 stops13h 22m
Sat 9/1912:39 pm -
1 stop26h 13m
Deal found 8/5![Multiple Airlines logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 8/9![Breeze Airways logo]()
$373
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 10, 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 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 9/125:54 pm -
2 stops13h 22m
Sat 9/1912:39 pm -
1 stop26h 13m
Deal found 8/5![Multiple Airlines logo]()
$373
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 8/9![Breeze Airways logo]()
$384
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 -
1 stop26h 19m
Deal found 8/9![Breeze Airways logo]()
$595
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 8/9![Multiple Airlines logo]()
$604
This KAYAK deal was found by Cheapflights users on 8/9. 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
Fri 8/2812:17 pm -
3 stops50h 07m
Deal found 8/9![Breeze Airways logo]()
$923
This KAYAK deal was found by Cheapflights users on 8/5. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/171:13 pm -
3 stops43h 23m
Wed 10/2112:39 pm -
1 stop26h 13m
Deal found 8/5![Breeze Airways logo]()
$923
This KAYAK deal was found by Cheapflights users on 8/7. 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 10/1612:45 pm -
3 stops19h 54m
Sat 10/2412:39 pm -
1 stop26h 13m
Deal found 8/7![Breeze Airways logo]()
$928
This KAYAK deal was found by Cheapflights users on 8/5. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/151:22 pm -
1 stop19h 17m
Fri 9/1812:16 pm -
3 stops50h 36m
Deal found 8/5![Breeze Airways logo]()
$943
This KAYAK deal was found by Cheapflights users on 8/6. 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.
Fri 8/281:05 pm -
3 stops19h 20m
Sat 9/512:05 pm -
1 stop26h 19m
Deal found 8/6![Breeze Airways logo]()
$1,028
Last-minute flights from San Diego to StewartDiscover last-minute flight deals from San Diego to Stewart. Data last updated August 10, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Stewart. Data last updated August 10, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 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 -
2 stops14h 46m
Deal found 8/6![Multiple Airlines logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 8/9![Breeze Airways logo]()
$373
This Kiwi.com deal was found by Cheapflights users on 8/5. 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.
Tue 9/112:54 pm -
1 stop19h 31m
Sat 9/512:05 pm -
2 stops14h 46m
Deal found 8/5![Multiple Airlines logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 9/125:54 pm -
2 stops13h 22m
Sat 9/1912:39 pm -
1 stop26h 13m
Deal found 8/5![Multiple Airlines logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 8/10![Multiple Airlines logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/235:54 pm -
2 stops13h 22m
Sat 9/2612:39 pm -
1 stop26h 13m
Deal found 8/7![Multiple Airlines logo]()
$359
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 10, 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 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 8/7![Multiple Airlines logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 8/8. 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.
Thu 9/106:45 pm -
2 stops37h 54m
Deal found 8/8![Multiple Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 8/5. 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.
Thu 9/246:45 pm -
2 stops37h 54m
Deal found 8/5![Multiple Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 8/9![Multiple Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 8/7![Multiple Airlines logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 8/7![Multiple Airlines logo]()
$152
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 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $321 (Kiwi.com) |
One-way from | $132 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $354 |
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 10, 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
Sat 9/12
5:54 pm-10:16 am
2 stops13h 22m
New Windsor Stewart
Sat 9/19
12:39 pm-11:52 am
1 stop26h 13m
$373
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Tue 8/25
12:54 pm-11:25 am
1 stop19h 31m
New Windsor Stewart
Sat 8/29
12:05 pm-11:24 am
1 stop26h 19m
$384
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Tue 8/18
12:54 pm-11:25 am
1 stop19h 31m
New Windsor Stewart
Sat 8/22
12:05 pm-11:24 am
1 stop26h 19m
$595
Quickest round-trip
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Tue 8/18
12:54 pm-11:25 am
1 stop19h 31m
New Windsor Stewart
Sat 8/22
12:05 pm-11:51 pm
2 stops14h 46m
$604
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Tue 8/25
12:54 pm-11:25 am
1 stop19h 31m
New Windsor Stewart
Fri 8/28
12:17 pm-11:24 am
3 stops50h 07m
$923
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Sat 10/17
1:13 pm-11:36 am
3 stops43h 23m
New Windsor Stewart
Wed 10/21
12:39 pm-11:52 am
1 stop26h 13m
$923
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Fri 10/16
12:45 pm-11:39 am
3 stops19h 54m
New Windsor Stewart
Sat 10/24
12:39 pm-11:52 am
1 stop26h 13m
$928
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Tue 9/15
1:22 pm-11:39 am
1 stop19h 17m
New Windsor Stewart
Fri 9/18
12:16 pm-11:52 am
3 stops50h 36m
$943
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Fri 8/28
1:05 pm-11:25 am
3 stops19h 20m
New Windsor Stewart
Sat 9/5
12:05 pm-11:24 am
1 stop26h 19m
$1,028
Cheapest one-way
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Fri 9/11
6:25 am-11:39 am
2 stops26h 14m
$135
Showing 1-10 of 18 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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