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Cheap flights from New Windsor to San Juan from $143

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New Windsor to San Juan departing on 1/9. 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

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Find the cheapest flights from New Windsor to San Juan

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
11:37 am - 10:05 pm
SWF
-
SJU
9h 28m1 stop
Multiple Airlines Logo
5:18 pm - 5:59 pm
SJU
-
SWF
49h 41m2 stops
$399Multiple Airlines
Mon, Jan 5 - Fri, Jan 9
Multiple Airlines Logo
8:45 pm - 8:58 am
SWF
-
SJU
11h 13m1 stop
Multiple Airlines Logo
9:19 pm - 9:58 am
SJU
-
SWF
13h 39m1 stop
$450Multiple Airlines
Sat, Jan 3 - Sat, Jan 10
Multiple Airlines Logo
12:22 pm - 3:31 pm
SWF
-
SJU
26h 09m1 stop
Multiple Airlines Logo
5:20 am - 5:12 pm
SJU
-
SWF
12h 52m2 stops
$462Multiple Airlines
Thu, Feb 19 - Sun, Feb 22
Multiple Airlines Logo
12:22 pm - 3:31 pm
SWF
-
SJU
26h 09m1 stop
Multiple Airlines Logo
3:53 am - 11:08 am
SJU
-
SWF
8h 15m1 stop
$471Multiple Airlines
Thu, Feb 19 - Sat, Feb 21
Multiple Airlines Logo
11:48 am - 11:09 pm
SWF
-
SJU
10h 21m1 stop
Multiple Airlines Logo
8:05 pm - 11:08 am
SJU
-
SWF
16h 03m1 stop
$503Multiple Airlines
Sun, Mar 1 - Wed, Mar 4
Multiple Airlines Logo
12:13 pm - 11:33 pm
SWF
-
SJU
10h 20m1 stop
Multiple Airlines Logo
8:05 pm - 11:08 am
SJU
-
SWF
16h 03m1 stop
$515Multiple Airlines
Sun, Feb 1 - Sat, Feb 7
Multiple Airlines Logo
11:48 am - 1:08 am
SWF
-
SJU
12h 20m1 stop
Multiple Airlines Logo
8:05 pm - 11:08 am
SJU
-
SWF
16h 03m1 stop
$516Multiple Airlines
Sun, Feb 8 - Wed, Feb 11
Multiple Airlines Logo
12:13 pm - 11:33 pm
SWF
-
SJU
10h 20m1 stop
Multiple Airlines Logo
8:05 pm - 11:31 am
SJU
-
SWF
16h 26m2 stops
$517Multiple Airlines
Sun, Feb 1 - Sun, Feb 8
Multiple Airlines Logo
12:13 pm - 11:33 pm
SWF
-
SJU
10h 20m1 stop
Multiple Airlines Logo
8:05 pm - 11:31 am
SJU
-
SWF
16h 26m2 stops
$521Multiple Airlines
Sun, Feb 1 - Sun, Feb 8
Multiple Airlines Logo
11:48 am - 12:54 am
SWF
-
SJU
12h 06m1 stop
Multiple Airlines Logo
8:05 pm - 11:31 am
SJU
-
SWF
16h 26m2 stops
$522Multiple Airlines
Sun, Feb 22 - Thu, Feb 26

momondo Fare Finder

 
Customize your flight search to find flights from New Windsor 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, momondo users made 832,500 searches. Data last updated December 23, 2025.
Use the filters below to find and compare flights from New Windsor to San Juan that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Mon 1/5

