$152+ 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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SWF
Jun 6 — Jun 131
Round-trip
1 adult, Economy
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Find cheap flights from San Diego to Stewart with Cheapflights
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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
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 May 7, 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 May 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 9/812:54 pm
SAN
- SWF
1 stop19h 45m
Breeze Airways
Sat 9/1212:39 pm
SWF
- SAN
1 stop26h 13m
Breeze Airways
Deal found 5/1![Breeze Airways logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 6/412:09 pm
SAN
- SWF
2 stops17h 40m
Multiple Airlines
Sat 6/612:05 pm
SWF
- SAN
1 stop26h 19m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$418
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 10/131:22 pm
SAN
- SWF
1 stop19h 17m
Breeze Airways
Sat 10/1712:39 pm
SWF
- SAN
1 stop26h 13m
Breeze Airways
Deal found 5/4![Breeze Airways logo]()
$424
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 5/2612:54 pm
SAN
- SWF
1 stop19h 31m
Breeze Airways
Sat 5/3012:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 5/3![Breeze Airways logo]()
$435
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 10/131:22 pm
SAN
- SWF
1 stop19h 17m
Multiple Airlines
Thu 10/226:14 pm
SWF
- SAN
2 stops20h 46m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$482
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 5/1212:54 pm
SAN
- SWF
1 stop19h 31m
Breeze Airways
Sat 5/1612:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 5/5![Breeze Airways logo]()
$485
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 6/212:54 pm
SAN
- SWF
1 stop19h 31m
Multiple Airlines
Mon 6/85:55 pm
SWF
- SAN
2 stops20h 44m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$516
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 8/1112:54 pm
SAN
- SWF
1 stop19h 31m
Multiple Airlines
Wed 8/127:58 pm
SWF
- SAN
2 stops18h 41m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$558
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 May 7, 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 May 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 7/248:29 pm
SAN
- SWF
2 stops18h 25m
Multiple Airlines
Sat 8/112:05 pm
SWF
- SAN
1 stop26h 19m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$436
This KAYAK deal was found by Cheapflights users on 5/1. 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.
Mon 6/812:33 pm
SAN
- SWF
2 stops43h 52m
Breeze Airways
Sat 6/1312:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 5/1![Breeze Airways logo]()
$978
This KAYAK deal was found by Cheapflights users on 5/5. 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.
Sun 5/3112:09 pm
SAN
- SWF
3 stops20h 28m
Breeze Airways
Wed 6/312:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 5/5![Breeze Airways logo]()
$1,023
This KAYAK deal was found by Cheapflights users on 5/3. 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 7/2112:54 pm
SAN
- SWF
2 stops41h 04m
Breeze Airways
Tue 8/411:48 am
SWF
- SAN
2 stops50h 36m
Breeze Airways
Deal found 5/3![Breeze Airways logo]()
$1,138
This KAYAK deal was found by Cheapflights users on 5/1. 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.
Wed 5/131:22 pm
SAN
- SWF
3 stops43h 15m
Breeze Airways
Sat 5/1612:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 5/1![Breeze Airways logo]()
$1,213
This KAYAK deal was found by Cheapflights users on 5/4. 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.
Mon 6/812:33 pm
SAN
- SWF
2 stops43h 52m
Breeze Airways
Mon 6/1512:17 pm
SWF
- SAN
2 stops26h 22m
Breeze Airways
Deal found 5/4![Breeze Airways logo]()
$1,218
This KAYAK deal was found by Cheapflights users on 5/2. 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 6/51:05 pm
SAN
- SWF
2 stops40h 53m
Breeze Airways
Fri 6/1212:17 pm
SWF
- SAN
3 stops50h 07m
Breeze Airways
Deal found 5/2![Breeze Airways logo]()
$1,223
This KAYAK deal was found by Cheapflights users on 5/2. 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 6/11:05 pm
SAN
- SWF
3 stops43h 20m
Breeze Airways
Wed 7/2212:05 pm
SWF
- SAN
3 stops50h 43m
Breeze Airways
Deal found 5/2![Breeze Airways logo]()
$1,223
This KAYAK deal was found by Cheapflights users on 5/3. 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.
