$147+ 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 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SWF
Nov 24 — Dec 11
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 October 25, 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 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 10/22![Multiple Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 12/311:16 am -
2 stops45h 23m
Sat 12/1212:39 pm -
1 stop26h 13m
Deal found 10/22![Multiple Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 12/46:30 am -
2 stops26h 09m
Sat 12/1212:39 pm -
1 stop26h 13m
Deal found 10/24![Multiple Airlines logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 10/22![Breeze Airways logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 12/311:16 am -
2 stops45h 23m
Wed 12/912:39 pm -
1 stop26h 13m
Deal found 10/22![Multiple Airlines logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 12/1310:38 am -
2 stops40h 20m
Deal found 10/21![Multiple Airlines logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 12/11:22 pm -
1 stop19h 17m
Sat 12/512:39 pm -
2 stops14h 19m
Deal found 10/22![Multiple Airlines logo]()
$376
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 10/21![Multiple Airlines logo]()
$377
This Kiwi.com deal was found by Cheapflights users on 10/23. 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
Thu 12/1011:06 am -
2 stops15h 52m
Deal found 10/23![Multiple Airlines logo]()
$387
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 25, 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 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 12/11:22 pm -
1 stop19h 17m
Sat 12/512:39 pm -
1 stop26h 13m
Deal found 10/22![Breeze Airways logo]()
$425
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 10/23![Multiple Airlines logo]()
$503
This Kiwi.com deal was found by Cheapflights users on 10/24. 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
Sun 12/2012:07 pm -
2 stops14h 51m
Deal found 10/24![Multiple Airlines logo]()
$507
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 12/11:22 pm -
1 stop19h 17m
Sun 12/611:06 am -
2 stops15h 52m
Deal found 10/24![Multiple Airlines logo]()
$593
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 12/302:45 pm -
2 stops16h 41m
Sat 1/212:39 pm -
1 stop26h 13m
Deal found 10/20![Multiple Airlines logo]()
$663
This KAYAK deal was found by Cheapflights users on 10/23. 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 stops27h 12m
Deal found 10/23![Breeze Airways logo]()
$998
This KAYAK deal was found by Cheapflights users on 10/21. 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 11/41:13 pm -
3 stops43h 23m
Wed 11/1112:39 pm -
1 stop26h 13m
Deal found 10/21![Breeze Airways logo]()
$1,043
This KAYAK deal was found by Cheapflights users on 10/22. 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
Mon 11/1612:16 pm -
3 stops51h 12m
Deal found 10/22![Breeze Airways logo]()
$1,118
This KAYAK deal was found by Cheapflights users on 10/20. 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 11/812:37 pm -
3 stops19h 59m
Wed 11/1112:39 pm -
1 stop26h 13m
Deal found 10/20![Breeze Airways logo]()
$1,133
This KAYAK deal was found by Cheapflights users on 10/23. 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 12/1812:45 pm -
3 stops19h 54m
Wed 12/2312:39 pm -
1 stop26h 13m
Deal found 10/23![Breeze Airways logo]()
$1,148
This KAYAK deal was found by Cheapflights users on 10/24. 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 10/24![Breeze Airways logo]()
$1,153
Last-minute flights from San Diego to StewartDiscover last-minute flight deals from San Diego to Stewart. Data last updated October 25, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Stewart. Data last updated October 25, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 11/1412:39 pm -
1 stop26h 13m
Deal found 10/21![Multiple Airlines logo]()
$464
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 11/1412:39 pm -
2 stops14h 18m
Deal found 10/22![Multiple Airlines logo]()
$391
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 11/1412:39 pm -
1 stop26h 13m
Deal found 10/21![Breeze Airways logo]()
$430
This Kiwi.com deal was found by Cheapflights users on 10/21. 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
Sat 11/1412:39 pm -
1 stop26h 13m
Deal found 10/21![Multiple Airlines logo]()
$432
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 10/21![Multiple Airlines logo]()
$377
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 10/21![Breeze Airways logo]()
$408
This Kiwi.com deal was found by Cheapflights users on 10/20. 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
Thu 11/1210:56 am -
2 stops16h 01m
Deal found 10/20![Multiple Airlines logo]()
$445
This Kiwi.com deal was found by Cheapflights users on 10/21. 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
Thu 11/1910:56 am -
2 stops16h 01m
Deal found 10/21![Multiple Airlines logo]()
$423
This Kiwi.com deal was found by Cheapflights users on 10/23. 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
Sun 11/2210:56 am -
2 stops32h 38m
Deal found 10/23![Multiple Airlines logo]()
$440
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 25, 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 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 12/311:16 am -
2 stops45h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 12/112:32 pm -
3 stops50h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Multiple Airlines logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 1/196:36 am -
3 stops49h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
Wed 12/211:16 am -
3 stops27h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Multiple Airlines logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 10/21![Breeze Airways logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 12/46:30 am -
2 stops26h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Multiple Airlines logo]()
$159
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 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $299 (Kiwi.com) |
One-way from | $147 (Kiwi.com) |
Popular in | October |
Cheapest in | January |
Average price | $431 |
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 25, 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 1/19
6:36 am-11:35 am
3 stops49h 59m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$153
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Thu 11/12
4:53 pm-11:39 am
2 stops39h 46m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$167
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Wed 12/2
12:32 pm-5:59 pm
3 stops26h 27m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$175
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Wed 1/20
8:37 pm-10:57 am
3 stops35h 20m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$197
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Wed 12/9
11:14 am-10:26 am
2 stops20h 12m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$207
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Sat 12/5
11:14 am-10:26 am
2 stops20h 12m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$222
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Mon 11/9
9:32 am-11:39 am
3 stops47h 07m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$230
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Mon 11/23
1:02 pm-8:39 am
2 stops40h 37m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$244
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Sun 12/6
6:30 am-11:36 am
3 stops26h 06m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$264
Quickest round-trip
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Wed 12/16
2:21 pm-11:17 am
1 stop17h 56m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$269
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from San Diego to Stewart
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from San Diego to Stewart in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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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