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Stewart

$130+ 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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SWF
Aug 3 — Aug 101
Mon 8/3
Mon 8/10
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 July 4, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Wed 10/75:12 pm
SJU
-
SWF
1 stop16h 16m
Multiple Airlines
Thu 10/1510:18 am
SWF
-
SJU
1 stop13h 20m
Multiple Airlines
Deal found 7/2$228
This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Sat 9/264:39 pm
SJU
-
SWF
1 stop17h 44m
Multiple Airlines
Thu 10/110:28 am
SWF
-
SJU
1 stop13h 10m
Multiple Airlines
Deal found 7/2$263
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 8/276:35 am
SJU
-
SWF
1 stop12h 06m
Multiple Airlines
Sat 8/2912:05 pm
SWF
-
SJU
2 stops12h 51m
Multiple Airlines
Deal found 7/2$271
This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Wed 8/56:00 am
SJU
-
SWF
1 stop27h 38m
Multiple Airlines
Thu 8/1310:28 am
SWF
-
SJU
1 stop29h 43m
Multiple Airlines
Deal found 7/2$273
This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Sat 8/86:00 am
SJU
-
SWF
1 stop27h 38m
Multiple Airlines
Thu 8/1310:28 am
SWF
-
SJU
1 stop29h 43m
Multiple Airlines
Deal found 7/2$278
This Kiwi.com deal was found by Cheapflights users on 6/29. 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.
Tue 9/294:39 pm
SJU
-
SWF
2 stops19h 00m
Multiple Airlines
Thu 10/810:18 am
SWF
-
SJU
1 stop13h 20m
Multiple Airlines
Deal found 6/29$280
This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Wed 8/126:00 am
SJU
-
SWF
1 stop27h 38m
Multiple Airlines
Wed 8/1912:05 pm
SWF
-
SJU
2 stops12h 51m
Multiple Airlines
Deal found 7/2$282
This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Sat 10/315:12 pm
SJU
-
SWF
1 stop18h 56m
Multiple Airlines
Thu 11/511:00 am
SWF
-
SJU
1 stop12h 38m
Multiple Airlines
Deal found 7/2$284
This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Wed 11/46:12 pm
SJU
-
SWF
1 stop16h 58m
Multiple Airlines
Sun 11/812:00 pm
SWF
-
SJU
1 stop11h 38m
Multiple Airlines
Deal found 7/2$306
This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Sat 8/16:00 am
SJU
-
SWF
1 stop27h 38m
Multiple Airlines
Thu 8/610:28 am
SWF
-
SJU
1 stop29h 43m
Multiple Airlines
Deal found 7/2$316
This Kiwi.com deal was found by Cheapflights users on 6/29. 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.
Tue 10/134:39 pm
SJU
-
SWF
2 stops19h 00m
Multiple Airlines
Sun 10/1811:53 am
SWF
-
SJU
1 stop11h 45m
Multiple Airlines
Deal found 6/29$349
This Kiwi.com deal was found by Cheapflights users on 7/1. 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.
Wed 9/28:57 pm
SJU
-
SWF
1 stop12h 56m
Multiple Airlines
Wed 9/912:39 pm
SWF
-
SJU
2 stops11h 18m
Multiple Airlines
Deal found 7/1$359

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 July 4, 2026.

Round-trip from

$263
(Kiwi.com)

One-way from

$130
(Kiwi.com)

Popular in

March

Cheapest in

October

Average price

$276
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. 2% potential increase in price ($6 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 4, 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

Sat 9/26

4:39 pm-10:23 am

1 stop17h 44m

New Windsor Stewart

Thu 10/1

10:28 am-11:38 pm

1 stop13h 10m

$263
Quickest round-trip

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Mon 8/3

3:10 am-11:08 am

1 stop7h 58m

New Windsor Stewart

Tue 8/11

11:48 am-7:42 pm

1 stop7h 54m

$476

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Wed 8/5

8:37 pm-9:53 am

1 stop13h 16m

New Windsor Stewart

Tue 8/11

11:48 am-2:15 am

1 stop14h 27m

$480

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Mon 8/3

10:48 pm-11:08 am

1 stop12h 20m

New Windsor Stewart

Thu 8/6

10:33 am-7:32 pm

1 stop8h 59m

$506

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Sat 8/1

8:37 pm-9:53 am

1 stop13h 16m

New Windsor Stewart

Tue 8/4

11:48 am-2:59 am

2 stops15h 11m

$538

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Wed 7/22

8:37 pm-9:53 am

1 stop13h 16m

New Windsor Stewart

Sun 7/26

10:33 am-2:15 am

1 stop15h 42m

$558

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Mon 7/13

3:10 am-11:08 am

1 stop7h 58m

New Windsor Stewart

Sun 7/19

10:33 am-7:32 pm

1 stop8h 59m

$582

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Mon 7/20

3:10 am-11:08 am

1 stop7h 58m

New Windsor Stewart

Sun 7/26

10:33 am-7:32 pm

1 stop8h 59m

$586

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Fri 7/10

10:48 pm-5:54 pm

1 stop19h 06m

New Windsor Stewart

Sun 7/12

11:45 am-12:41 am

1 stop12h 56m

$596

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Sat 7/18

8:37 pm-9:53 am

1 stop13h 16m

New Windsor Stewart

Tue 7/21

11:48 am-7:42 pm

1 stop7h 54m

$600

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 20 resultsSorted by cheapest first
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
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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