$129+ Cheap flights from New Windsor (SWF) to San Juan
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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — SJU
May 17 — May 241
Round-trip
1 adult, Economy
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Find cheap flights from Stewart to San Juan with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Stewart to San Juan
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Best
Last-minute
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Cheapest flights from Stewart to San JuanExplore the most affordable flight options available from Stewart to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2026.
Explore the most affordable flight options available from Stewart to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/12. 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 8/307:31 pm
SWF
- SJU
1 stop20h 27m
Multiple Airlines
Thu 9/36:00 am
SJU
- SWF
1 stop12h 40m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 8/231:00 pm
SWF
- SJU
1 stop26h 58m
Multiple Airlines
Wed 9/28:06 pm
SJU
- SWF
1 stop12h 52m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 4/12. 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 8/231:00 pm
SWF
- SJU
1 stop26h 58m
Multiple Airlines
Sat 8/2910:41 pm
SJU
- SWF
1 stop10h 17m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$331
This Kiwi.com deal was found by Cheapflights users on 4/12. 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 4/2611:45 am
SWF
- SJU
1 stop7h 37m
Multiple Airlines
Wed 4/293:21 am
SJU
- SWF
1 stop7h 47m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$345
This Kiwi.com deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/2510:28 am
SWF
- SJU
1 stop10h 20m
Multiple Airlines
Wed 7/16:00 am
SJU
- SWF
1 stop27h 38m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$353
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 4/2611:45 am
SWF
- SJU
1 stop24h 48m
Multiple Airlines
Sat 5/28:27 pm
SJU
- SWF
1 stop14h 41m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$362
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 6/2810:28 am
SWF
- SJU
1 stop10h 20m
Multiple Airlines
Wed 7/16:00 am
SJU
- SWF
1 stop27h 38m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 8/245:11 pm
SWF
- SJU
1 stop20h 05m
Multiple Airlines
Sat 8/2910:41 pm
SJU
- SWF
1 stop10h 17m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$380
Best flights from Stewart to San JuanDiscover carefully curated flight deals from Stewart to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 17, 2026.
Discover carefully curated flight deals from Stewart to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/12. 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 4/2611:45 am
SWF
- SJU
1 stop7h 37m
Multiple Airlines
Wed 4/293:21 am
SJU
- SWF
1 stop7h 47m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$345
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 6/2810:28 am
SWF
- SJU
1 stop10h 20m
Multiple Airlines
Wed 7/15:15 pm
SJU
- SWF
2 stops16h 23m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$444
This Kiwi.com deal was found by Cheapflights users on 4/12. 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 4/2411:40 am
SWF
- SJU
1 stop14h 21m
Multiple Airlines
Sat 4/252:59 am
SJU
- SWF
1 stop8h 09m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$445
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 5/2312:05 pm
SWF
- SJU
1 stop29h 07m
Multiple Airlines
Mon 6/18:04 pm
SJU
- SWF
2 stops39h 21m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$453
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 4/2311:45 am
SWF
- SJU
1 stop7h 37m
Multiple Airlines
Sat 5/28:27 pm
SJU
- SWF
1 stop14h 41m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$459
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 7/510:28 am
SWF
- SJU
1 stop10h 20m
Multiple Airlines
Sat 7/186:00 am
SJU
- SWF
1 stop27h 38m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$471
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 4/3011:45 am
SWF
- SJU
1 stop7h 37m
Multiple Airlines
Sat 5/22:59 am
SJU
- SWF
1 stop8h 09m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$487
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 4/2311:45 am
SWF
- SJU
1 stop7h 37m
Multiple Airlines
Wed 4/293:21 am
SJU
- SWF
1 stop7h 47m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$495
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 6/2810:28 am
SWF
- SJU
1 stop10h 20m
Multiple Airlines
Wed 8/55:38 pm
SJU
- SWF
2 stops16h 00m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$496
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 4/2311:45 am
SWF
- SJU
1 stop7h 37m
Multiple Airlines
Sat 4/252:59 am
SJU
- SWF
1 stop8h 09m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$522
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 4/2011:45 am
SWF
- SJU
1 stop11h 03m
Multiple Airlines
Wed 4/227:01 pm
SJU
- SWF
2 stops15h 54m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$541
Last-minute flights from Stewart to San JuanDiscover last-minute flight deals from Stewart to San Juan. Data last updated April 17, 2026 and is based on user searches.
