$107+ 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — SJU
Sep 11 — Sep 181
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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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 August 12, 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 August 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Thu 10/1510:18 am -
1 stop13h 20m
Wed 10/285:12 pm -
1 stop16h 36m
Deal found 8/11![Multiple Airlines logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 8/8. 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.
Thu 10/1510:18 am -
1 stop13h 20m
Sat 10/175:12 pm -
1 stop17h 51m
Deal found 8/8![Multiple Airlines logo]()
$186
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Thu 10/1510:18 am -
1 stop13h 20m
Sat 10/245:12 pm -
1 stop17h 56m
Deal found 8/11![Multiple Airlines logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Sun 10/411:48 am -
1 stop25h 46m
Sat 10/175:12 pm -
1 stop17h 51m
Deal found 8/7![Multiple Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Sun 10/411:48 am -
1 stop25h 46m
Wed 10/145:12 pm -
1 stop16h 16m
Deal found 8/11![Multiple Airlines logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Thu 10/110:28 am -
1 stop27h 06m
Sat 10/315:12 pm -
1 stop18h 56m
Deal found 8/7![Multiple Airlines logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 10/2910:38 am -
1 stop13h 00m
Sat 10/315:12 pm -
1 stop18h 56m
Deal found 8/12![Multiple Airlines logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 10/2210:38 am -
1 stop13h 00m
Sat 10/315:12 pm -
1 stop18h 56m
Deal found 8/10![Multiple Airlines logo]()
$209
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 August 12, 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 August 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Thu 10/1510:18 am -
1 stop13h 20m
Wed 10/285:12 pm -
1 stop16h 36m
Deal found 8/11![Multiple Airlines logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Thu 10/110:28 am -
1 stop27h 06m
Sat 10/315:12 pm -
1 stop18h 56m
Deal found 8/7![Multiple Airlines logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 8/307:31 pm -
1 stop20h 40m
Thu 9/36:35 am -
1 stop12h 05m
Deal found 8/10![Multiple Airlines logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 8/8. 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.
Thu 10/110:28 am -
1 stop27h 06m
Sat 10/105:12 pm -
1 stop17h 51m
Deal found 8/8![Multiple Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 8/277:31 pm -
1 stop20h 40m
Sun 9/66:35 am -
1 stop12h 05m
Deal found 8/10![Multiple Airlines logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 11/812:00 pm -
1 stop11h 38m
Thu 11/127:42 pm -
1 stop21h 58m
Deal found 8/10![Multiple Airlines logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Sun 8/307:31 pm -
1 stop20h 40m
Wed 9/96:42 pm -
1 stop15h 34m
Deal found 8/7![Multiple Airlines logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 9/410:36 am -
1 stop21h 35m
Tue 9/88:43 pm -
2 stops14h 56m
Deal found 8/9![Multiple Airlines logo]()
$382
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Thu 9/37:30 pm -
1 stop20h 41m
Tue 9/88:43 pm -
2 stops14h 56m
Deal found 8/11![Multiple Airlines logo]()
$416
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 8/215:39 pm -
1 stop14h 32m
Mon 8/318:57 pm -
1 stop14h 11m
Deal found 8/11![Multiple Airlines logo]()
$482
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 8/2010:33 am -
1 stop9h 19m
Wed 8/268:57 pm -
1 stop12h 56m
Deal found 8/10![Multiple Airlines logo]()
$523
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Thu 8/2011:17 am -
1 stop13h 17m
Sun 8/2312:11 pm -
2 stops23h 26m
Deal found 8/11![Multiple Airlines logo]()
$583
Last-minute flights from Stewart to San JuanDiscover last-minute flight deals from Stewart to San Juan. Data last updated August 12, 2026 and is based on user searches.
Discover last-minute flight deals from Stewart to San Juan. Data last updated August 12, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Thu 8/277:31 pm -
1 stop20h 40m
Thu 9/36:35 am -
1 stop12h 05m
Deal found 8/11![Multiple Airlines logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 8/277:31 pm -
1 stop20h 40m
Sun 9/66:35 am -
1 stop12h 05m
Deal found 8/10![Multiple Airlines logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Sun 8/307:31 pm -
1 stop20h 40m
Thu 9/36:35 am -
1 stop12h 05m
Deal found 8/7![Multiple Airlines logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 8/307:31 pm -
1 stop20h 40m
Sun 9/66:35 am -
1 stop12h 05m
Deal found 8/10![Multiple Airlines logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 8/9. 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.
