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Stewart

$126+ 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 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SWF
mar 6 — mar 131
ven 3/6
ven 3/13
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 febbraio 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.
gio 5/287:05 pm
SJU
-
SWF
1 stop13h 46m
Multiple Airlines
dom 5/3110:28 am
SWF
-
SJU
1 stop10h 16m
Multiple Airlines
Deal found 2/3$325
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.
mer 6/33:36 pm
SJU
-
SWF
1 stop18h 02m
Multiple Airlines
mer 6/2412:05 pm
SWF
-
SJU
2 stops10h 40m
Multiple Airlines
Deal found 2/2$438
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.
mer 6/107:05 pm
SJU
-
SWF
1 stop13h 53m
Multiple Airlines
dom 6/149:38 am
SWF
-
SJU
1 stop23h 09m
Multiple Airlines
Deal found 2/2$491
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.
sab 2/143:53 am
SJU
-
SWF
1 stop8h 15m
Multiple Airlines
dom 2/2211:48 am
SWF
-
SJU
1 stop8h 32m
Multiple Airlines
Deal found 2/3$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.
sab 2/147:54 pm
SJU
-
SWF
1 stop16h 14m
Multiple Airlines
dom 2/2211:48 am
SWF
-
SJU
1 stop14h 05m
Multiple Airlines
Deal found 2/2$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.
mer 3/113:08 am
SJU
-
SWF
1 stop8h 00m
Multiple Airlines
dom 3/1511:48 am
SWF
-
SJU
1 stop14h 10m
Multiple Airlines
Deal found 2/3$552
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.
mer 3/43:53 am
SJU
-
SWF
1 stop8h 15m
Multiple Airlines
dom 3/811:48 am
SWF
-
SJU
1 stop10h 57m
Multiple Airlines
Deal found 2/2$561
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.
mer 2/253:53 am
SJU
-
SWF
1 stop8h 15m
Multiple Airlines
dom 3/111:48 am
SWF
-
SJU
1 stop12h 06m
Multiple Airlines
Deal found 2/3$563
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.
mer 2/253:53 am
SJU
-
SWF
1 stop8h 15m
Multiple Airlines
lun 3/212:11 pm
SWF
-
SJU
2 stops11h 32m
Multiple Airlines
Deal found 2/3$575
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.
sab 2/147:54 pm
SJU
-
SWF
1 stop16h 14m
Multiple Airlines
gio 2/1911:48 am
SWF
-
SJU
1 stop10h 21m
Multiple Airlines
Deal found 2/2$579
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.
mer 2/183:53 am
SJU
-
SWF
1 stop8h 15m
Multiple Airlines
dom 2/2211:48 am
SWF
-
SJU
1 stop8h 32m
Multiple Airlines
Deal found 2/2$598

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 febbraio 4, 2026.

Round-trip from

$325
(Kiwi.com)

One-way from

$126
(Kiwi.com)

Popular in

August

Cheapest in

February

Average price

$176
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. 9% potential increase in price ($22 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 febbraio 4, 2026.
Use the filters below to find and compare flights from San Juan to New Windsor that are best for you.

Fly from

San Juan

Fly to

Stewart

Route

Depart

Return

Price

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

sab 2/14

3:53 am-11:08 am

1 stop8h 15m

New Windsor Stewart

dom 2/22

11:48 am-9:20 pm

1 stop8h 32m

$543

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

sab 2/14

7:54 pm-11:08 am

1 stop16h 14m

New Windsor Stewart

dom 2/22

11:48 am-2:53 am

1 stop14h 05m

$544

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

mer 3/11

3:08 am-11:08 am

1 stop8h 00m

New Windsor Stewart

dom 3/15

11:48 am-1:58 am

1 stop14h 10m

$552

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

mer 3/4

3:53 am-11:08 am

1 stop8h 15m

New Windsor Stewart

dom 3/8

11:48 am-10:45 pm

1 stop10h 57m

$561

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

mer 2/25

3:53 am-11:08 am

1 stop8h 15m

New Windsor Stewart

dom 3/1

11:48 am-12:54 am

1 stop12h 06m

$563

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

mer 2/25

3:53 am-11:08 am

1 stop8h 15m

New Windsor Stewart

lun 3/2

12:11 pm-12:43 am

2 stops11h 32m

$575

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

sab 2/14

7:54 pm-11:08 am

1 stop16h 14m

New Windsor Stewart

gio 2/19

11:48 am-11:09 pm

1 stop10h 21m

$579

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

mer 2/18

3:53 am-11:08 am

1 stop8h 15m

New Windsor Stewart

dom 2/22

11:48 am-9:20 pm

1 stop8h 32m

$598

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

mar 2/10

8:05 pm-4:56 pm

1 stop21h 51m

$126

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

sab 3/28

7:54 pm-9:39 am

1 stop13h 45m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

Showing 1-10 of 18 results
1
2

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

What is the cheapest month to book a flight from San Juan to New Windsor?

Currently, October is the cheapest month in which you can book a flight from San Juan to New Windsor (average of $51). Flying from San Juan to New Windsor in August is currently the most expensive (average of $120). 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.

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.

  • What is the cheapest month to book a flight from San Juan to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from San Juan to New Windsor (average of $51). Flying from San Juan to New Windsor in August is currently the most expensive (average of $120). 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.

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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