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Stewart

$123+ 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — SWF
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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Cheap 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 November 20, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$274
(Kiwi.com)

One-way from

$123
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$373
Provider with most accurate pricing for Pensacola-New Windsor Stewart flight deals.
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Provider most trusted by Cheapflights users for Pensacola-New Windsor Stewart flights.
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From Pensacola to New Windsor Stewart
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One-way flight from Pensacola to New Windsor Stewart
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Highest demand for flights based on searches. 8% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find 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 November 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
Fri 12/193:35 pmPNS - SWF
2 stops16h 20mMultiple Airlines
Fri 1/211:57 amSWF - PNS
1 stop7h 17mMultiple Airlines
Deal found 11/18$395
This Kiwi.com deal was found by Cheapflights users on 11/19. 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 11/298:16 pmPNS - SWF
1 stop12h 06mMultiple Airlines
Sun 11/308:41 pmSWF - PNS
1 stop21h 18mMultiple Airlines
Deal found 11/19$717
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
Fri 11/288:22 pmPNS - SWF
1 stop13h 24mMultiple Airlines
Sun 11/308:41 pmSWF - PNS
1 stop21h 18mMultiple Airlines
Deal found 11/19$740

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 November 20, 2025.
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

Thu 1/8

4:03 pm-10:19 am

1 stop17h 16m

New Windsor Stewart

Sun 1/11

10:48 am-2:32 pm

1 stop28h 44m

$274

PensacolaNew Windsor

PNS - SWF

PNSSWF

Pensacola

Fri 12/19

3:35 pm-8:55 am

2 stops16h 20m

New Windsor Stewart

Fri 1/2

11:57 am-6:14 pm

1 stop7h 17m

$395

PensacolaNew Windsor

PNS - SWF

PNSSWF

Pensacola

Sat 11/29

8:16 pm-9:22 am

1 stop12h 06m

New Windsor Stewart

Sun 11/30

8:41 pm-4:59 pm

1 stop21h 18m

$717

PensacolaNew Windsor

PNS - SWF

PNSSWF

Pensacola

Fri 11/28

8:22 pm-10:46 am

1 stop13h 24m

New Windsor Stewart

Sun 11/30

8:41 pm-4:59 pm

1 stop21h 18m

$740

PensacolaNew Windsor

PNS - SWF

PNSSWF

Pensacola

Thu 1/22

4:03 pm-10:19 am

1 stop17h 16m

$123

PensacolaNew Windsor

PNS - SWF

PNSSWF

Pensacola

Thu 12/11

7:09 pm-11:37 am

1 stop15h 28m

$123

PensacolaNew Windsor

PNS - SWF

PNSSWF

Pensacola

Wed 1/21

5:33 pm-11:33 am

1 stop17h 00m

$129

PensacolaNew Windsor

PNS - SWF

PNSSWF

Pensacola

Tue 11/25

8:16 pm-11:27 am

1 stop14h 11m

$198

PensacolaNew Windsor

PNS - SWF

PNSSWF

Pensacola

Fri 1/23

4:03 pm-5:59 pm

2 stops48h 56m

$201

PensacolaNew Windsor

PNS - SWF

PNSSWF

Pensacola

Sun 1/4

7:09 pm-10:47 am

1 stop14h 38m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

Showing 1-10 of 11 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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Pensacola-New Windsor flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 $210). 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.

  • 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 $210). 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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