$126+ 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 12/1. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SWF
Nov 13 — Nov 201
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 October 14, 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 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/12. 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
Sat 12/1212:39 pm -
1 stop26h 13m
Deal found 10/12![Breeze Airways logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 10/12. 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
Sat 12/1212:39 pm -
2 stops14h 19m
Deal found 10/12![Multiple Airlines logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 11/101:22 pm -
1 stop19h 17m
Sat 11/1412:39 pm -
1 stop26h 13m
Deal found 10/9![Breeze Airways logo]()
$386
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 11/101:22 pm -
1 stop19h 17m
Sat 11/1412:39 pm -
2 stops14h 18m
Deal found 10/9![Multiple Airlines logo]()
$388
This Kiwi.com deal was found by Cheapflights users on 10/10. 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 10/271:22 pm -
1 stop19h 17m
Sat 10/3112:39 pm -
2 stops14h 18m
Deal found 10/10![Multiple Airlines logo]()
$401
This Kiwi.com deal was found by Cheapflights users on 10/10. 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 10/271:22 pm -
1 stop19h 17m
Sat 10/3112:39 pm -
1 stop27h 13m
Deal found 10/10![Breeze Airways logo]()
$408
This Kiwi.com deal was found by Cheapflights users on 10/14. 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 11/1812:39 pm -
1 stop26h 13m
Deal found 10/14![Multiple Airlines logo]()
$411
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 14, 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 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 11/101:22 pm -
1 stop19h 17m
Sat 11/1412:39 pm -
1 stop26h 13m
Deal found 10/9![Breeze Airways logo]()
$386
This Kiwi.com deal was found by Cheapflights users on 10/14. 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
Sat 10/3112:39 pm -
2 stops14h 18m
Deal found 10/14![Multiple Airlines logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 10/12. 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 10/12![Multiple Airlines logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 10/14. 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
Sat 10/3112:39 pm -
1 stop27h 13m
Deal found 10/14![Breeze Airways logo]()
$424
This Kiwi.com deal was found by Cheapflights users on 10/10. 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.
Thu 11/54:53 pm -
2 stops39h 46m
Sat 11/1412:39 pm -
1 stop26h 13m
Deal found 10/10![Multiple Airlines logo]()
$451
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 12/81:22 pm -
1 stop19h 17m
Sun 12/1311:06 am -
2 stops15h 52m
Deal found 10/9![Multiple Airlines logo]()
$553
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 12/303:44 pm -
2 stops15h 42m
Sat 1/212:39 pm -
1 stop26h 13m
Deal found 10/11![Multiple Airlines logo]()
$658
This KAYAK deal was found by Cheapflights users on 10/9. 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.
Fri 10/3012:45 pm -
3 stops19h 54m
Sat 11/712:39 pm -
1 stop26h 13m
Deal found 10/9![Breeze Airways logo]()
$948
This KAYAK deal was found by Cheapflights users on 10/12. 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
Fri 11/1312:16 pm -
3 stops50h 36m
Deal found 10/12![Breeze Airways logo]()
$1,003
This KAYAK deal was found by Cheapflights users on 10/12. 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
Sat 12/1912:39 pm -
1 stop26h 13m
Deal found 10/12![Breeze Airways logo]()
$1,148
This KAYAK deal was found by Cheapflights users on 10/12. 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 10/12![Breeze Airways logo]()
$1,178
Last-minute flights from San Diego to StewartDiscover last-minute flight deals from San Diego to Stewart. Data last updated October 14, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Stewart. Data last updated October 14, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/10. 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 10/271:22 pm -
1 stop19h 17m
Sat 10/3112:39 pm -
2 stops14h 18m
Deal found 10/10![Multiple Airlines logo]()
$401
This Kiwi.com deal was found by Cheapflights users on 10/10. 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 10/271:22 pm -
1 stop19h 17m
Sat 10/3112:39 pm -
1 stop27h 13m
Deal found 10/10![Breeze Airways logo]()
$408
This Kiwi.com deal was found by Cheapflights users on 10/12. 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 10/12![Multiple Airlines logo]()
$416
This Kiwi.com deal was found by Cheapflights users on 10/12. 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 11/54:53 pm -
2 stops39h 46m
Wed 11/1112:39 pm -
1 stop26h 13m
Deal found 10/12![Multiple Airlines logo]()
$422
This Kiwi.com deal was found by Cheapflights users on 10/12. 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 10/12![Multiple Airlines logo]()
$423
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 11/101:22 pm -
1 stop19h 17m
Sat 11/1412:39 pm -
1 stop26h 13m
Deal found 10/9![Breeze Airways logo]()
$386
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 11/101:22 pm -
1 stop19h 17m
Sat 11/1412:39 pm -
2 stops14h 18m
Deal found 10/9![Multiple Airlines logo]()
$388
This Kiwi.com deal was found by Cheapflights users on 10/14. 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 11/1812:39 pm -
1 stop26h 13m
Deal found 10/14![Multiple Airlines logo]()
$411
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 -
2 stops23h 31m
Deal found 10/11![Multiple Airlines logo]()
$420
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 14, 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 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 12/18:17 am -
3 stops54h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 10/12. 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 12/28:17 am -
3 stops30h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Multiple Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 10/10. 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 12/81:22 pm -
1 stop19h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Breeze Airways logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 10/11![Breeze Airways logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 10/10. 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 1/268:37 pm -
3 stops35h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Multiple Airlines logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 10/13. 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 1/58:37 pm -
3 stops43h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Multiple Airlines logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 2/28:37 pm -
3 stops36h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 10/10. 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.
Wed 12/98:24 am -
3 stops23h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![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 October 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $299 (Kiwi.com) |
One-way from | $126 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $414 |
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 14, 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
Tue 11/10
1:22 pm-11:39 am
1 stop19h 17m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$201
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Fri 12/4
11:16 am-11:39 am
3 stops21h 23m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$204
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Tue 1/12
6:36 am-11:39 am
3 stops26h 03m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$206
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Tue 10/27
1:22 pm-11:39 am
1 stop19h 17m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$206
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Fri 11/13
6:25 am-11:39 am
3 stops26h 14m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$208
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Fri 11/6
6:25 am-11:39 am
2 stops26h 14m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$218
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Mon 1/11
8:37 pm-11:39 am
3 stops36h 02m
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
Tue 1/5
5:26 pm-10:16 am
2 stops37h 50m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$220
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Tue 12/1
8:17 am-11:39 am
3 stops24h 22m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$242
Quickest round-trip
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Sun 12/13
12:37 pm-10:13 am
2 stops18h 36m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$268
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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