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Cheap flights from Puerto Rico to New York from $123

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Puerto Rico to New York departing on 5/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Find the cheapest flights from Puerto Rico to New York

Recent round-trip flight deals from Puerto Rico to New York

Enter your travel dates to find the best prices.
Multiple Airlines Logo
6:00 am - 9:38 am
SJU
-
SWF
27h 38m
1 stop
Multiple Airlines Logo
10:28 am - 8:48 pm
SWF
-
SJU
10h 20m
1 stop
$345Multiple Airlines
Wed, Jul 1 - Sun, Jul 5
Multiple Airlines Logo
8:27 pm - 10:50 am
SJU
-
SWF
14h 23m
1 stop
Multiple Airlines Logo
11:45 am - 7:22 pm
SWF
-
SJU
7h 37m
1 stop
$359Multiple Airlines
Thu, Apr 30 - Sun, May 3
Multiple Airlines Logo
6:00 am - 9:38 am
SJU
-
SWF
27h 38m
1 stop
Multiple Airlines Logo
10:28 am - 8:48 pm
SWF
-
SJU
10h 20m
1 stop
$368Multiple Airlines
Wed, Jul 1 - Sun, Jul 5
Multiple Airlines Logo
12:57 pm - 10:55 am
SJU
-
SWF
21h 58m
1 stop
Multiple Airlines Logo
11:45 am - 7:22 pm
SWF
-
SJU
7h 37m
1 stop
$371Multiple Airlines
Wed, Apr 29 - Sun, May 3
Multiple Airlines Logo
5:15 pm - 9:38 am
SJU
-
SWF
16h 23m
2 stops
Multiple Airlines Logo
10:28 am - 8:48 pm
SWF
-
SJU
10h 20m
1 stop
$377Multiple Airlines
Wed, Jul 1 - Sun, Jul 5
Multiple Airlines Logo
8:06 pm - 8:58 am
SJU
-
SWF
12h 52m
1 stop
Multiple Airlines Logo
1:00 pm - 9:36 pm
SWF
-
SJU
8h 36m
1 stop
$414Multiple Airlines
Wed, Aug 19 - Sun, Aug 23
Multiple Airlines Logo
8:06 pm - 8:58 am
SJU
-
SWF
12h 52m
1 stop
Multiple Airlines Logo
1:00 pm - 9:36 pm
SWF
-
SJU
8h 36m
1 stop
$415Multiple Airlines
Wed, Aug 19 - Sun, Aug 23
Multiple Airlines Logo
5:15 pm - 9:38 am
SJU
-
SWF
16h 23m
2 stops
Multiple Airlines Logo
10:28 am - 8:48 pm
SWF
-
SJU
10h 20m
1 stop
$429Multiple Airlines
Wed, Jul 15 - Sun, Jul 19
Multiple Airlines Logo
5:15 pm - 9:38 am
SJU
-
SWF
16h 23m
2 stops
Multiple Airlines Logo
10:28 am - 8:48 pm
SWF
-
SJU
10h 20m
1 stop
$443Multiple Airlines
Wed, Jul 1 - Sun, Jul 5
Multiple Airlines Logo
5:15 pm - 9:38 am
SJU
-
SWF
16h 23m
2 stops
Multiple Airlines Logo
10:28 am - 8:48 pm
SWF
-
SJU
10h 20m
1 stop
$447Multiple Airlines
Wed, Jul 1 - Sun, Jul 5

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momondo Fare Finder

 
Customize your flight search to find flights from Puerto Rico to New Windsor 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, momondo users made 832,500 searches. Data last updated April 17, 2026.
Use the filters below to find and compare flights from Puerto Rico 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 7/1

6:00 am-9:38 am

1 stop27h 38m

New Windsor Stewart

Sun 7/5

10:28 am-8:48 pm

1 stop10h 20m

$345

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Thu 4/30

8:27 pm-10:50 am

1 stop14h 23m

New Windsor Stewart

Sun 5/3

11:45 am-7:22 pm

1 stop7h 37m

$359

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Wed 7/1

6:00 am-9:38 am

1 stop27h 38m

New Windsor Stewart

Sun 7/5

10:28 am-8:48 pm

1 stop10h 20m

$368

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 7/1

5:15 pm-9:38 am

2 stops16h 23m

New Windsor Stewart

Sun 7/5

10:28 am-8:48 pm

1 stop10h 20m

$377
Quickest round-trip

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Wed 8/19

8:06 pm-8:58 am

1 stop12h 52m

New Windsor Stewart

Sun 8/23

1:00 pm-9:36 pm

1 stop8h 36m

$414

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Wed 8/19

8:06 pm-8:58 am

1 stop12h 52m

New Windsor Stewart

Sun 8/23

1:00 pm-9:36 pm

1 stop8h 36m

$415

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Wed 7/15

5:15 pm-9:38 am

2 stops16h 23m

New Windsor Stewart

Sun 7/19

10:28 am-8:48 pm

1 stop10h 20m

$429

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Wed 7/1

5:15 pm-9:38 am

2 stops16h 23m

New Windsor Stewart

Sun 7/5

10:28 am-8:48 pm

1 stop10h 20m

$443

San JuanNew Windsor

SJU - SWF

SJUSWF

San Juan Luis Munoz Marin Intl

Wed 7/1

5:15 pm-9:38 am

2 stops16h 23m

New Windsor Stewart

Sun 7/5

10:28 am-8:48 pm

1 stop10h 20m

$447

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to New York from

How to get the cheapest flight ticket from Puerto Rico to New Windsor

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What airlines fly to New Windsor?

JetBlue, Frontier and Delta are the top three most popular airlines that fly to New Windsor from Puerto Rico according to our data. JetBlue is the first choice among our users, with 44% of people opting to fly with this airline when traveling to New Windsor. Keep in mind that there are 6 different airlines that fly to New Windsor on a routine basis, so you have a few additional options to choose from.

Cheap Puerto Rico to New Windsor flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Puerto Rico to New Windsor

Fastest flight time

12h 36m

Direct flights

None
The fastest flight from Puerto Rico to New Windsor takes 12h 36m
There are no direct flights from Puerto Rico to New Windsor. There are no popular flight routes from Puerto Rico to New Windsor.
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Frequently asked questions about flying from Puerto Rico to New Windsor

  • When did momondo last update prices for flights from Puerto Rico to New Windsor Stewart Airport?

    Prices for flights from Puerto Rico to New Windsor Stewart Airport refresh daily.

  • How old do you have to be to fly from Puerto Rico to New Windsor Stewart Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Puerto Rico to New Windsor Stewart Airport.

  • What documentation or ID do you need to fly to New Windsor Stewart Airport?

    The travel and health documents you'll need for your trip to New Windsor Stewart Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at New Windsor Stewart Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near New York?

Book flights to New York if you plan to visit one of these locations
Newburgh
Kingston
Woodstock
Saugerties

Why use momondo?

Why should I use momondo to find a flight deal from Puerto Rico to New Windsor?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Puerto Rico to New Windsor for you.

Can I find flights from Puerto Rico to New Windsor with flexible booking policies on momondo?

momondo does allow users to show only those flights to New Windsor from Puerto Rico which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Puerto Rico to New Windsor?

Once all potential Puerto Rico to New Windsor flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Puerto Rico to New Windsor right now. Can momondo alert me if prices change?

Price alerts on flights to New Windsor from Puerto Rico are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your New Windsor trip

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