$151+ 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SWF
Oct 29 — Nov 51
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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 29, 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 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/25. 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.
Fri 12/46:30 am -
2 stops26h 09m
Sat 12/1212:39 pm -
1 stop26h 13m
Deal found 9/25![Multiple Airlines logo]()
$350
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 12/911:14 am -
2 stops20h 12m
Sat 12/1212:39 pm -
1 stop26h 13m
Deal found 9/25![Multiple Airlines logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 9/25. 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.
Sat 10/314:53 pm -
2 stops47h 18m
Sat 11/712:39 pm -
1 stop26h 13m
Deal found 9/25![Multiple Airlines logo]()
$371
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 -
2 stops20h 10m
Wed 12/912:39 pm -
1 stop26h 13m
Deal found 9/25![Multiple Airlines logo]()
$373
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 11/31:22 pm -
1 stop19h 17m
Wed 11/1112:39 pm -
2 stops14h 18m
Deal found 9/25![Multiple Airlines logo]()
$377
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 11/31:22 pm -
1 stop19h 17m
Wed 11/1112:39 pm -
1 stop26h 13m
Deal found 9/25![Breeze Airways logo]()
$380
This Kiwi.com deal was found by Cheapflights users on 9/28. 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.
Wed 11/116:25 am -
2 stops24h 51m
Wed 12/212:39 pm -
1 stop26h 13m
Deal found 9/28![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 September 29, 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 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/24. 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.
Sat 10/175:44 pm -
2 stops13h 32m
Sat 10/2412:39 pm -
1 stop26h 13m
Deal found 9/24![Multiple Airlines logo]()
$510
This KAYAK deal was found by Cheapflights users on 9/24. 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.
Fri 11/1312:45 pm -
3 stops19h 54m
Wed 11/1812:39 pm -
1 stop26h 13m
Deal found 9/24![Breeze Airways logo]()
$913
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 11/136:25 am -
2 stops26h 14m
Wed 11/1812:39 pm -
1 stop26h 13m
Deal found 9/24![Multiple Airlines logo]()
$579
This Kiwi.com deal was found by Cheapflights users on 9/28. 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.
Wed 10/146:25 am -
2 stops24h 51m
Wed 10/2112:39 pm -
1 stop26h 13m
Deal found 9/28![Multiple Airlines logo]()
$601
This Kiwi.com deal was found by Cheapflights users on 9/25. 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.
Sat 10/105:44 pm -
2 stops13h 32m
Wed 10/1412:39 pm -
1 stop26h 13m
Deal found 9/25![Multiple Airlines logo]()
$670
This Kiwi.com deal was found by Cheapflights users on 9/28. 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 10/131:22 pm -
1 stop19h 17m
Thu 10/1510:56 am -
2 stops16h 00m
Deal found 9/28![Multiple Airlines logo]()
$700
This KAYAK deal was found by Cheapflights users on 9/24. 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.
Tue 11/31:22 pm -
1 stop19h 17m
Sun 11/1510:56 am -
2 stops52h 41m
Deal found 9/24![Breeze Airways logo]()
$1,008
This KAYAK deal was found by Cheapflights users on 9/26. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/71:13 pm -
3 stops43h 23m
Wed 11/1112:39 pm -
1 stop26h 13m
Deal found 9/26![Breeze Airways logo]()
$1,013
This KAYAK deal was found by Cheapflights users on 9/24. 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.
Fri 10/2312:45 pm -
3 stops19h 54m
Wed 10/2812:39 pm -
1 stop26h 13m
Deal found 9/24![Breeze Airways logo]()
$1,068
This KAYAK deal was found by Cheapflights users on 9/25. 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 12/312:37 pm -
3 stops19h 59m
Mon 12/712:16 pm -
3 stops51h 12m
Deal found 9/25![Breeze Airways logo]()
$1,098
Last-minute flights from San Diego to StewartDiscover last-minute flight deals from San Diego to Stewart. Data last updated September 29, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Stewart. Data last updated September 29, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/26. 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.
Wed 10/216:25 am -
2 stops24h 51m
Wed 11/1812:39 pm -
1 stop26h 13m
Deal found 9/26![Multiple Airlines logo]()
$404
This Kiwi.com deal was found by Cheapflights users on 9/28. 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 10/271:22 pm -
1 stop19h 17m
Sat 10/3112:39 pm -
1 stop27h 13m
Deal found 9/28![Breeze Airways logo]()
$397
This Kiwi.com deal was found by Cheapflights users on 9/28. 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.
Thu 10/296:25 am -
2 stops31h 24m
Sat 11/712:39 pm -
1 stop26h 13m
Deal found 9/28![Multiple Airlines logo]()
$391
This Kiwi.com deal was found by Cheapflights users on 9/28. 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.
Fri 10/306:25 am -
2 stops26h 14m
Sat 11/712:39 pm -
1 stop26h 13m
Deal found 9/28![Multiple Airlines logo]()
$398
This Kiwi.com deal was found by Cheapflights users on 9/25. 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.
Sat 10/314:53 pm -
2 stops47h 18m
Sat 11/712:39 pm -
1 stop26h 13m
Deal found 9/25![Multiple Airlines logo]()
$371
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 29, 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 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/28. 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 12/81:22 pm -
1 stop19h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Breeze Airways logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 9/28. 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.
Mon 10/198:34 pm -
3 stops58h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Multiple Airlines logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 9/25. 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.
Fri 10/308:32 pm -
3 stops36h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Multiple Airlines logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 9/26. 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 12/19:58 am -
3 stops53h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Multiple Airlines logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 11/31:22 pm -
1 stop19h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Breeze Airways logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 9/28. 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 11/171:22 pm -
1 stop19h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Breeze Airways logo]()
$184
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 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $350 (Kiwi.com) |
One-way from | $151 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $366 |
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 29, 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
Thu 10/29
6:25 am-4:49 pm
2 stops31h 24m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$199
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Thu 11/12
7:33 pm-11:39 am
3 stops37h 06m
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
Fri 10/30
6:25 am-11:39 am
2 stops26h 14m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$214
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Wed 11/4
4:53 pm-11:36 am
3 stops39h 43m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$216
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Tue 11/3
7:33 pm-10:16 am
3 stops35h 43m
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
Sat 12/5
7:51 pm-11:36 am
3 stops36h 45m
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
Thu 10/22
4:53 pm-11:39 am
2 stops39h 46m
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
Sat 10/17
6:25 am-10:16 am
2 stops24h 51m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$237
Quickest round-trip
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Fri 10/23
2:01 pm-11:39 am
3 stops18h 38m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$237
San DiegoNew Windsor
SAN San Diego - SWF New Windsor Stewart
SANSWF
San Diego
Wed 2/24
6:36 am-10:16 am
2 stops24h 40m
New Windsor Stewart
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$249
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
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from San Diego
Popular flights