$173+ 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 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SWF
Oct 13 — Oct 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
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 13, 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 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Tue 11/31:22 pm -
1 stop19h 17m
Sat 11/712:39 pm -
2 stops14h 18m
Deal found 9/8![Multiple Airlines logo]()
$353
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Fri 10/306:25 am -
2 stops26h 14m
Sat 11/712:39 pm -
1 stop26h 13m
Deal found 9/8![Multiple Airlines logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/271:22 pm -
1 stop19h 17m
Sat 10/3112:39 pm -
2 stops14h 18m
Deal found 9/9![Multiple Airlines logo]()
$363
This Kiwi.com deal was found by Cheapflights users on 9/10. 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
Sat 12/1212:39 pm -
1 stop26h 13m
Deal found 9/10![Breeze Airways logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 11/31:22 pm -
1 stop19h 17m
Sat 11/712:39 pm -
1 stop26h 13m
Deal found 9/12![Breeze Airways logo]()
$370
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Fri 11/66:25 am -
2 stops26h 14m
Wed 11/1112:39 pm -
1 stop26h 13m
Deal found 9/10![Multiple Airlines logo]()
$380
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/271:22 pm -
1 stop19h 17m
Sat 10/3112:39 pm -
1 stop27h 13m
Deal found 9/9![Breeze Airways logo]()
$382
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Fri 10/236:25 am -
2 stops26h 14m
Wed 10/2812:39 pm -
1 stop26h 13m
Deal found 9/11![Multiple Airlines logo]()
$389
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 13, 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 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/12. 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
Sat 10/3112:39 pm -
2 stops14h 18m
Deal found 9/12![Multiple Airlines logo]()
$390
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 9/221:22 pm -
1 stop19h 17m
Sat 9/2612:39 pm -
2 stops14h 12m
Deal found 9/12![Multiple Airlines logo]()
$471
This KAYAK deal was found by Cheapflights users on 9/8. 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 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
Wed 10/2112:39 pm -
1 stop26h 13m
Deal found 9/8![Breeze Airways logo]()
$978
This Kiwi.com deal was found by Cheapflights users on 9/12. 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.
Sat 10/102:01 pm -
2 stops17h 15m
Sat 10/1712:39 pm -
1 stop26h 13m
Deal found 9/12![Multiple Airlines logo]()
$555
This Kiwi.com deal was found by Cheapflights users on 9/12. 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.
Sat 9/199:03 am -
2 stops22h 13m
Sat 9/2612:39 pm -
1 stop26h 13m
Deal found 9/12![Multiple Airlines logo]()
$662
This KAYAK deal was found by Cheapflights users on 9/9. 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 12/81:22 pm -
2 stops42h 04m
Sun 12/1311:06 am -
2 stops52h 31m
Deal found 9/9![Breeze Airways logo]()
$998
This KAYAK deal was found by Cheapflights users on 9/10. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/201:22 pm -
3 stops41h 54m
Sat 10/2412:39 pm -
1 stop26h 13m
Deal found 9/10![Breeze Airways logo]()
$998
This KAYAK deal was found by Cheapflights users on 9/9. 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.
Wed 10/211:13 pm -
3 stops43h 23m
Sat 10/3112:39 pm -
1 stop27h 13m
Deal found 9/9![Breeze Airways logo]()
$1,063
This KAYAK deal was found by Cheapflights users on 9/12. 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 12/81:22 pm -
3 stops42h 04m
Wed 12/2312:39 pm -
1 stop26h 13m
Deal found 9/12![Breeze Airways logo]()
$1,108
This KAYAK deal was found by Cheapflights users on 9/11. 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 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
Sun 11/1510:56 am -
2 stops52h 41m
Deal found 9/11![Breeze Airways logo]()
$1,123
This KAYAK deal was found by Cheapflights users on 9/11. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:37 pm -
3 stops19h 59m
Mon 10/2612:16 pm -
3 stops51h 12m
Deal found 9/11![Breeze Airways logo]()
$1,138
This KAYAK deal was found by Cheapflights users on 9/8. 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 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 9/8![Breeze Airways logo]()
$1,138
Last-minute flights from San Diego to StewartDiscover last-minute flight deals from San Diego to Stewart. Data last updated September 13, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Stewart. Data last updated September 13, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Tue 9/221:22 pm -
1 stop19h 17m
Wed 9/3012:39 pm -
2 stops14h 12m
Deal found 9/8![Multiple Airlines logo]()
$433
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Tue 10/131:22 pm -
1 stop19h 17m
Sat 11/1412:39 pm -
2 stops14h 18m
Deal found 9/8![Multiple Airlines logo]()
$397
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Tue 10/131:22 pm -
1 stop19h 17m
Sat 11/1412:39 pm -
1 stop26h 13m
Deal found 9/8![Breeze Airways logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/212:01 pm -
2 stops17h 15m
Sat 10/2412:39 pm -
1 stop26h 13m
Deal found 9/11![Multiple Airlines logo]()
$437
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Fri 10/236:25 am -
2 stops26h 14m
Wed 10/2812:39 pm -
1 stop26h 13m
Deal found 9/11![Multiple Airlines logo]()
$389
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/271:22 pm -
1 stop19h 17m
Sat 10/3112:39 pm -
2 stops14h 18m
Deal found 9/9![Multiple Airlines logo]()
$363
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/271:22 pm -
1 stop19h 17m
Sat 10/3112:39 pm -
1 stop27h 13m
Deal found 9/9![Breeze Airways logo]()
$382
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Fri 10/306:25 am -
2 stops26h 14m
Sat 11/712:39 pm -
1 stop26h 13m
Deal found 9/8![Multiple Airlines logo]()
$358
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 13, 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 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Fri 10/306:25 am -
2 stops26h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 11/54:53 pm -
2 stops39h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Fri 10/236:25 am -
2 stops26h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Fri 11/66:25 am -
2 stops26h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/224:53 pm -
2 stops39h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Thu 10/14:54 pm -
2 stops39h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Multiple Airlines logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/203:14 pm -
3 stops39h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$192
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 13, 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 | $335 |
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 13, 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
Fri 10/23
6:25 am-11:39 am
2 stops26h 14m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$179
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Thu 10/1
4:54 pm-11:39 am
2 stops39h 45m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$188
Quickest round-trip
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
$195
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Mon 11/2
8:32 pm-11:39 am
3 stops36h 07m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$212
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Tue 10/27
4:53 pm-10:16 am
2 stops38h 23m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$236
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Mon 10/12
8:34 pm-9:28 am
3 stops57h 54m
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 10/17
3:14 pm-6:11 pm
3 stops47h 57m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$259
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
Sat 10/31
12:39 pm-11:57 pm
2 stops14h 18m
$390
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Tue 9/22
1:22 pm-11:39 am
1 stop19h 17m
New Windsor Stewart
Sat 9/26
12:39 pm-11:51 pm
2 stops14h 12m
$471
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Sat 10/10
2:01 pm-10:16 am
2 stops17h 15m
New Windsor Stewart
Sat 10/17
12:39 pm-11:52 am
1 stop26h 13m
$555
Showing 1-10 of 19 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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