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).

How far in advance should I book a flight from New Windsor to Valparaiso, Florida?

To save on the cost of your flight from New Windsor to Valparaiso, Florida, book at least 57 days before your planned departure. Booking around this time can save you about 156% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $166 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $344.

What is the cheapest month to fly from New Windsor to Valparaiso, Florida?

Flights from New Windsor to Valparaiso, Florida lean towards being more expensive in December. Prices are generally better when you fly from New Windsor to Valparaiso, Florida in September, with the cheapest ticket starting at $118.

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.

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.

$264+ Flights from New Windsor to Valparaiso, FL

Home Search by date Vacation packages Hotels Flight deals Car rental Travel tips & news

Find cheap flights from Stewart to Valparaiso with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Stewart to Valparaiso

Round-trip from	$624 (Mytrip)
One-way from	$264 (Mytrip)
Popular in	December
Cheapest in	September
Average price	$237

From New Windsor Stewart to Valparaiso Destin-Ft Walton Beach

Search Deals

One-way flight from New Windsor Stewart to Valparaiso Destin-Ft Walton Beach

Search Deals

Highest demand for flights based on searches. 20% potential increase in price ($94 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 5% potential price decrease ($19 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in July 2025

Search Deals

Find flight deals from Stewart to Valparaiso

Cheapest flights from Stewart to Valparaiso
Explore the most affordable flight options available from Stewart to Valparaiso. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2025.

Thu 10/167:11 pmSWF - VPS

2 stops28h 47mMultiple Airlines

Sun 10/191:40 pmVPS - SWF

2 stops19h 31mMultiple Airlines

Deal found 7/29

$412

Fri 8/17:56 pmSWF - VPS

2 stops19h 43mAllegiant Air

Sat 8/97:21 pmVPS - SWF

2 stops22h 52mAllegiant Air

Deal found 7/28

$682

Best flights from Stewart to Valparaiso
Discover carefully curated flight deals from Stewart to Valparaiso that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 29, 2025.

Thu 8/217:52 pmSWF - VPS

2 stops16h 48mMultiple Airlines

Sun 8/248:00 amVPS - SWF

2 stops27h 48mMultiple Airlines

Deal found 7/28

$624

Fri 8/17:56 pmSWF - VPS

2 stops19h 43mAllegiant Air

Sat 8/97:21 pmVPS - SWF

2 stops22h 52mAllegiant Air

Deal found 7/28

$682

Last-minute flights from Stewart to Valparaiso
Discover last-minute flight deals from Stewart to Valparaiso. Data last updated July 29, 2025 and is based on user searches.

Fri 8/17:56 pmSWF - VPS

2 stops19h 43mAllegiant Air

Sat 8/97:21 pmVPS - SWF

2 stops22h 52mAllegiant Air

Deal found 7/28

$682

Mon 8/41:28 pmSWF - VPS

2 stops29h 41mMultiple Airlines

Thu 8/77:40 amVPS - SWF

2 stops28h 08mMultiple Airlines

Deal found 7/28

$873

Thu 8/217:52 pmSWF - VPS

2 stops16h 48mMultiple Airlines

Sun 8/248:00 amVPS - SWF

2 stops27h 48mMultiple Airlines

Deal found 7/28

$624

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 July 29, 2025.

Sat 8/307:29 pmSWF - VPS

2 stops26h 47mMultiple Airlines

Deal found 7/27

$264

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

Thu 8/21

7:52 pm-11:40 am

2 stops16h 48m

Valparaiso Destin-Ft Walton Beach

Sun 8/24

8:00 am-12:48 pm

2 stops27h 48m

$624

New WindsorValparaiso

SWF - VPS

SWFVPS

New Windsor Stewart

Fri 8/1

7:56 pm-2:39 pm

2 stops19h 43m

Valparaiso Destin-Ft Walton Beach

Sat 8/9

7:21 pm-7:13 pm

2 stops22h 52m

$682

New WindsorValparaiso

SWF - VPS

SWFVPS

New Windsor Stewart

Sat 8/30

7:29 pm-9:16 pm

2 stops26h 47m

$264

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

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, July is the cheapest month in which you can book a flight from New Windsor to Valparaiso, Florida (average of $294). Flying from New Windsor to Valparaiso, Florida in April is currently the most expensive (average of $386). 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.

Reviews of airlines servicing Valparaiso

See what other customers who have flown with Allegiant Air from New Windsor to Valparaiso have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Allegiant Air

7.2

Good

703 reviews

Reviews

1 / 20

10.0

Excellent

Joellen,Aug 2024

LAS - GEG

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.

Allegiant Air

7.2

Good

703 reviews

Allegiant Air

7.2

Good

703 reviews

Reviews

1 / 20

10.0

Excellent

Joellen,Aug 2024

LAS - GEG

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.

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, July is the cheapest month in which you can book a flight from New Windsor to Valparaiso, Florida (average of $294). Flying from New Windsor to Valparaiso, Florida in April is currently the most expensive (average of $386). 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.

See more FAQs

Crestview

Andalusia

Niceville

Browse thousands of different options on Cheapflights for your next trip

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

$264+ 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 8/30. 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

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Stewart to Valparaiso

Cheapest flights from Stewart to ValparaisoExplore the most affordable flight options available from Stewart to Valparaiso. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2025.

Explore the most affordable flight options available from Stewart to Valparaiso. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2025.

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?

Reviews of airlines servicing Valparaiso

See what other customers who have flown with Allegiant Air from New Windsor to Valparaiso have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

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?

Traveling to a place near Valparaiso?

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 Valparaiso

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

100% Free

Book with Flexibility

Travel Smart

Cheapest flights from Stewart to Valparaiso
Explore the most affordable flight options available from Stewart to Valparaiso. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2025.