$109+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — SJU
Mar 6 — Mar 131
1 adult, Economy
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Find cheap flights from Stewart to San Juan 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
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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
One-way
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 February 4, 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 February 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 4/310:00 am
SWF
- SJU
1 stop16h 01m
Multiple Airlines
Wed 4/812:55 pm
SJU
- SWF
1 stop22h 00m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$374
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 stop8h 59m
Multiple Airlines
Sun 5/37:15 am
SJU
- SWF
1 stop11h 42m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$385
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 5/711:45 am
SWF
- SJU
1 stop8h 59m
Multiple Airlines
Sun 5/107:15 am
SJU
- SWF
1 stop11h 42m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$400
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 8/512:05 pm
SWF
- SJU
2 stops10h 40m
Multiple Airlines
Wed 8/269:29 pm
SJU
- SWF
1 stop11h 29m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$403
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/228:40 pm
SWF
- SJU
1 stop13h 30m
Multiple Airlines
Wed 3/253:08 am
SJU
- SWF
1 stop8h 00m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$421
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 2/611:09 am
SWF
- SJU
2 stops13h 32m
Multiple Airlines
Sat 2/143:53 am
SJU
- SWF
1 stop8h 15m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$430
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/228:40 pm
SWF
- SJU
1 stop13h 30m
Multiple Airlines
Sun 3/295:30 am
SJU
- SWF
1 stop14h 25m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$432
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 4/210:29 am
SWF
- SJU
1 stop8h 26m
Multiple Airlines
Tue 4/78:47 pm
SJU
- SWF
2 stops38h 08m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$455
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 6/159:39 am
SWF
- SJU
1 stop23h 08m
Multiple Airlines
Tue 6/239:29 pm
SJU
- SWF
1 stop21h 37m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$461
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 2/67:33 pm
SWF
- SJU
1 stop13h 14m
Multiple Airlines
Sun 2/88:05 pm
SJU
- SWF
1 stop23h 38m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$492
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 February 4, 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 February 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 5/711:45 am
SWF
- SJU
1 stop8h 59m
Multiple Airlines
Sun 5/107:15 am
SJU
- SWF
1 stop11h 42m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$400
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 6/2212:15 pm
SWF
- SJU
2 stops10h 30m
Multiple Airlines
Wed 7/19:29 pm
SJU
- SWF
1 stop11h 29m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$507
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/111:48 am
SWF
- SJU
1 stop12h 06m
Multiple Airlines
Wed 3/48:05 pm
SJU
- SWF
1 stop16h 03m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$532
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 6/2412:05 pm
SWF
- SJU
2 stops10h 40m
Multiple Airlines
Wed 7/19:29 pm
SJU
- SWF
1 stop11h 29m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$543
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/111:48 am
SWF
- SJU
1 stop12h 06m
Multiple Airlines
Wed 3/43:53 am
SJU
- SWF
1 stop8h 15m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$545
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/1911:48 am
SWF
- SJU
1 stop10h 11m
Multiple Airlines
Wed 3/251:45 am
SJU
- SWF
1 stop9h 23m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$548
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/811:48 am
SWF
- SJU
1 stop10h 21m
Multiple Airlines
Wed 3/117:05 pm
SJU
- SWF
1 stop16h 03m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$549
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/511:48 am
SWF
- SJU
1 stop10h 21m
Multiple Airlines
Wed 3/117:05 pm
SJU
- SWF
1 stop16h 03m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$559
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/511:48 am
SWF
- SJU
1 stop11h 55m
Multiple Airlines
Wed 3/113:08 am
SJU
- SWF
1 stop8h 00m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$575
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 4/2311:48 am
SWF
- SJU
1 stop10h 21m
Multiple Airlines
Sat 4/253:08 am
SJU
- SWF
1 stop8h 00m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$588
Last-minute flights from Stewart to San JuanDiscover last-minute flight deals from Stewart to San Juan. Data last updated February 4, 2026 and is based on user searches.
Discover last-minute flight deals from Stewart to San Juan. Data last updated February 4, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 2/611:09 am
SWF
- SJU
2 stops13h 32m
Multiple Airlines
Sat 2/143:53 am
SJU
- SWF
1 stop8h 15m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$430
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 2/67:33 pm
SWF
- SJU
1 stop13h 14m
Multiple Airlines
Sun 2/88:05 pm
SJU
- SWF
1 stop23h 38m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$492
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/111:48 am
SWF
- SJU
1 stop12h 06m
Multiple Airlines
Wed 3/48:05 pm
SJU
- SWF
1 stop16h 03m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$532
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/111:48 am
SWF
- SJU
1 stop12h 06m
Multiple Airlines
Wed 3/43:53 am
SJU
- SWF
1 stop8h 15m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$545
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/811:48 am
SWF
- SJU
1 stop10h 21m
Multiple Airlines
Wed 3/117:05 pm
SJU
- SWF
1 stop16h 03m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$549
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/912:11 pm
SWF
- SJU
2 stops10h 34m
Multiple Airlines
Wed 3/117:05 pm
SJU
- SWF
1 stop16h 03m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$533
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/912:11 pm
SWF
- SJU
2 stops10h 34m
Multiple Airlines
Wed 3/113:08 am
SJU
- SWF
1 stop8h 00m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$544
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/1911:48 am
SWF
- SJU
1 stop10h 11m
Multiple Airlines
Wed 3/251:45 am
SJU
- SWF
1 stop9h 23m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$548
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/228:40 pm
SWF
- SJU
1 stop13h 30m
Multiple Airlines
Wed 3/253:08 am
SJU
- SWF
1 stop8h 00m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$421
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/228:40 pm
SWF
- SJU
1 stop13h 30m
Multiple Airlines
Sun 3/295:30 am
SJU
- SWF
1 stop14h 25m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$432
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 February 4, 2026.