11:37 am-10:05 pm

1 stop9h 28m

San Juan Luis Munoz Marin Intl

Fri 1/9

5:18 pm-5:59 pm

2 stops49h 41m

$399

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Sat 1/3

8:45 pm-8:58 am

1 stop11h 13m

San Juan Luis Munoz Marin Intl

Sat 1/10

9:19 pm-9:58 am

1 stop13h 39m

$450

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Thu 2/19

12:22 pm-3:31 pm

1 stop26h 09m

San Juan Luis Munoz Marin Intl

Sun 2/22

5:20 am-5:12 pm

2 stops12h 52m

$462

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Thu 2/19

12:22 pm-3:31 pm

1 stop26h 09m

San Juan Luis Munoz Marin Intl

Sat 2/21

3:53 am-11:08 am

1 stop8h 15m

$471

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Sun 3/1

11:48 am-11:09 pm

1 stop10h 21m

San Juan Luis Munoz Marin Intl

Wed 3/4

8:05 pm-11:08 am

1 stop16h 03m

$503

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Sun 2/1

12:13 pm-11:33 pm

1 stop10h 20m

San Juan Luis Munoz Marin Intl

Sat 2/7

8:05 pm-11:08 am

1 stop16h 03m

$515

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Sun 2/8

11:48 am-1:08 am

1 stop12h 20m

San Juan Luis Munoz Marin Intl

Wed 2/11

8:05 pm-11:08 am

1 stop16h 03m

$516

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Sun 2/1

12:13 pm-11:33 pm

1 stop10h 20m

San Juan Luis Munoz Marin Intl

Sun 2/8

8:05 pm-11:31 am

2 stops16h 26m

$517

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Sun 2/1

12:13 pm-11:33 pm

1 stop10h 20m

San Juan Luis Munoz Marin Intl

Sun 2/8

8:05 pm-11:31 am

2 stops16h 26m

$521

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Sun 2/22

11:48 am-12:54 am

1 stop12h 06m

San Juan Luis Munoz Marin Intl

Thu 2/26

8:05 pm-11:31 am

2 stops16h 26m

$522

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 San Juan from

How to get the cheapest flight ticket from New Windsor to San Juan

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 is the cheapest day to depart on your flight to San Juan?

The cheapest day to depart from New Windsor to San Juan is on a Tuesday when prices can be found for as low as $255. The most expensive day to fly to San Juan is Thursday, with ticket prices averaging around $315.

What is the cheapest time of day to depart on your flight to San Juan?

The cheapest time of day to fly to San Juan is at noon when flights can be purchased for as low as $224. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are $298 on average. Flights to San Juan from New Windsor in the evening are generally more expensive because this time of day is more convenient for travelers’ schedules.

Cheap New Windsor to San Juan flight deals and tips

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

Fastest flight time

7h 44m

Direct flights

None
The fastest flight from New Windsor to San Juan takes 7h 44m
There are no direct flights from New Windsor to San Juan. There are no popular flight routes from New Windsor to San Juan.
Search flight deals

  • How far is New Windsor Stewart to San Juan by plane?

    There are 1656.0 mi between New Windsor Stewart and San Juan. In terms of flight time, this usually takes a little over 7h 44m.

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

    Prices for flights from New Windsor Stewart Airport to San Juan were last updated today.

  • How many operators does momondo search for flights from New Windsor Stewart Airport to San Juan?

  • How old do you have to be to fly from New Windsor Stewart Airport to San Juan?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from New Windsor Stewart Airport to San Juan.

  • What documentation or ID do you need to fly to San Juan?

    The travel and health documents you'll need for your trip to San Juan 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 San Juan. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from New Windsor to San Juan

Compare and see reviews for airlines that fly from New Windsor to San Juan with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $244Free CancellationRating
7.2
2,898 reviews
Search JetBlue flights

Why use momondo?

Why should I use momondo to find a flight deal from New Windsor to San Juan?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to San Juan from New Windsor.

Can I find flights from New Windsor to San Juan with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for New Windsor to San Juan flights to just show those with flexible booking policies.

How can momondo help me find flights from New Windsor to San Juan?

Once all potential New Windsor to San Juan 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 New Windsor to San Juan right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of New Windsor to San Juan flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Find better results for your trip to Puerto Rico

Fly into one of these airports located in San Juan

Airports listed have a maximum distance of 7.1 mi from San Juan
San Juan Isla Grande Airport
San Juan Luis Munoz Marin Intl Airport