$159+ 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SWF
Aug 10 — Aug 171
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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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 July 11, 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 July 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Sat 8/86:35 am
SAN
- SWF
2 stops24h 03m
Multiple Airlines
Sat 8/1512:05 pm
SWF
- SAN
1 stop26h 19m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$417
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 9/196:25 am
SAN
- SWF
2 stops24h 51m
Multiple Airlines
Sat 9/2612:39 pm
SWF
- SAN
1 stop26h 13m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$434
This Kiwi.com deal was found by Cheapflights users on 7/11. 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.
Tue 11/31:22 pm
SAN
- SWF
1 stop19h 17m
Breeze Airways
Wed 11/1112:39 pm
SWF
- SAN
1 stop26h 13m
Breeze Airways
Deal found 7/11![Breeze Airways logo]()
$452
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 7/174:12 pm
SAN
- SWF
2 stops38h 41m
Multiple Airlines
Sat 7/2512:05 pm
SWF
- SAN
1 stop26h 19m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$497
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 7/186:35 am
SAN
- SWF
2 stops24h 18m
Multiple Airlines
Sat 7/2512:05 pm
SWF
- SAN
1 stop26h 19m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$504
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 7/2112:54 pm
SAN
- SWF
1 stop19h 31m
Breeze Airways
Sat 7/2512:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 7/10![Breeze Airways logo]()
$518
This Kiwi.com deal was found by Cheapflights users on 7/10. 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.
Sun 7/198:51 pm
SAN
- SWF
2 stops35h 17m
Multiple Airlines
Sat 7/2512:05 pm
SWF
- SAN
1 stop26h 19m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$574
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 7/2112:54 pm
SAN
- SWF
1 stop19h 31m
Multiple Airlines
Thu 7/2310:33 am
SWF
- SAN
2 stops31h 54m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$597
This Kiwi.com deal was found by Cheapflights users on 7/11. 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 7/244:12 pm
SAN
- SWF
2 stops22h 42m
Multiple Airlines
Wed 7/2912:05 pm
SWF
- SAN
1 stop26h 19m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$603
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 7/1412:54 pm
SAN
- SWF
1 stop19h 31m
Multiple Airlines
Sat 7/186:44 pm
SWF
- SAN
2 stops23h 43m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$613
This Kiwi.com deal was found by Cheapflights users on 7/11. 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.
Tue 7/1412:54 pm
SAN
- SWF
1 stop19h 31m
Multiple Airlines
Tue 7/216:19 pm
SWF
- SAN
2 stops41h 46m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$620
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 July 11, 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 July 11, 2026.
This KAYAK deal was found by Cheapflights users on 7/9. 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 12/11:22 pm
SAN
- SWF
1 stop19h 17m
Breeze Airways
Wed 12/912:39 pm
SWF
- SAN
1 stop26h 13m
Breeze Airways
Deal found 7/9![Breeze Airways logo]()
$858
This KAYAK deal was found by Cheapflights users on 7/7. 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 7/3012:24 pm
SAN
- SWF
2 stops20h 13m
Breeze Airways
Sat 8/812:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 7/7![Breeze Airways logo]()
$898
This KAYAK deal was found by Cheapflights users on 7/8. 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.
Sun 8/2312:09 pm
SAN
- SWF
2 stops43h 59m
Breeze Airways
Sun 8/3010:33 am
SWF
- SAN
2 stops52h 36m
Breeze Airways
Deal found 7/8![Breeze Airways logo]()
$1,018
This KAYAK deal was found by Cheapflights users on 7/6. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/51:22 pm
SAN
- SWF
3 stops43h 15m
Breeze Airways
Wed 8/1212:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 7/6![Breeze Airways logo]()
$1,033
This KAYAK deal was found by Cheapflights users on 7/8. 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.
Thu 8/2012:09 pm
SAN
- SWF
3 stops20h 28m
Breeze Airways
Mon 8/2412:17 pm
SWF
- SAN
2 stops26h 22m
Breeze Airways
Deal found 7/8![Breeze Airways logo]()
$1,063
This KAYAK deal was found by Cheapflights users on 7/9. 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.
