In terms of precipitation, rainfall in San José, San José Province ranges from 0.0 - 11.8 inches per month. September is typically the wettest month, when rainfall can reach 11.8 in. February is typically the driest time to visit San José, San José Province when rainfall is around 0.0 in.

If weather is an important factor for your trip to San José, San José Province, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 64.4 F).

How far in advance should I book a flight from New Windsor to San José, San José Province?

Find a great deal and save up to 13% by booking at least 46 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from New Windsor to San José, San José Province within the next two weeks, with the cheapest ticket starting at $404.

What is the cheapest month to fly from New Windsor to San José, San José Province?

Flights from New Windsor to San José, San José Province lean towards being more expensive in December. Prices are generally better when you fly from New Windsor to San José, San José Province in September, with the cheapest ticket starting at $204.

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

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from New Windsor to San José, San José Province as you normally would.

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

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

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

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

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

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

$152+ Flights from New Windsor to San José

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Cheap flight deals from Stewart to San José

Round-trip from	$377 (Kiwi.com)
One-way from	$152 (Mytrip)
Popular in	December
Cheapest in	September
Average price	$467

From New Windsor Stewart to San José Juan Santamaria Intl

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One-way flight from New Windsor Stewart to San José Juan Santamaria Intl

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Highest demand for flights based on searches. 10% potential increase in price ($54 potential increase over avg. RT price).

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Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).

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Average for round-trip flights in July 2025

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Find flight deals from Stewart to San José

Cheapest flights from Stewart to San José
Explore the most affordable flight options available from Stewart to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

Fri 8/17:56 pmSWF - SJO

1 stop17h 15mMultiple Airlines

Thu 8/712:16 pmSJO - SWF

1 stop28h 50mMultiple Airlines

Deal found 7/3

$377

Best flights from Stewart to San José
Discover carefully curated flight deals from Stewart to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 3, 2025.

Fri 8/17:56 pmSWF - SJO

1 stop17h 15mMultiple Airlines

Thu 8/712:16 pmSJO - SWF

1 stop28h 50mMultiple Airlines

Deal found 7/3

$377

Last-minute flights from Stewart to San José
Discover last-minute flight deals from Stewart to San José. Data last updated July 3, 2025 and is based on user searches.

Fri 7/117:56 pmSWF - SJO

1 stop17h 15mMultiple Airlines

Thu 7/175:52 amSJO - SWF

2 stops11h 20mMultiple Airlines

Deal found 6/30

$541

Fri 8/17:56 pmSWF - SJO

1 stop17h 15mMultiple Airlines

Thu 8/712:16 pmSJO - SWF

1 stop28h 50mMultiple Airlines

Deal found 7/3

$377

One-way flights from Stewart to San José
Search for one-way flight options from Stewart to San José. Find affordable one-way fares based on user searches. Data last updated July 3, 2025.

Mon 7/217:56 pmSWF - SJO

1 stop17h 15mMultiple Airlines

Deal found 7/2

$152

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

New WindsorSan José

SWF - SJO

SWFSJO

New Windsor Stewart

Fri 8/1

7:56 pm-11:11 am

1 stop17h 15m

San José Juan Santamaria Intl

Thu 8/7

12:16 pm-7:06 pm

1 stop28h 50m

$377

New WindsorSan José

SWF - SJO

SWFSJO

New Windsor Stewart

Mon 7/21

7:56 pm-11:11 am

1 stop17h 15m

$152

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Best time to book a flight from Stewart to San José

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

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from New Windsor to San José, San José Province?

Currently, September is the cheapest month in which you can book a flight from New Windsor to San José, San José Province (average of $398). Flying from New Windsor to San José, San José Province in March is currently the most expensive (average of $555). 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.

Related info for your journey

Can I find deals for flights from Stewart to San José that include hotel bookings?
Yes. In addition to deals on Stewart to San José flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Stewart to San José?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stewart to San José.
Can I find deals for business class flights from Stewart to San José?
Yes. Cheapflights offers flight deals from Stewart to San José by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from New Windsor to San José, San José Province?
Currently, September is the cheapest month in which you can book a flight from New Windsor to San José, San José Province (average of $398). Flying from New Windsor to San José, San José Province in March is currently the most expensive (average of $555). 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.

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Monteverde

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$152+ Cheap flights from New Windsor (SWF) to San José (SJO)

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 7/21. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Stewart to San José with Cheapflights

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Cheap flight deals from Stewart to San José

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Find flight deals from Stewart to San José

Cheapest flights from Stewart to San JoséExplore the most affordable flight options available from Stewart to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

Explore the most affordable flight options available from Stewart to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

Cheapflights Fare Finder

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

Best time to book a flight from Stewart to San José

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

Cheapflights Insights

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

What is the cheapest month to book a flight from New Windsor to San José, San José Province?

Related info for your journey

Find useful and relevant information for your journey from Stewart to San José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

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

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

What is the cheapest month to book a flight from New Windsor to San José, San José Province?

Traveling to a place near New Windsor?

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Cheapest flights from Stewart to San José
Explore the most affordable flight options available from Stewart to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.