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Stewart

$126+ Cheap flights from Pensacola to New Windsor (PNS - SWF)

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 3/22. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — SWF
Mar 24 — Mar 311
Tue 3/24
Tue 3/31
1 adult, Economy
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Cheap flight deals from Pensacola to Stewart

Cheapest flights from Pensacola to Stewart
Explore the most affordable flight options available from Pensacola to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 22, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/75:20 pm
PNS
-
SWF
1 stop13h 59m
Multiple Airlines
Sun 3/811:48 am
SWF
-
PNS
1 stop6h 54m
Multiple Airlines
Deal found 2/19$356
This Kiwi.com deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/271:47 pm
PNS
-
SWF
1 stop18h 51m
Multiple Airlines
Sun 5/318:10 pm
SWF
-
PNS
2 stops17h 27m
Multiple Airlines
Deal found 2/21$416
This Kiwi.com deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/132:01 pm
PNS
-
SWF
2 stops41h 48m
Multiple Airlines
Mon 6/229:39 am
SWF
-
PNS
1 stop12h 48m
Multiple Airlines
Deal found 2/22$461
This Booking.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/241:17 pm
PNS
-
SWF
2 stops21h 08m
Breeze Airways
Sun 7/269:38 am
SWF
-
PNS
1 stop5h 21m
Breeze Airways
Deal found 2/20$646

Find flight deals from Pensacola to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Pensacola (PNS) to Stewart (SWF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$356
(Kiwi.com)

One-way from

$126
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$289
Provider with most accurate pricing for Pensacola-New Windsor Stewart flight deals.
Search Deals
Provider most trusted by Cheapflights users for Pensacola-New Windsor Stewart flights.
Search Deals
From Pensacola to New Windsor Stewart
Search Deals
One-way flight from Pensacola to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pensacola to Stewart that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 22, 2026.
Use the filters below to find and compare flights from Pensacola to New Windsor that are best for you.

Fly from

Pensacola

Fly to

Stewart

Route

Depart

Return

Price

PensacolaNew Windsor

PNS - SWF

PNSSWF

Pensacola

Sat 3/7

5:20 pm-8:19 am

1 stop13h 59m

New Windsor Stewart

Sun 3/8

11:48 am-5:42 pm

1 stop6h 54m

$356

PensacolaNew Windsor

PNS - SWF

PNSSWF

Pensacola

Wed 5/27

1:47 pm-9:38 am

1 stop18h 51m

New Windsor Stewart

Sun 5/31

8:10 pm-12:37 pm

2 stops17h 27m

$416

PensacolaNew Windsor

PNS - SWF

PNSSWF

Pensacola

Sat 6/13

2:01 pm-8:49 am

2 stops41h 48m

New Windsor Stewart

Mon 6/22

9:39 am-9:27 pm

1 stop12h 48m

$461

PensacolaNew Windsor

PNS - SWF

PNSSWF

Pensacola

Fri 7/24

1:17 pm-11:25 am

2 stops21h 08m

New Windsor Stewart

Sun 7/26

9:38 am-1:59 pm

1 stop5h 21m

$646

PensacolaNew Windsor

PNS - SWF

PNSSWF

Pensacola

Sun 3/22

9:40 am-8:57 am

1 stop22h 17m

$126

PensacolaNew Windsor

PNS - SWF

PNSSWF

Pensacola

Wed 5/20

1:47 pm-9:38 am

1 stop18h 51m

$132

PensacolaNew Windsor

PNS - SWF

PNSSWF

Pensacola

Thu 5/21

6:00 am-8:51 am

1 stop25h 51m

$140

PensacolaNew Windsor

PNS - SWF

PNSSWF

Pensacola

Wed 3/11

6:37 pm-11:08 am

1 stop15h 31m

$149

PensacolaNew Windsor

PNS - SWF

PNSSWF

Pensacola

Sun 3/22

9:40 am-11:31 am

2 stops24h 51m

$167

PensacolaNew Windsor

PNS - SWF

PNSSWF

Pensacola

Sat 3/21

2:15 pm-9:39 am

1 stop18h 24m

$174

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 12 results
1
2

Compare providers for flights from Pensacola to Stewart

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Pensacola to Stewart in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Pensacola-New Windsor flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Pensacola-New Windsor flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Pensacola-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Pensacola-New Windsor flights, Cheapflights users trust FlightHub the most. FlightHub 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 Pensacola-New Windsor 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 Pensacola to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Pensacola 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 Pensacola to New Windsor

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

Currently, April is the cheapest month in which you can book a flight from Pensacola to New Windsor (average of $105). Flying from Pensacola to New Windsor in December is currently the most expensive (average of $183). 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

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

  • How long is the flight from Pensacola to New Windsor?

    There are many flights that can get you from Pensacola to New Windsor in 21h 08m. Fly via Breeze Airways to get the fastest option. Airlines will cover a distance of 1053 mi.

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

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

  • How can I find direct flights from Pensacola to Stewart?

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

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

    Yes. Cheapflights offers flight deals from Pensacola to Stewart 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 Pensacola to New Windsor?

    Currently, April is the cheapest month in which you can book a flight from Pensacola to New Windsor (average of $105). Flying from Pensacola to New Windsor in December is currently the most expensive (average of $183). 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

Traveling to a place near New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Kingston

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