Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from New Windsor to San Juan from $191

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 11/3. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from New Windsor to San Juan

Cheap round-trip flights

Multiple Airlines Logo
11:06 am - 11:09 pmSWF-SJU
11h 03m1 stop
Multiple Airlines Logo
5:05 pm - 10:07 amSJU-SWF
18h 02m1 stop
$517Multiple Airlines
Find Deal
Thu, Nov 20 - Sun, Nov 23
Multiple Airlines Logo
11:43 am - 8:02 amSWF-SJU
20h 19m1 stop
Multiple Airlines Logo
3:39 am - 11:03 amSJU-SWF
7h 24m1 stop
$523Multiple Airlines
Find Deal
Thu, Sep 25 - Sat, Sep 27
Multiple Airlines Logo
11:43 am - 1:44 amSWF-SJU
14h 01m1 stop
Multiple Airlines Logo
2:48 am - 11:03 amSJU-SWF
9h 15m1 stop
$560Multiple Airlines
Find Deal
Thu, Oct 30 - Sat, Nov 1
Multiple Airlines Logo
11:43 am - 1:44 amSWF-SJU
14h 01m1 stop
Multiple Airlines Logo
2:49 am - 11:03 amSJU-SWF
8h 14m1 stop
$571Multiple Airlines
Find Deal
Thu, Oct 9 - Sat, Oct 11
Multiple Airlines Logo
11:43 am - 8:02 amSWF-SJU
20h 19m1 stop
Multiple Airlines Logo
6:44 am - 11:44 amSJU-SWF
29h 00m2 stops
$576Multiple Airlines
Find Deal
Thu, Sep 25 - Sun, Sep 28
Multiple Airlines Logo
12:24 pm - 2:34 amSWF-SJU
14h 10m2 stops
Multiple Airlines Logo
2:49 am - 11:03 amSJU-SWF
8h 14m1 stop
$586Multiple Airlines
Find Deal
Fri, Oct 3 - Sat, Oct 11
Multiple Airlines Logo
11:43 am - 11:04 amSWF-SJU
23h 21m2 stops
Multiple Airlines Logo
3:39 am - 11:03 amSJU-SWF
7h 24m1 stop
$589Multiple Airlines
Find Deal
Thu, Sep 25 - Sat, Sep 27
Multiple Airlines Logo
11:43 am - 1:44 amSWF-SJU
14h 01m1 stop
Multiple Airlines Logo
2:49 am - 11:03 amSJU-SWF
8h 14m1 stop
$591Multiple Airlines
Find Deal
Thu, Oct 23 - Sat, Oct 25
Multiple Airlines Logo
11:43 am - 1:44 amSWF-SJU
14h 01m1 stop
Multiple Airlines Logo
2:49 am - 11:03 amSJU-SWF
8h 14m1 stop
$592Multiple Airlines
Find Deal
Thu, Oct 23 - Sat, Oct 25
Multiple Airlines Logo
11:43 am - 12:54 amSWF-SJU
13h 11m1 stop
Multiple Airlines Logo
3:39 am - 11:03 amSJU-SWF
7h 24m1 stop
$603Multiple Airlines
Find Deal
Thu, Oct 2 - Sat, Oct 4

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 September 17, 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

Thu 11/20

11:06 am-11:09 pm

1 stop11h 03m

San Juan Luis Munoz Marin Intl

Sun 11/23

5:05 pm-10:07 am

1 stop18h 02m

$517

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Thu 9/25

11:43 am-8:02 am

1 stop20h 19m

San Juan Luis Munoz Marin Intl

Sat 9/27

3:39 am-11:03 am

1 stop7h 24m

$523

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Thu 10/30

11:43 am-1:44 am

1 stop14h 01m

San Juan Luis Munoz Marin Intl

Sat 11/1

2:48 am-11:03 am

1 stop9h 15m

$560

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Thu 10/9

11:43 am-1:44 am

1 stop14h 01m

San Juan Luis Munoz Marin Intl

Sat 10/11

2:49 am-11:03 am

1 stop8h 14m

$571

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Thu 9/25

11:43 am-8:02 am

1 stop20h 19m

San Juan Luis Munoz Marin Intl

Sun 9/28

6:44 am-11:44 am

2 stops29h 00m

$576

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Fri 10/3

12:24 pm-2:34 am

2 stops14h 10m

San Juan Luis Munoz Marin Intl

Sat 10/11

2:49 am-11:03 am

1 stop8h 14m

$586

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Thu 9/25

11:43 am-11:04 am

2 stops23h 21m

San Juan Luis Munoz Marin Intl

Sat 9/27

3:39 am-11:03 am

1 stop7h 24m

$589

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Thu 10/23

11:43 am-1:44 am

1 stop14h 01m

San Juan Luis Munoz Marin Intl

Sat 10/25

2:49 am-11:03 am

1 stop8h 14m

$591

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Thu 10/23

11:43 am-1:44 am

1 stop14h 01m

San Juan Luis Munoz Marin Intl

Sat 10/25

2:49 am-11:03 am

1 stop8h 14m

$592

New WindsorSan Juan

SWF - SJU

SWFSJU

New Windsor Stewart

Thu 10/2

11:43 am-12:54 am

1 stop13h 11m

San Juan Luis Munoz Marin Intl

Sat 10/4

3:39 am-11:03 am

1 stop7h 24m

$603

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 $250. The most expensive day to fly to San Juan is Thursday, with ticket prices averaging around $309.

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 $218. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are $311 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

Direct flights

None
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
2,914 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.

An easier way to manage your San Juan trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 10/17
Fri 10/24
By creating a price alert you accept our terms of use and privacy policy.

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