Thu 8/1312:09 pm
SAN
- SWF
3 stops20h 28m
Breeze Airways
Mon 8/1712:17 pm
SWF
- SAN
2 stops26h 22m
Breeze Airways
Deal found 7/9![Breeze Airways logo]()
$1,063
This KAYAK deal was found by Cheapflights users on 7/7. 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 7/311:05 pm
SAN
- SWF
3 stops19h 20m
Breeze Airways
Sat 8/812:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 7/7![Breeze Airways logo]()
$1,064
This KAYAK deal was found by Cheapflights users on 7/11. 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.
Sat 8/11:22 pm
SAN
- SWF
3 stops43h 15m
Breeze Airways
Sat 8/812:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 7/11![Breeze Airways logo]()
$1,113
This KAYAK deal was found by Cheapflights users on 7/10. 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.
Wed 10/141:13 pm
SAN
- SWF
3 stops43h 23m
Breeze Airways
Sat 10/1712:39 pm
SWF
- SAN
1 stop26h 13m
Breeze Airways
Deal found 7/10![Breeze Airways logo]()
$1,133
This KAYAK deal was found by Cheapflights users on 7/6. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2312:09 pm
SAN
- SWF
3 stops20h 28m
Breeze Airways
Tue 7/2811:48 am
SWF
- SAN
2 stops50h 36m
Breeze Airways
Deal found 7/6![Breeze Airways logo]()
$1,153
This KAYAK deal was found by Cheapflights users on 7/7. 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 9/312:24 pm
SAN
- SWF
3 stops44h 01m
Breeze Airways
Mon 9/712:17 pm
SWF
- SAN
2 stops26h 22m
Breeze Airways
Deal found 7/7![Breeze Airways logo]()
$1,188
This KAYAK deal was found by Cheapflights users on 7/7. 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
SAN
- SWF
3 stops43h 23m
Breeze Airways
Mon 10/2612:16 pm
SWF
- SAN
3 stops51h 12m
Breeze Airways
Deal found 7/7![Breeze Airways logo]()
$1,198
Last-minute flights from San Diego to StewartDiscover last-minute flight deals from San Diego to Stewart. Data last updated July 11, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Stewart. Data last updated July 11, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 7/1412:54 pm
SAN
- SWF
1 stop19h 31m
Multiple Airlines
Sat 7/186:44 pm
SWF
- SAN
2 stops23h 43m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$613
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 7/1412:54 pm
SAN
- SWF
1 stop19h 31m
Multiple Airlines
Thu 7/1610:33 am
SWF
- SAN
2 stops25h 32m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$634
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 7/174:12 pm
SAN
- SWF
2 stops38h 41m
Multiple Airlines
Sat 7/2512:05 pm
SWF
- SAN
1 stop26h 19m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$497
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 7/186:35 am
SAN
- SWF
2 stops24h 18m
Multiple Airlines
Sat 7/2512:05 pm
SWF
- SAN
1 stop26h 19m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$504
This Kiwi.com deal was found by Cheapflights users on 7/10. 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.
Sun 7/198:51 pm
SAN
- SWF
2 stops35h 17m
Multiple Airlines
Sat 7/2512:05 pm
SWF
- SAN
1 stop26h 19m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$574
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 7/2112:54 pm
SAN
- SWF
1 stop19h 31m
Breeze Airways
Sat 7/2512:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 7/10![Breeze Airways logo]()
$518
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 7/2112:54 pm
SAN
- SWF
1 stop19h 31m
Multiple Airlines
Thu 7/2310:33 am
SWF
- SAN
2 stops31h 54m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$597
This Kiwi.com deal was found by Cheapflights users on 7/11. 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 7/244:12 pm
SAN
- SWF
2 stops22h 42m
Multiple Airlines
Wed 7/2912:05 pm
SWF
- SAN
1 stop26h 19m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$603
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Sat 8/86:35 am
SAN
- SWF
2 stops24h 03m
Multiple Airlines
Sat 8/1512:05 pm
SWF
- SAN
1 stop26h 19m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$417
This Booking.com deal was found by Cheapflights users on 7/7. 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 Booking.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
Sat 8/2912:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 7/7![Breeze Airways logo]()
$648
This Booking.com deal was found by Cheapflights users on 7/6. 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 Booking.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
Wed 9/212:05 pm
SWF
- SAN
1 stop26h 19m
Breeze Airways
Deal found 7/6![Breeze Airways logo]()
$698
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 July 11, 2026.
