In terms of precipitation, rainfall in Valparaiso, Florida ranges from 3.1 - 7.5 inches per month. July is typically the wettest month, when rainfall can reach 7.5 in. October is typically the driest time to visit Valparaiso, Florida when rainfall is around 3.1 in.

If weather is an important factor for your trip to Valparaiso, Florida, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

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

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

Most accurate provider : When it comes to deals on New Windsor-Valparaiso, Florida flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on New Windsor-Valparaiso, Florida flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from New Windsor-Valparaiso, Florida flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on New Windsor-Valparaiso, Florida flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for New Windsor-Valparaiso, Florida flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

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

How can I find direct flights from Stewart to Valparaiso?

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

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

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

$260+ Flights from New Windsor to Valparaiso, FL

Q: What is the cheapest month to book a flight from New Windsor to Valparaiso, Florida?

Currently, March is the cheapest month in which you can book a flight from New Windsor to Valparaiso, Florida (average of $98). Flying from New Windsor to Valparaiso, Florida in January is currently the most expensive (average of $201). 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.

Q: E

Most trusted provider : When it comes to deals on New Windsor-Valparaiso, Florida flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for New Windsor-Valparaiso, Florida flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Q: Can I find deals for flights from Stewart to Valparaiso that include hotel bookings?

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

Q: How can I find direct flights from Stewart to Valparaiso?

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

Q: Can I find deals for business class flights from Stewart to Valparaiso?

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

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Cheap flight deals from Stewart to Valparaiso

One-way flights from Stewart to Valparaiso
Search for one-way flight options from Stewart to Valparaiso. Find affordable one-way fares based on user searches. Data last updated January 27, 2026.

Sat 2/217:09 pm

SWF

VPS

2 stops23h 37m

Allegiant Air

Deal found 1/27

$260

Fri 3/67:36 pm

SWF

VPS

2 stops24h 19m

Allegiant Air

Deal found 1/25

$262

Thu 4/97:47 pm

SWF

VPS

2 stops28h 07m

Allegiant Air

Deal found 1/25

$268

Thu 2/197:28 pm

SWF

VPS

2 stops23h 50m

Allegiant Air

Deal found 1/27

$284

Sun 2/810:48 am

SWF

VPS

2 stops28h 04m

Allegiant Air

Deal found 1/27

$332

Thu 2/1211:42 am

SWF

VPS

2 stops31h 36m

Allegiant Air

Deal found 1/26

$410

Find flight deals from Stewart to Valparaiso

Most accurate provider	Expedia 1 star
Most trusted provider	Expedia 3 stars
Popular in	April
Cheapest in	September
Average price	$395

Provider with most accurate pricing for New Windsor Stewart-Valparaiso Destin-Ft Walton Beach flight deals.

Search Deals

Provider most trusted by Cheapflights users for New Windsor Stewart-Valparaiso Destin-Ft Walton Beach flights.

Search Deals

Highest demand for flights based on searches. 9% potential increase in price ($36 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 4% potential price decrease ($13 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in January 2026

Search Deals

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

New WindsorValparaiso

SWF - VPS

SWFVPS

New Windsor Stewart

Sat 2/21

7:09 pm-5:46 pm

2 stops23h 37m

$260

New WindsorValparaiso

SWF - VPS

SWFVPS

New Windsor Stewart

Fri 3/6

7:36 pm-6:55 pm

2 stops24h 19m

$262

New WindsorValparaiso

SWF - VPS

SWFVPS

New Windsor Stewart

Thu 4/9

7:47 pm-10:54 pm

2 stops28h 07m

$268

New WindsorValparaiso

SWF - VPS

SWFVPS

New Windsor Stewart

Thu 2/19

7:28 pm-6:18 pm

2 stops23h 50m

$284

New WindsorValparaiso

SWF - VPS

SWFVPS

New Windsor Stewart

Sun 2/8

10:48 am-1:52 pm

2 stops28h 04m

$332

New WindsorValparaiso

SWF - VPS

SWFVPS

New Windsor Stewart

Thu 2/12

11:42 am-6:18 pm

2 stops31h 36m

$410

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Most accurate provider: When it comes to deals on New Windsor-Valparaiso, Florida flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on New Windsor-Valparaiso, Florida flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from New Windsor-Valparaiso, Florida flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on New Windsor-Valparaiso, Florida flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for New Windsor-Valparaiso, Florida flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Stewart to Valparaiso

Have a flexible travel schedule? Discover the best time to fly to Valparaiso 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 Valparaiso

What is the cheapest month to book a flight from New Windsor to Valparaiso, Florida?

Currently, March is the cheapest month in which you can book a flight from New Windsor to Valparaiso, Florida (average of $98). Flying from New Windsor to Valparaiso, Florida in January is currently the most expensive (average of $201). 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 Valparaiso that include hotel bookings?
Yes. In addition to deals on Stewart to Valparaiso flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Stewart to Valparaiso?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stewart to Valparaiso.
Can I find deals for business class flights from Stewart to Valparaiso?
Yes. Cheapflights offers flight deals from Stewart to Valparaiso 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 Valparaiso, Florida?
Currently, March is the cheapest month in which you can book a flight from New Windsor to Valparaiso, Florida (average of $98). Flying from New Windsor to Valparaiso, Florida in January is currently the most expensive (average of $201). 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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$260+ Cheap flights from New Windsor to Valparaiso, FL (SWF - VPS)

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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Stewart to Valparaiso 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 Valparaiso

One-way flights from Stewart to ValparaisoSearch for one-way flight options from Stewart to Valparaiso. Find affordable one-way fares based on user searches. Data last updated January 27, 2026.

Search for one-way flight options from Stewart to Valparaiso. Find affordable one-way fares based on user searches. Data last updated January 27, 2026.

Find flight deals from Stewart to Valparaiso

Most accurate provider

Most trusted provider

Popular in

Cheapest in

Average price

Cheapflights Fare Finder

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

Best time to book a flight from Stewart to Valparaiso

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

Cheapflights Insights

Everything you need to know about your flight from New Windsor to Valparaiso

What is the cheapest month to book a flight from New Windsor to Valparaiso, Florida?

Related info for your journey

Find useful and relevant information for your journey from Stewart to Valparaiso. 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 Valparaiso that include hotel bookings?

How can I find direct flights from Stewart to Valparaiso?

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

What is the cheapest month to book a flight from New Windsor to Valparaiso, Florida?

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One-way flights from Stewart to Valparaiso
Search for one-way flight options from Stewart to Valparaiso. Find affordable one-way fares based on user searches. Data last updated January 27, 2026.