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Stewart

$120+ Cheap flights from San Juan to New Windsor (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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SWF
May 21 — May 281
Thu 5/21
Thu 5/28
1 adult, Economy
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Cheap flight deals from San Juan to Stewart

Cheapest flights from San Juan to Stewart
Explore the most affordable flight options available from San Juan to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 21, 2026.

This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2211:30 am
SJU
-
SWF
1 stop23h 25m
Multiple Airlines
Sun 4/2611:45 am
SWF
-
SJU
1 stop24h 48m
Multiple Airlines
Deal found 4/16$359
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 4/293:21 am
SJU
-
SWF
1 stop7h 47m
Multiple Airlines
Sun 5/311:45 am
SWF
-
SJU
1 stop24h 38m
Multiple Airlines
Deal found 4/18$361
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.
Wed 4/2912:57 pm
SJU
-
SWF
1 stop21h 58m
Multiple Airlines
Sun 5/311:45 am
SWF
-
SJU
1 stop7h 37m
Multiple Airlines
Deal found 4/16$371
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 6/186:16 pm
SJU
-
SWF
1 stop14h 33m
Multiple Airlines
Thu 6/2510:28 am
SWF
-
SJU
1 stop10h 20m
Multiple Airlines
Deal found 4/18$434
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 6/106:05 pm
SJU
-
SWF
1 stop14h 53m
Multiple Airlines
Sat 6/2012:05 pm
SWF
-
SJU
2 stops12h 32m
Multiple Airlines
Deal found 4/20$443
This Kiwi.com deal was found by Cheapflights users on 4/17. 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 7/225:38 pm
SJU
-
SWF
2 stops16h 00m
Multiple Airlines
Thu 7/3010:28 am
SWF
-
SJU
1 stop10h 20m
Multiple Airlines
Deal found 4/17$456
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 4/252:59 am
SJU
-
SWF
1 stop8h 09m
Multiple Airlines
Sun 5/311:45 am
SWF
-
SJU
1 stop24h 38m
Multiple Airlines
Deal found 4/19$459
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 9/36:00 am
SJU
-
SWF
1 stop12h 40m
Multiple Airlines
Mon 9/712:17 pm
SWF
-
SJU
2 stops11h 12m
Multiple Airlines
Deal found 4/21$462
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 7/295:38 pm
SJU
-
SWF
2 stops16h 00m
Multiple Airlines
Sun 8/210:28 am
SWF
-
SJU
1 stop10h 20m
Multiple Airlines
Deal found 4/20$490
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 8/55:38 pm
SJU
-
SWF
2 stops16h 00m
Multiple Airlines
Sun 8/910:28 am
SWF
-
SJU
1 stop10h 20m
Multiple Airlines
Deal found 4/19$495

Find flight deals from San Juan to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from San Juan (PR1) 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 April 21, 2026.

Round-trip from

$434
(Kiwi.com)

One-way from

$120
(Kiwi.com)

Popular in

March

Cheapest in

October

Average price

$275
From San Juan to New Windsor Stewart
Search Deals
One-way flight from San Juan to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Juan 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 April 21, 2026.
Use the filters below to find and compare flights from San Juan to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Wed 4/29

3:21 am-11:08 am

1 stop7h 47m

New Windsor Stewart

Sun 5/3

11:45 am-12:23 pm

1 stop24h 38m

$361

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Wed 4/29

12:57 pm-10:55 am

1 stop21h 58m

New Windsor Stewart

Sun 5/3

11:45 am-7:22 pm

1 stop7h 37m

$371

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Wed 6/10

6:05 pm-8:58 am

1 stop14h 53m

New Windsor Stewart

Sat 6/20

12:05 pm-12:37 am

2 stops12h 32m

$443
Quickest round-trip

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Wed 6/10

6:05 pm-8:58 am

1 stop14h 53m

New Windsor Stewart

Sun 6/14

9:38 am-5:21 pm

1 stop7h 43m

$602

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Tue 6/9

6:45 pm-11:25 am

2 stops16h 40m

New Windsor Stewart

Sun 6/14

9:38 am-5:21 pm

1 stop7h 43m

$665

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Thu 5/7

6:09 pm-11:37 am

2 stops17h 28m

New Windsor Stewart

Sun 5/10

9:38 am-12:19 am

1 stop14h 41m

$695

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Thu 6/18

6:16 pm-11:37 am

2 stops17h 21m

New Windsor Stewart

Tue 6/23

11:48 am-2:09 am

1 stop14h 21m

$716

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Thu 4/30

2:59 am-7:06 pm

2 stops16h 07m

New Windsor Stewart

Sun 5/3

11:48 am-8:52 pm

1 stop9h 04m

$735
Cheapest one-way

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Fri 6/5

4:46 pm-11:25 am

2 stops18h 39m

$173
Quickest one-way

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Wed 6/17

5:15 pm-9:38 am

2 stops16h 23m

$175

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Showing 1-10 of 19 resultsSorted by cheapest first
1
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Best time to book a flight from San Juan to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from San Juan with our price prediction graph.
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 San Juan to New Windsor
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from San Juan to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to New Windsor from San Juan?

    New Windsor Stewart (SWF) is the airport you will fly into if you book a flight from San Juan to New Windsor. You should not have trouble finding flights to Stewart from San Juan; the airport handles an average of 0 inbound flights from San Juan per day. You should also have plenty of airline options to choose from since 0 airlines have flights to the New Windsor airport from San Juan. It is only a 4.3 mi journey from Stewart (SWF) to New Windsor’s city center.

  • Can I find deals for flights from San Juan to Stewart that include hotel bookings?

    Yes. In addition to deals on San Juan to Stewart flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Juan to Stewart?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Juan to Stewart.

  • Can I find deals for business class flights from San Juan to Stewart?

    Yes. Cheapflights offers flight deals from San Juan to Stewart by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Kingston

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