Search for one-way flight options from Stewart to San Juan. Find affordable one-way fares based on user searches. Data last updated February 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 5/711:45 am
SWF
- SJU
1 stop24h 48m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 stop24h 48m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 5/1411:45 am
SWF
- SJU
1 stop24h 48m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 2/2312:11 pm
SWF
- SJU
3 stops26h 20m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 4/911:45 am
SWF
- SJU
1 stop31h 10m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 48m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/1512:29 pm
SWF
- SJU
1 stop23h 20m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/111:52 am
SWF
- SJU
2 stops26h 10m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$156
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 February 4, 2026.
Round-trip from | $374 (Kiwi.com) |
|---|---|
One-way from | $109 (Kiwi.com) |
Popular in | December |
Cheapest in | May |
Average price | $290 |
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 February 4, 2026.
Use the filters below to find and compare flights from New Windsor to San Juan that are best for you.
Fly from
Stewart
Fly to
San Juan
Route
Depart
Return
Price
New WindsorSan Juan
SWF - SJU
SWFSJU
New Windsor Stewart
Thu 5/7
11:45 am-8:44 pm
1 stop8h 59m
San Juan Luis Munoz Marin Intl
Sun 5/10
7:15 am-6:57 pm
1 stop11h 42m
$400
New WindsorSan Juan
SWF - SJU
SWFSJU
New Windsor Stewart
Mon 6/22
12:15 pm-10:45 pm
2 stops10h 30m
San Juan Luis Munoz Marin Intl
Wed 7/1
9:29 pm-8:58 am
1 stop11h 29m
$507
New WindsorSan Juan
SWF - SJU
SWFSJU
New Windsor Stewart
Sun 3/1
11:48 am-12:54 am
1 stop12h 06m
San Juan Luis Munoz Marin Intl
Wed 3/4
8:05 pm-11:08 am
1 stop16h 03m
$532
New WindsorSan Juan
SWF - SJU
SWFSJU
New Windsor Stewart
Wed 6/24
12:05 pm-10:45 pm
2 stops10h 40m
San Juan Luis Munoz Marin Intl
Wed 7/1
9:29 pm-8:58 am
1 stop11h 29m
$543
New WindsorSan Juan
SWF - SJU
SWFSJU
New Windsor Stewart
Sun 3/1
11:48 am-12:54 am
1 stop12h 06m
San Juan Luis Munoz Marin Intl
Wed 3/4
3:53 am-11:08 am
1 stop8h 15m
$545
New WindsorSan Juan
SWF - SJU
SWFSJU
New Windsor Stewart
Thu 3/19
11:48 am-9:59 pm
1 stop10h 11m
San Juan Luis Munoz Marin Intl
Wed 3/25
1:45 am-11:08 am
1 stop9h 23m
$548
New WindsorSan Juan
SWF - SJU
SWFSJU
New Windsor Stewart
Sun 3/8
11:48 am-10:09 pm
1 stop10h 21m
San Juan Luis Munoz Marin Intl
Wed 3/11
7:05 pm-11:08 am
1 stop16h 03m
$549
New WindsorSan Juan
SWF - SJU
SWFSJU
New Windsor Stewart
Thu 3/5
11:48 am-11:09 pm
1 stop10h 21m
San Juan Luis Munoz Marin Intl
Wed 3/11
7:05 pm-11:08 am
1 stop16h 03m
$559
New WindsorSan Juan
SWF - SJU
SWFSJU
New Windsor Stewart
Thu 3/5
11:48 am-12:43 am
1 stop11h 55m
San Juan Luis Munoz Marin Intl
Wed 3/11
3:08 am-11:08 am
1 stop8h 00m
$575
New WindsorSan Juan
SWF - SJU
SWFSJU
New Windsor Stewart
Thu 4/23
11:48 am-10:09 pm
1 stop10h 21m
San Juan Luis Munoz Marin Intl
Sat 4/25
3:08 am-11:08 am
1 stop8h 00m
$588
Showing 1-10 of 18 results
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
What is the cheapest month to book a flight from New Windsor to San Juan?
Currently, March is the cheapest month in which you can book a flight from New Windsor to San Juan (average of $62). Flying from New Windsor to San Juan in August is currently the most expensive (average of $138). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Reviews of airlines servicing San Juan
Get insights into the airlines that provide service to San Juan. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San Juan. Reviews last updated February 4, 2026.
Peruse reviews from past customers who have flown with JetBlue from New Windsor to San Juan to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.2
Crew
8.0
Boarding
7.4
Comfort
7.5
Entertainment
7.2
Food
6.6
Reviews
1 / 20
10.0
ExcellentJACK,Sep 2025
JFK - MSY
Overall
7.2
Crew
8.0
Boarding
7.4
Comfort
7.5
Entertainment
7.2
Food
6.6
Reviews
1 / 20
10.0
ExcellentJACK,Sep 2025
JFK - MSY
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$227 | Average$336 | FlexibilityNo cancel fee | On-time62% |