What is the cheapest day to fly from New Windsor to Pensacola?

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

In terms of precipitation, rainfall in Pensacola ranges from 4.2 - 7.4 inches per month. July is typically the wettest month, when rainfall can reach 7.4 in. May is typically the driest time to visit Pensacola when rainfall is around 4.2 in.

If weather is an important factor for your trip to Pensacola, 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 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

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

To save on the cost of your flight from New Windsor to Pensacola, book at least 43 days before your planned departure. Booking around this time can save you about 135% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $433 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $433.

What is the cheapest month to fly from New Windsor to Pensacola?

January can be a great time to fly to Pensacola from New Windsor with a flight ticket averaging about $398. Cheapflights users have found deals in the month of January for as cheap as $132. The most expensive prices can be found in the month of April.

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

When flying from New Windsor to Pensacola, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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

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

How can I find direct flights from Stewart to Pensacola?

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

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

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

$210+ Flights from New Windsor to Pensacola

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Cheap flight deals from Stewart to Pensacola

Round-trip from	$241 (Mytrip)
One-way from	$210 (Mytrip)
Popular in	April
Cheapest in	January
Average price	$329

From New Windsor Stewart to Pensacola

Search Deals

One-way flight from New Windsor Stewart to Pensacola

Search Deals

Highest demand for flights based on searches. 7% potential increase in price ($29 potential increase over avg. RT price).

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Cheapest flight prices on average. 3% potential price decrease ($13 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 Pensacola

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

Fri 8/225:36 pmSWF - PNS

1 stop15h 32mMultiple Airlines

Sun 8/246:25 pmPNS - SWF

1 stop14h 47mMultiple Airlines

Deal found 7/27

$241

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

Fri 8/225:36 pmSWF - PNS

1 stop15h 32mMultiple Airlines

Sun 8/246:25 pmPNS - SWF

1 stop14h 47mMultiple Airlines

Deal found 7/27

$241

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

Fri 8/225:36 pmSWF - PNS

1 stop15h 32mMultiple Airlines

Sun 8/246:25 pmPNS - SWF

1 stop14h 47mMultiple Airlines

Deal found 7/27

$241

One-way flights from Stewart to Pensacola
Search for one-way flight options from Stewart to Pensacola. Find affordable one-way fares based on user searches. Data last updated July 29, 2025.

Fri 8/2912:17 pmSWF - PNS

2 stops20h 51mMultiple Airlines

Deal found 7/28

$210

Fri 9/512:24 pmSWF - PNS

3 stops29h 40mBreeze Airways

Deal found 7/29

$430

Fly from

Fly to

Route

Depart

Return

Price

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Fri 8/22

5:36 pm-8:08 am

1 stop15h 32m

Pensacola

Sun 8/24

6:25 pm-10:12 am

1 stop14h 47m

$241

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Fri 8/29

12:17 pm-8:08 am

2 stops20h 51m

$210

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Fri 9/5

12:24 pm-5:04 pm

3 stops29h 40m

$430

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Best time to book a flight from Stewart to Pensacola

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

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

Currently, September is the cheapest month in which you can book a flight from New Windsor to Pensacola (average of $306). Flying from New Windsor to Pensacola in March is currently the most expensive (average of $417). 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 Pensacola

Peruse reviews from past customers who have flown with Breeze Airways from New Windsor to Pensacola to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Breeze Airways

8.0

Very good

190 reviews

Reviews

1 / 13

8.0

Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

Breeze Airways

8.0

Very good

190 reviews

Breeze Airways

8.0

Very good

190 reviews

Reviews

1 / 13

8.0

Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

Related info for your journey

Can I find deals for flights from Stewart to Pensacola that include hotel bookings?
Yes. In addition to deals on Stewart to Pensacola flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Stewart to Pensacola?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stewart to Pensacola.
Can I find deals for business class flights from Stewart to Pensacola?
Yes. Cheapflights offers flight deals from Stewart to Pensacola 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 Pensacola?
Currently, September is the cheapest month in which you can book a flight from New Windsor to Pensacola (average of $306). Flying from New Windsor to Pensacola in March is currently the most expensive (average of $417). 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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$210+ Cheap flights from New Windsor to Pensacola (SWF - PNS)

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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Stewart to Pensacola with Cheapflights

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3. Compare prices and book

Cheap flight deals from Stewart to Pensacola

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Find flight deals from Stewart to Pensacola

Cheapest flights from Stewart to PensacolaExplore the most affordable flight options available from Stewart to Pensacola. 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 Pensacola. 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 Pensacola that are best for you.

Best time to book a flight from Stewart to Pensacola

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

Cheapflights Insights

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

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

Reviews of airlines servicing Pensacola

Peruse reviews from past customers who have flown with Breeze Airways from New Windsor to Pensacola to help guide your decision. You can also see how each airline stacks up 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 Pensacola. 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 Pensacola that include hotel bookings?

How can I find direct flights from Stewart to Pensacola?

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

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

Traveling to a place near Pensacola?

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Travel Smart

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