Discover last-minute flight deals from Stewart to San Juan. Data last updated April 17, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 4/197:47 pm
SWF
- SJU
1 stop18h 40m
Multiple Airlines
Thu 4/238:27 pm
SJU
- SWF
1 stop14h 23m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 4/12. 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 4/1911:45 am
SWF
- SJU
1 stop7h 37m
Multiple Airlines
Sat 4/252:59 am
SJU
- SWF
1 stop8h 09m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$391
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 4/2011:45 am
SWF
- SJU
1 stop14h 16m
Multiple Airlines
Wed 4/227:01 pm
SJU
- SWF
2 stops15h 54m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$428
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 4/2311:45 am
SWF
- SJU
1 stop7h 37m
Multiple Airlines
Thu 4/308:27 pm
SJU
- SWF
1 stop14h 23m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$440
This Kiwi.com deal was found by Cheapflights users on 4/12. 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 4/2411:40 am
SWF
- SJU
1 stop14h 21m
Multiple Airlines
Sat 4/252:59 am
SJU
- SWF
1 stop8h 09m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$445
This Kiwi.com deal was found by Cheapflights users on 4/12. 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 4/2611:45 am
SWF
- SJU
1 stop7h 37m
Multiple Airlines
Wed 4/293:21 am
SJU
- SWF
1 stop7h 47m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$345
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 4/2611:45 am
SWF
- SJU
1 stop24h 48m
Multiple Airlines
Sat 5/28:27 pm
SJU
- SWF
1 stop14h 41m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$362
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 4/3011:45 am
SWF
- SJU
1 stop7h 37m
Multiple Airlines
Sat 5/22:59 am
SJU
- SWF
1 stop8h 09m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$390
One-way flights from Stewart to San JuanSearch for one-way flight options from Stewart to San Juan. Find affordable one-way fares based on user searches. Data last updated April 17, 2026.
Search for one-way flight options from Stewart to San Juan. Find affordable one-way fares based on user searches. Data last updated April 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 4/2611:45 am
SWF
- SJU
1 stop7h 37m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 5/311:45 am
SWF
- SJU
1 stop31h 14m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 4/12. 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 4/3011:45 am
SWF
- SJU
1 stop24h 38m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 4/2011:45 am
SWF
- SJU
1 stop22h 09m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 5/1312:05 pm
SWF
- SJU
2 stops14h 03m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/912:05 pm
SWF
- SJU
2 stops14h 03m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$161
Find flight deals from Stewart to San Juan
Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to San Juan (PR1). 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 17, 2026.
Round-trip from | $270 (Kiwi.com) |
|---|---|
One-way from | $129 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $346 |
Cheapflights Fare Finder
Customize your flight search to find flights from Stewart to San Juan 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 17, 2026.
Use the filters below to find and compare flights from New Windsor to San Juan that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
New WindsorSan Juan
SWF - SJU
SWFSJU
New Windsor Stewart
Sun 4/26
11:45 am-7:22 pm
1 stop7h 37m
San Juan Luis Munoz Marin Intl
Wed 4/29
3:21 am-11:08 am
1 stop7h 47m
$345
New WindsorSan Juan
SWF - SJU
SWFSJU
New Windsor Stewart
Sun 6/28
10:28 am-8:48 pm
1 stop10h 20m
San Juan Luis Munoz Marin Intl
Wed 7/1
5:15 pm-9:38 am
2 stops16h 23m
$444
New WindsorSan Juan
SWF - SJU
SWFSJU
New Windsor Stewart
Fri 4/24
11:40 am-2:01 am
1 stop14h 21m
San Juan Luis Munoz Marin Intl
Sat 4/25
2:59 am-11:08 am
1 stop8h 09m
$445
New WindsorSan Juan
SWF - SJU
SWFSJU
New Windsor Stewart
Sat 5/23
12:05 pm-5:12 pm
1 stop29h 07m
San Juan Luis Munoz Marin Intl
Mon 6/1
8:04 pm-11:25 am
2 stops39h 21m
$453
New WindsorSan Juan
SWF - SJU
SWFSJU
New Windsor Stewart
Thu 4/23
11:45 am-7:22 pm
1 stop7h 37m
San Juan Luis Munoz Marin Intl
Sat 5/2
8:27 pm-11:08 am
1 stop14h 41m
$459
New WindsorSan Juan
SWF - SJU
SWFSJU
New Windsor Stewart
Sun 7/5
10:28 am-8:48 pm
1 stop10h 20m
San Juan Luis Munoz Marin Intl
Sat 7/18
6:00 am-9:38 am
1 stop27h 38m
$471
New WindsorSan Juan
SWF - SJU
SWFSJU
New Windsor Stewart
Thu 4/30
11:45 am-7:22 pm
1 stop7h 37m
San Juan Luis Munoz Marin Intl
Sat 5/2
2:59 am-11:08 am
1 stop8h 09m
$487
New WindsorSan Juan
SWF - SJU
SWFSJU
New Windsor Stewart
Thu 4/23
11:45 am-7:22 pm
1 stop7h 37m
San Juan Luis Munoz Marin Intl
Wed 4/29
3:21 am-11:08 am
1 stop7h 47m
$495
New WindsorSan Juan
SWF - SJU
SWFSJU
New Windsor Stewart
Sun 6/28
10:28 am-8:48 pm
1 stop10h 20m
San Juan Luis Munoz Marin Intl
Wed 8/5
5:38 pm-9:38 am
2 stops16h 00m
$496
New WindsorSan Juan
SWF - SJU
SWFSJU
New Windsor Stewart
Thu 4/23
11:45 am-7:22 pm
1 stop7h 37m
San Juan Luis Munoz Marin Intl
Sat 4/25
2:59 am-11:08 am
1 stop8h 09m
$522
Showing 1-10 of 20 resultsSorted by cheapest first
Best time to book a flight from Stewart to San Juan
Have a flexible travel schedule? Discover the best time to fly to San Juan from Stewart with our price prediction graph.
SWF-PR1
SWF-SJU
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.
Cheapflights Insights
Everything you need to know about your flight from New Windsor to San Juan
SWF-PR1
SWF-SJU
No data available for this route at this time. Please check back soon.
Related info for your journey
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