$146+ 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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SWF
May 30 — Jun 61
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
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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
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Best
Last-minute
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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 April 30, 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 April 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/29. 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
SAN
- SWF
1 stop19h 31m
Breeze Airways
Sat 9/512:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 4/29![Breeze Airways logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 4/26. 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
SAN
- SWF
1 stop19h 31m
Breeze Airways
Sat 8/2212:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 4/26![Breeze Airways logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 4/29. 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
Wed 9/3012:39 pm
SWF
- SAN
1 stop26h 13m
Breeze Airways
Deal found 4/29![Breeze Airways logo]()
$380
This Kiwi.com deal was found by Cheapflights users on 4/27. 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
Sat 5/2312:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 4/27![Breeze Airways logo]()
$386
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 4/29![Breeze Airways logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 5/2312:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 4/28![Breeze Airways logo]()
$441
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 April 30, 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 April 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/26. 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
Wed 6/312:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 4/26![Breeze Airways logo]()
$435
This Kiwi.com deal was found by Cheapflights users on 4/29. 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
Multiple Airlines
Sun 5/248:10 pm
SWF
- SAN
2 stops23h 48m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$697
This KAYAK deal was found by Cheapflights users on 4/27. 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 6/912:54 pm
SAN
- SWF
2 stops41h 04m
Breeze Airways
Mon 6/1512:17 pm
SWF
- SAN
2 stops26h 22m
Breeze Airways
Deal found 4/27![Breeze Airways logo]()
$1,078
This KAYAK deal was found by Cheapflights users on 4/28. 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 6/1112:09 pm
SAN
- SWF
3 stops20h 28m
Breeze Airways
Sat 6/2012:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 4/28![Breeze Airways logo]()
$1,093
This KAYAK deal was found by Cheapflights users on 4/25. 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 5/2812:09 pm
SAN
- SWF
3 stops20h 28m
Breeze Airways
Mon 6/112:17 pm
SWF
- SAN
2 stops26h 22m
Breeze Airways
Deal found 4/25![Breeze Airways logo]()
$1,113
This KAYAK deal was found by Cheapflights users on 4/28. 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 6/1212:33 pm
SAN
- SWF
3 stops41h 25m
Breeze Airways
Sat 6/2012:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 4/28![Breeze Airways logo]()
$1,133
This KAYAK deal was found by Cheapflights users on 4/29. 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 5/2512:33 pm
SAN
- SWF
2 stops43h 52m
Breeze Airways
Fri 5/2912:17 pm
SWF
- SAN
3 stops50h 07m
Breeze Airways
Deal found 4/29![Breeze Airways logo]()
$1,163
This KAYAK deal was found by Cheapflights users on 4/25. 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 6/412:24 pm
SAN
- SWF
2 stops20h 13m
Breeze Airways
Mon 6/812:17 pm
SWF
- SAN
2 stops26h 22m
Breeze Airways
Deal found 4/25![Breeze Airways logo]()
$1,173
This KAYAK deal was found by Cheapflights users on 4/27. 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 5/1712:24 pm
SAN
- SWF
2 stops20h 13m
Breeze Airways
Wed 5/2012:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 4/27![Breeze Airways logo]()
$1,188
This KAYAK deal was found by Cheapflights users on 4/29. 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 4/29![Breeze Airways logo]()
$1,283
Last-minute flights from San Diego to StewartDiscover last-minute flight deals from San Diego to Stewart. Data last updated April 30, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Stewart. Data last updated April 30, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 5/2312:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 4/28![Breeze Airways logo]()
$441
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 4/27![Breeze Airways logo]()
$518
This Kiwi.com deal was found by Cheapflights users on 4/25. 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
Sat 5/2312:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 4/25![Breeze Airways logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 4/29![Breeze Airways logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 4/28. 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
Wed 6/312:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 4/28![Breeze Airways logo]()
$463
This Kiwi.com deal was found by Cheapflights users on 4/29. 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
Sun 5/319:38 am
SWF
- SAN
2 stops29h 42m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$556
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 6/15:53 pm
SWF
- SAN
2 stops20h 46m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$580
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 April 30, 2026.
Search for one-way flight options from San Diego to Stewart. Find affordable one-way fares based on user searches. Data last updated April 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/27. 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
SAN
- SWF
1 stop19h 31m
Breeze Airways
Deal found 4/27![Breeze Airways logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 4/28![Breeze Airways logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 5/186:25 am
SAN
- SWF
2 stops50h 00m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 4/29![Breeze Airways logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 4/26. 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
SAN
- SWF
1 stop19h 31m
Breeze Airways
Deal found 4/26![Breeze Airways logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 4/28![Multiple Airlines logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 6/1610:04 am
SAN
- SWF
3 stops44h 34m
Multiple Airlines
Deal found 4/28![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 April 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $369 (Kiwi.com) |
One-way from | $146 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $386 |
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 April 30, 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 5/26
12:54 pm-11:25 am
1 stop19h 31m
New Windsor Stewart
Wed 6/3
12:05 pm-11:24 am
1 stop26h 19m
$435
Quickest round-trip
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Tue 5/12
12:54 pm-11:25 am
1 stop19h 31m
New Windsor Stewart
Sun 5/24
8:10 pm-4:58 pm
2 stops23h 48m
$697
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Tue 6/9
12:54 pm-8:58 am
2 stops41h 04m
New Windsor Stewart
Mon 6/15
12:17 pm-11:39 am
2 stops26h 22m
$1,078
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Thu 6/11
12:09 pm-11:37 am
3 stops20h 28m
New Windsor Stewart
Sat 6/20
12:05 pm-11:24 am
1 stop26h 19m
$1,093
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Thu 5/28
12:09 pm-11:37 am
3 stops20h 28m
New Windsor Stewart
Mon 6/1
12:17 pm-11:39 am
2 stops26h 22m
$1,113
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Fri 6/12
12:33 pm-8:58 am
3 stops41h 25m
New Windsor Stewart
Sat 6/20
12:05 pm-11:24 am
1 stop26h 19m
$1,133
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Mon 5/25
12:33 pm-11:25 am
2 stops43h 52m
New Windsor Stewart
Fri 5/29
12:17 pm-11:24 am
3 stops50h 07m
$1,163
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Thu 6/4
12:24 pm-11:37 am
2 stops20h 13m
New Windsor Stewart
Mon 6/8
12:17 pm-11:39 am
2 stops26h 22m
$1,173
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Sun 5/17
12:24 pm-11:37 am
2 stops20h 13m
New Windsor Stewart
Wed 5/20
12:05 pm-11:24 am
1 stop26h 19m
$1,188
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
$1,283
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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