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Cheap flights from New Windsor to San Juan from $99

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 11/12. 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
1 adult, Economy, 0 bags

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
10:18 am - 11:38 pmSWF  New Windsor Stewart-SJU San Juan Luis Munoz Marin Intl
13h 20m1 stop Fort Lauderdale
Multiple Airlines Logo
5:12 pm - 9:48 amSJU  San Juan Luis Munoz Marin Intl-SWF New Windsor Stewart
16h 36m1 stop Fort Lauderdale
$184Multiple Airlines
Thu, Oct 15 - Wed, Oct 28
Multiple Airlines Logo
10:18 am - 11:38 pmSWF  New Windsor Stewart-SJU San Juan Luis Munoz Marin Intl
13h 20m1 stop Fort Lauderdale
Multiple Airlines Logo
5:12 pm - 11:08 amSJU  San Juan Luis Munoz Marin Intl-SWF New Windsor Stewart
17h 56m1 stop Fort Lauderdale
$190Multiple Airlines
Thu, Oct 15 - Sat, Oct 24
Multiple Airlines Logo
11:48 am - 1:34 pmSWF  New Windsor Stewart-SJU San Juan Luis Munoz Marin Intl
25h 46m1 stop Fort Lauderdale
Multiple Airlines Logo
5:12 pm - 9:28 amSJU  San Juan Luis Munoz Marin Intl-SWF New Windsor Stewart
16h 16m1 stop Fort Lauderdale
$193Multiple Airlines
Sun, Oct 4 - Wed, Oct 14
Multiple Airlines Logo
10:38 am - 11:38 pmSWF  New Windsor Stewart-SJU San Juan Luis Munoz Marin Intl
13h 00m1 stop Fort Lauderdale
Multiple Airlines Logo
5:12 pm - 12:08 pmSJU  San Juan Luis Munoz Marin Intl-SWF New Windsor Stewart
18h 56m1 stop Fort Lauderdale
$201Multiple Airlines
Thu, Oct 29 - Sat, Oct 31
Multiple Airlines Logo
10:38 am - 11:38 pmSWF  New Windsor Stewart-SJU San Juan Luis Munoz Marin Intl
13h 00m1 stop Fort Lauderdale
Multiple Airlines Logo
6:12 pm - 10:10 amSJU  San Juan Luis Munoz Marin Intl-SWF New Windsor Stewart
16h 58m1 stop Fort Lauderdale
$202Multiple Airlines
Thu, Oct 29 - Wed, Nov 4
Multiple Airlines Logo
10:18 am - 1:31 pmSWF  New Windsor Stewart-SJU San Juan Luis Munoz Marin Intl
27h 13m1 stop Fort Lauderdale
Multiple Airlines Logo
8:45 am - 9:48 amSJU  San Juan Luis Munoz Marin Intl-SWF New Windsor Stewart
25h 03m1 stop Fort Lauderdale
$215Multiple Airlines
Thu, Oct 15 - Wed, Oct 21
Multiple Airlines Logo
11:53 am - 1:31 pmSWF  New Windsor Stewart-SJU San Juan Luis Munoz Marin Intl
25h 38m1 stop Fort Lauderdale
Multiple Airlines Logo
8:45 am - 9:48 amSJU  San Juan Luis Munoz Marin Intl-SWF New Windsor Stewart
25h 03m1 stop Fort Lauderdale
$221Multiple Airlines
Sun, Oct 18 - Wed, Oct 21
Multiple Airlines Logo
10:18 am - 1:31 pmSWF  New Windsor Stewart-SJU San Juan Luis Munoz Marin Intl
27h 13m1 stop Fort Lauderdale
Multiple Airlines Logo
8:45 am - 9:48 amSJU  San Juan Luis Munoz Marin Intl-SWF New Windsor Stewart
25h 03m1 stop Fort Lauderdale
$223Multiple Airlines
Thu, Oct 15 - Wed, Oct 21

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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 August 16, 2026.
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

Cheapest round-trip
Quickest round-trip

New WindsorSan Juan

SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl

SWFSJU

New Windsor Stewart

Thu 10/15

10:18 am-11:38 pm

1 stop13h 20m

San Juan Luis Munoz Marin Intl

Wed 10/28

5:12 pm-9:48 am

1 stop16h 36m

$184

New WindsorSan Juan

SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl

SWFSJU

New Windsor Stewart

Thu 10/15

10:18 am-11:38 pm

1 stop13h 20m

San Juan Luis Munoz Marin Intl

Sat 10/24

5:12 pm-11:08 am

1 stop17h 56m

$190

New WindsorSan Juan

SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl

SWFSJU

New Windsor Stewart

Sun 10/4

11:48 am-1:34 pm

1 stop25h 46m

San Juan Luis Munoz Marin Intl

Wed 10/14

5:12 pm-9:28 am

1 stop16h 16m

$193

New WindsorSan Juan

SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl

SWFSJU

New Windsor Stewart

Thu 10/29

10:38 am-11:38 pm

1 stop13h 00m

San Juan Luis Munoz Marin Intl

Sat 10/31

5:12 pm-12:08 pm

1 stop18h 56m

$201

New WindsorSan Juan

SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl

SWFSJU

New Windsor Stewart

Thu 10/29

10:38 am-11:38 pm

1 stop13h 00m

San Juan Luis Munoz Marin Intl

Wed 11/4

6:12 pm-10:10 am

1 stop16h 58m

$202

New WindsorSan Juan

SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl

SWFSJU

New Windsor Stewart

Thu 10/15

10:18 am-1:31 pm

1 stop27h 13m

San Juan Luis Munoz Marin Intl

Wed 10/21

8:45 am-9:48 am

1 stop25h 03m

$215

New WindsorSan Juan

SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl

SWFSJU

New Windsor Stewart

Sun 10/18

11:53 am-1:31 pm

1 stop25h 38m

San Juan Luis Munoz Marin Intl

Wed 10/21

8:45 am-9:48 am

1 stop25h 03m

$221

New WindsorSan Juan

SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl

SWFSJU

New Windsor Stewart

Thu 10/15

10:18 am-1:31 pm

1 stop27h 13m

San Juan Luis Munoz Marin Intl

Wed 10/21

8:45 am-9:48 am

1 stop25h 03m

$223
Cheapest one-way
Quickest one-way

New WindsorSan Juan

SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl

SWFSJU

New Windsor Stewart

Thu 11/12

11:00 am-12:38 am

1 stop12h 38m

$99

New WindsorSan Juan

SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl

SWFSJU

New Windsor Stewart

Sun 10/25

11:58 am-1:31 pm

1 stop25h 33m

$110

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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 Monday when prices can be found for as low as $345. The most expensive day to fly to San Juan is Thursday, with ticket prices averaging around $383.

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 $303. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $376 on average. Flights to San Juan from New Windsor in the morning 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 50m

Direct flights

None
The fastest flight from New Windsor to San Juan takes 7h 50m
There are no direct flights from New Windsor to San Juan. There are no popular flight routes from New Windsor to San Juan.
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Frequently asked questions about flying from New Windsor to San Juan

  • 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 50m.

  • 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 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.

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