Sun 8/307:31 pm -
1 stop20h 40m
Wed 9/25:50 pm -
2 stops24h 50m
Deal found 8/9![Multiple Airlines logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Sun 8/307:31 pm -
1 stop20h 40m
Tue 9/15:37 pm -
2 stops17h 48m
Deal found 8/7![Multiple Airlines logo]()
$310
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 9/410:36 am -
1 stop21h 35m
Fri 9/114:39 pm -
2 stops19h 00m
Deal found 8/9![Multiple Airlines logo]()
$321
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 August 12, 2026.
Search for one-way flight options from Stewart to San Juan. Find affordable one-way fares based on user searches. Data last updated August 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Sun 10/2511:58 am -
1 stop11h 40m
Deal found 8/7![Multiple Airlines logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Thu 10/2910:38 am -
1 stop13h 00m
Deal found 8/11![Multiple Airlines logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 8/9. 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.
Sun 8/307:31 pm -
1 stop20h 40m
Deal found 8/9![Multiple Airlines logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 8/9. 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.
Sun 10/1111:53 am -
1 stop11h 45m
Deal found 8/9![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 11/511:00 am -
1 stop12h 38m
Deal found 8/10![Multiple Airlines logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 8/277:31 pm -
1 stop20h 40m
Deal found 8/10![Multiple Airlines logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 11/812:00 pm -
1 stop11h 38m
Deal found 8/10![Multiple Airlines logo]()
$143
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 August 12, 2026.
Round-trip from | $184 (Kiwi.com) |
|---|---|
One-way from | $107 (Kiwi.com) |
Popular in | July |
Cheapest in | October |
Average price | $363 |
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 August 12, 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
New WindsorSan Juan
SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl
SWFSJU
New Windsor Stewart
Thu 10/15
10:18 am-11:38 pm
1 stop13h 20m
San Juan Luis Munoz Marin Intl
Wed 10/28
5:12 pm-9:48 am
1 stop16h 36m
$184
New WindsorSan Juan
SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl
SWFSJU
New Windsor Stewart
Thu 10/1
10:28 am-1:34 pm
1 stop27h 06m
San Juan Luis Munoz Marin Intl
Sat 10/31
5:12 pm-12:08 pm
1 stop18h 56m
$197
New WindsorSan Juan
SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl
SWFSJU
New Windsor Stewart
Sun 8/30
7:31 pm-4:11 pm
1 stop20h 40m
San Juan Luis Munoz Marin Intl
Thu 9/3
6:35 am-6:40 pm
1 stop12h 05m
$239
New WindsorSan Juan
SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl
SWFSJU
New Windsor Stewart
Thu 10/1
10:28 am-1:34 pm
1 stop27h 06m
San Juan Luis Munoz Marin Intl
Sat 10/10
5:12 pm-11:03 am
1 stop17h 51m
$240
New WindsorSan Juan
SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl
SWFSJU
New Windsor Stewart
Thu 8/27
7:31 pm-4:11 pm
1 stop20h 40m
San Juan Luis Munoz Marin Intl
Sun 9/6
6:35 am-6:40 pm
1 stop12h 05m
$288
New WindsorSan Juan
SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl
SWFSJU
New Windsor Stewart
Sun 11/8
12:00 pm-12:38 am
1 stop11h 38m
San Juan Luis Munoz Marin Intl
Thu 11/12
7:42 pm-4:40 pm
1 stop21h 58m
$313
New WindsorSan Juan
SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl
SWFSJU
New Windsor Stewart
Sun 8/30
7:31 pm-4:11 pm
1 stop20h 40m
San Juan Luis Munoz Marin Intl
Wed 9/9
6:42 pm-10:16 am
1 stop15h 34m
$357
New WindsorSan Juan
SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl
SWFSJU
New Windsor Stewart
Fri 9/4
10:36 am-8:11 am
1 stop21h 35m
San Juan Luis Munoz Marin Intl
Tue 9/8
8:43 pm-11:39 am
2 stops14h 56m
$382
New WindsorSan Juan
SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl
SWFSJU
New Windsor Stewart
Thu 9/3
7:30 pm-4:11 pm
1 stop20h 41m
San Juan Luis Munoz Marin Intl
Tue 9/8
8:43 pm-11:39 am
2 stops14h 56m
$416
New WindsorSan Juan
SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl
SWFSJU
New Windsor Stewart
Fri 8/21
5:39 pm-8:11 am
1 stop14h 32m
San Juan Luis Munoz Marin Intl
Mon 8/31
8:57 pm-11:08 am
1 stop14h 11m
$482
Showing 1-10 of 23 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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