Question 1

What is the cheapest month to book a flight from New Windsor to San Juan?

Accepted Answer

Currently, September is the cheapest month in which you can book a flight from New Windsor to San Juan (average of $254). Flying from New Windsor to San Juan in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Question 2

What is the cheapest day to fly from New Windsor to San Juan?

Accepted Answer

Travelers seeking maximum savings on their New Windsor to San Juan flight should consider departing on Wednesday mornings when fares are most often at their lowest. Wednesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Question 3

E

Accepted Answer

In terms of precipitation, rainfall in San Juan ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit San Juan when rainfall is around 2.2 in.

Question 4

E

Accepted Answer

If weather is an important factor for your trip to San Juan, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Question 5

What is the cheapest day to fly round-trip from New Windsor to San Juan?

Accepted Answer

Users have found that leaving on a Tuesday can be a cost-effective option. It’s possible to save up to 164% on your flight compared to booking on days when demand is much higher.

Question 6

How far in advance should I book a flight from New Windsor to San Juan?

Accepted Answer

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 28 days in advance, which can save you up to 22% on flights from New Windsor to San Juan compared to booking the week you need them. Waiting 28 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $236. For sooner than that we have options available in the next 3 days from $306.

Question 7

What is the cheapest month to fly from New Windsor to San Juan?

Accepted Answer

Our data shows that March tends to be the cheapest month to fly to San Juan from New Windsor. Users have commonly found prices around $268 for the month, but tickets can be as low as $79. Due to multiple factors, prepare for potentially higher prices in December.

Question 8

What is the cheapest time of day to fly from SWF to SJU?

Accepted Answer

A simple way to save on the total cost of your ticket is to fly from New Windsor to San Juan at noon. If you’re flexible enough to do this you can expect to save up to 10% on your trip compared to booking a flight in the afternoon.

Question 9

What airport do you fly from for flights from New Windsor to San Juan?

Accepted Answer

If you book a flight to San Juan from New Windsor, you will be flying from Stewart, which is the city’s only airport. New Windsor Stewart (SWF) is located 4.3 mi from the center of New Windsor. There are 0 flights from Stewart to San Juan per day from 2 different airlines.

Question 10

Can I find deals for flights from Stewart to San Juan that include hotel bookings?

Accepted Answer

Yes. In addition to deals on Stewart to San Juan flights, Cheapflights offers vacation packages that include both flights and hotel.

Question 11

How can I find direct flights from Stewart to San Juan?

Accepted Answer

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stewart to San Juan.

Question 12

Can I find deals for business class flights from Stewart to San Juan?

Accepted Answer

Yes. Cheapflights offers flight deals from Stewart to San Juan by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Round-trip from	$297 (Mytrip)
One-way from	$122 (Mytrip)
Popular in	April
Cheapest in	October
Average price	$421

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$90	Average$186	FlexibilityNo cancel fee	On-time62%
JetBlue	Cheapest$175	Average$338	FlexibilityNo cancel fee	On-time62%

$122+ Cheap flights from New Windsor (SWF) to San Juan

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 7/25. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Stewart to San Juan with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Stewart to San Juan

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Stewart to San Juan

Cheapest flights from Stewart to San JuanExplore the most affordable flight options available from Stewart to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 30, 2025.

Explore the most affordable flight options available from Stewart to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 30, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from New Windsor to San Juan that are best for you.

Best time to book a flight from Stewart to San Juan

Have a flexible travel schedule? Discover the best time to fly to San Juan from Stewart with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from New Windsor to San Juan

What is the cheapest month to book a flight from New Windsor to San Juan?

Related info for your journey

Find useful and relevant information for your journey from Stewart to San Juan. 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 from for flights from New Windsor to San Juan?

Can I find deals for flights from Stewart to San Juan that include hotel bookings?

How can I find direct flights from Stewart to San Juan?

Can I find deals for business class flights from Stewart to San Juan?

What is the cheapest month to book a flight from New Windsor to San Juan?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Stewart to San Juan

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Stewart to San Juan

100% Free

Book with Flexibility

Travel Smart

Cheapest flights from Stewart to San Juan
Explore the most affordable flight options available from Stewart to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 30, 2025.