Search for one-way flight options from San Diego to Stewart. Find affordable one-way fares based on user searches. Data last updated July 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/10. 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.
Thu 10/11:22 pm
SAN
- SWF
2 stops27h 36m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/46:25 am
SAN
- SWF
3 stops48h 13m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 7/8. 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.
Wed 9/98:32 pm
SAN
- SWF
2 stops34h 44m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 7/10. 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.
Thu 9/1712:37 pm
SAN
- SWF
2 stops18h 39m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 9/151:22 pm
SAN
- SWF
1 stop19h 17m
Breeze Airways
Deal found 7/10![Breeze Airways logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 9/13:45 pm
SAN
- SWF
3 stops16h 40m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 7/10. 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.
Mon 8/38:51 pm
SAN
- SWF
2 stops43h 17m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 7/10. 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.
Mon 8/108:51 pm
SAN
- SWF
3 stops35h 34m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/74:28 pm
SAN
- SWF
3 stops38h 10m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 9/107:24 pm
SAN
- SWF
3 stops37h 15m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 7/8. 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.
Sat 8/156:35 am
SAN
- SWF
2 stops24h 03m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$182
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 July 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $417 (Kiwi.com) |
One-way from | $159 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $370 |
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 July 11, 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
Tue 12/1
1:22 pm-11:39 am
1 stop19h 17m
New Windsor Stewart
Wed 12/9
12:39 pm-11:52 am
1 stop26h 13m
$858
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Thu 7/30
12:24 pm-11:37 am
2 stops20h 13m
New Windsor Stewart
Sat 8/8
12:05 pm-11:24 am
1 stop26h 19m
$898
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Sun 8/23
12:09 pm-11:08 am
2 stops43h 59m
New Windsor Stewart
Sun 8/30
10:33 am-12:09 pm
2 stops52h 36m
$1,018
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Wed 8/5
1:22 pm-11:37 am
3 stops43h 15m
New Windsor Stewart
Wed 8/12
12:05 pm-11:24 am
1 stop26h 19m
$1,033
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Thu 8/20
12:09 pm-11:37 am
3 stops20h 28m
New Windsor Stewart
Mon 8/24
12:17 pm-11:39 am
2 stops26h 22m
$1,063
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Thu 8/13
12:09 pm-11:37 am
3 stops20h 28m
New Windsor Stewart
Mon 8/17
12:17 pm-11:39 am
2 stops26h 22m
$1,063
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Fri 7/31
1:05 pm-11:25 am
3 stops19h 20m
New Windsor Stewart
Sat 8/8
12:05 pm-11:24 am
1 stop26h 19m
$1,064
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Sat 8/1
1:22 pm-11:37 am
3 stops43h 15m
New Windsor Stewart
Sat 8/8
12:05 pm-11:24 am
1 stop26h 19m
$1,113
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Wed 10/14
1:13 pm-11:36 am
3 stops43h 23m
New Windsor Stewart
Sat 10/17
12:39 pm-11:52 am
1 stop26h 13m
$1,133
San DiegoNew Windsor
SAN - SWF
SANSWF
San Diego
Thu 7/23
12:09 pm-11:37 am
3 stops20h 28m
New Windsor Stewart
Tue 7/28
11:48 am-11:24 am
2 stops50h 36m
$1,153
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- 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
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SAN-SWF
Estimated round-trip price
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Related info for your journey
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Book flights to New Windsor if you plan to visit one of these locationsKingston
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