Fri 6/512:33 pm
SAN
- SWF
3 stops41h 25m
Breeze Airways
Mon 6/812:17 pm
SWF
- SAN
2 stops26h 22m
Breeze Airways
Deal found 5/3![Breeze Airways logo]()
$1,233
This KAYAK deal was found by Cheapflights users on 5/2. 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 7/1612:24 pm
SAN
- SWF
2 stops20h 13m
Breeze Airways
Mon 7/2012:17 pm
SWF
- SAN
2 stops26h 22m
Breeze Airways
Deal found 5/2![Breeze Airways logo]()
$1,248
Last-minute flights from San Diego to StewartDiscover last-minute flight deals from San Diego to Stewart. Data last updated May 7, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Stewart. Data last updated May 7, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 5/1212:54 pm
SAN
- SWF
1 stop19h 31m
Breeze Airways
Sat 5/1612:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 5/5![Breeze Airways logo]()
$485
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 5/2612:54 pm
SAN
- SWF
1 stop19h 31m
Breeze Airways
Sat 5/3012:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 5/3![Breeze Airways logo]()
$435
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 5/2612:54 pm
SAN
- SWF
1 stop19h 31m
Multiple Airlines
Mon 6/295:55 pm
SWF
- SAN
2 stops20h 44m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$657
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 6/212:54 pm
SAN
- SWF
1 stop19h 31m
Multiple Airlines
Mon 6/85:55 pm
SWF
- SAN
2 stops20h 44m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$507
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 6/412:09 pm
SAN
- SWF
2 stops17h 40m
Multiple Airlines
Sat 6/612:05 pm
SWF
- SAN
1 stop26h 19m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$418
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 6/1612:54 pm
SAN
- SWF
1 stop19h 31m
Multiple Airlines
Sat 6/206:45 pm
SWF
- SAN
2 stops19h 54m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$618
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 6/2312:54 pm
SAN
- SWF
1 stop19h 31m
Multiple Airlines
Sat 6/276:45 pm
SWF
- SAN
2 stops19h 54m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$623
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 May 7, 2026.
Search for one-way flight options from San Diego to Stewart. Find affordable one-way fares based on user searches. Data last updated May 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 5/1912:54 pm
SAN
- SWF
1 stop19h 31m
Breeze Airways
Deal found 5/1![Breeze Airways logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 5/6. 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.
Mon 6/16:25 am
SAN
- SWF
2 stops50h 00m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 5/1212:54 pm
SAN
- SWF
1 stop19h 31m
Breeze Airways
Deal found 5/1![Breeze Airways logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 6/912:54 pm
SAN
- SWF
1 stop19h 31m
Breeze Airways
Deal found 5/1![Breeze Airways logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 6/26:25 am
SAN
- SWF
3 stops26h 00m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 6/166:25 am
SAN
- SWF
3 stops48h 13m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 5/3. 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.
Fri 7/178:29 pm
SAN
- SWF
2 stops18h 25m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 5/269:37 am
SAN
- SWF
3 stops22h 48m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 5/5. 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.
Fri 7/108:29 pm
SAN
- SWF
2 stops18h 25m
Multiple Airlines
Deal found 5/5![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 May 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $418 (Kiwi.com) |
One-way from | $152 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $337 |
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 May 7, 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
Quickest round-trip
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Fri 7/24
8:29 pm-5:54 pm
2 stops18h 25m
New Windsor Stewart
Sat 8/1
12:05 pm-11:24 am
1 stop26h 19m
$436
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Mon 6/8
12:33 pm-11:25 am
2 stops43h 52m
New Windsor Stewart
Sat 6/13
12:05 pm-11:24 am
1 stop26h 19m
$978
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Sun 5/31
12:09 pm-11:37 am
3 stops20h 28m
New Windsor Stewart
Wed 6/3
12:05 pm-11:24 am
1 stop26h 19m
$1,023
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Tue 7/21
12:54 pm-8:58 am
2 stops41h 04m
New Windsor Stewart
Tue 8/4
11:48 am-11:24 am
2 stops50h 36m
$1,138
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Wed 5/13
1:22 pm-11:37 am
3 stops43h 15m
New Windsor Stewart
Sat 5/16
12:05 pm-11:24 am
1 stop26h 19m
$1,213
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Mon 6/8
12:33 pm-11:25 am
2 stops43h 52m
New Windsor Stewart
Mon 6/15
12:17 pm-11:39 am
2 stops26h 22m
$1,218
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Fri 6/5
1:05 pm-8:58 am
2 stops40h 53m
New Windsor Stewart
Fri 6/12
12:17 pm-11:24 am
3 stops50h 07m
$1,223
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Mon 6/1
1:05 pm-11:25 am
3 stops43h 20m
New Windsor Stewart
Wed 7/22
12:05 pm-11:48 am
3 stops50h 43m
$1,223
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Fri 6/5
12:33 pm-8:58 am
3 stops41h 25m
New Windsor Stewart
Mon 6/8
12:17 pm-11:39 am
2 stops26h 22m
$1,233
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Thu 7/16
12:24 pm-11:37 am
2 stops20h 13m
New Windsor Stewart
Mon 7/20
12:17 pm-11:39 am
2 stops26h 22m
$1,248
Showing 1-10 of 20 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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