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Cheap flights from New Windsor to Pensacola from $125

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New Windsor to Pensacola departing on 8/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from New Windsor to Pensacola

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
10:56 am - 12:09 pm
SWF
-
PNS
26h 13m
1 stop
Multiple Airlines Logo
12:49 pm - 6:40 pm
PNS
-
SWF
28h 51m
1 stop
$255Multiple Airlines
Fri, Aug 28 - Wed, Sep 2
Multiple Airlines Logo
10:28 am - 7:46 pm
SWF
-
PNS
10h 18m
1 stop
Multiple Airlines Logo
12:49 pm - 9:38 am
PNS
-
SWF
19h 49m
1 stop
$262Multiple Airlines
Thu, Jul 30 - Wed, Aug 12
Multiple Airlines Logo
12:05 pm - 2:54 pm
SWF
-
PNS
27h 49m
2 stops
Multiple Airlines Logo
12:49 pm - 9:38 am
PNS
-
SWF
19h 49m
1 stop
$280Multiple Airlines
Wed, Jul 22 - Wed, Jul 29
Breeze Airways Logo
11:48 am - 12:09 pm
SWF
-
PNS
25h 21m
1 stop
Breeze Airways Logo
2:07 pm - 11:25 am
PNS
-
SWF
20h 18m
2 stops
$286Breeze Airways
Tue, Aug 25 - Tue, Sep 1
Multiple Airlines Logo
7:31 pm - 6:52 pm
SWF
-
PNS
24h 21m
1 stop
Multiple Airlines Logo
1:17 pm - 11:25 am
PNS
-
SWF
21h 08m
2 stops
$287Multiple Airlines
Sun, Aug 30 - Fri, Sep 4
Multiple Airlines Logo
7:31 pm - 6:52 pm
SWF
-
PNS
24h 21m
1 stop
Multiple Airlines Logo
7:33 pm - 10:23 am
PNS
-
SWF
13h 50m
1 stop
$288Multiple Airlines
Sun, Aug 30 - Wed, Sep 2
Multiple Airlines Logo
7:31 pm - 6:52 pm
SWF
-
PNS
24h 21m
1 stop
Multiple Airlines Logo
8:26 pm - 9:46 am
PNS
-
SWF
12h 20m
1 stop
$292Multiple Airlines
Sun, Aug 30 - Thu, Sep 3
Multiple Airlines Logo
10:28 am - 7:46 pm
SWF
-
PNS
10h 18m
1 stop
Multiple Airlines Logo
12:49 pm - 12:10 pm
PNS
-
SWF
22h 21m
1 stop
$307Multiple Airlines
Sun, Aug 16 - Sat, Aug 22
Multiple Airlines Logo
12:05 pm - 2:54 pm
SWF
-
PNS
27h 49m
2 stops
Multiple Airlines Logo
12:49 pm - 9:38 am
PNS
-
SWF
19h 49m
1 stop
$316Multiple Airlines
Sat, Aug 1 - Sat, Aug 8
Multiple Airlines Logo
12:05 pm - 2:54 pm
SWF
-
PNS
27h 49m
2 stops
Multiple Airlines Logo
12:49 pm - 9:38 am
PNS
-
SWF
19h 49m
1 stop
$320Multiple Airlines
Sat, Aug 1 - Sat, Aug 8

Breeze Airways flights from New Windsor to Pensacola

Our best Breeze Airways deals on New Windsor to Pensacola flight tickets
Breeze Airways
Sep 12
SWF12:39 pmNew Windsor Stewart
24h 26m
2 stops
PNS12:05 pmPensacola
Sep 19
PNS8:58 amPensacola
24h 18m
1 stop
SWF10:16 amNew Windsor Stewart
$481
Breeze Airways
Jul 1
SWF12:05 pmNew Windsor Stewart
20h 56m
2 stops
PNS8:01 amPensacola
Jul 6
PNS4:10 pmPensacola
17h 58m
1 stop
SWF11:08 amNew Windsor Stewart
$592
Breeze Airways
Aug 29
SWF12:05 pmNew Windsor Stewart
20h 56m
2 stops
PNS8:01 amPensacola
Sep 2
PNS8:26 amPensacola
24h 27m
1 stop
SWF9:53 amNew Windsor Stewart
$613

momondo Fare Finder

 
Customize your flight search to find flights from New Windsor to Pensacola 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, momondo users made 832,500 searches. Data last updated June 6, 2026.
Use the filters below to find and compare flights from New Windsor to Pensacola that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Fri 8/28

10:56 am-12:09 pm

1 stop26h 13m

Pensacola

Wed 9/2

12:49 pm-6:40 pm

1 stop28h 51m

$255
Quickest round-trip

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Thu 7/30

10:28 am-7:46 pm

1 stop10h 18m

Pensacola

Wed 8/12

12:49 pm-9:38 am

1 stop19h 49m

$262

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Wed 7/22

12:05 pm-2:54 pm

2 stops27h 49m

Pensacola

Wed 7/29

12:49 pm-9:38 am

1 stop19h 49m

$280

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Tue 8/25

11:48 am-12:09 pm

1 stop25h 21m

Pensacola

Tue 9/1

2:07 pm-11:25 am

2 stops20h 18m

$286

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Sun 8/30

7:31 pm-6:52 pm

1 stop24h 21m

Pensacola

Fri 9/4

1:17 pm-11:25 am

2 stops21h 08m

$287

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Sun 8/30

7:31 pm-6:52 pm

1 stop24h 21m

Pensacola

Wed 9/2

7:33 pm-10:23 am

1 stop13h 50m

$288

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Sun 8/30

7:31 pm-6:52 pm

1 stop24h 21m

Pensacola

Thu 9/3

8:26 pm-9:46 am

1 stop12h 20m

$292

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Sun 8/16

10:28 am-7:46 pm

1 stop10h 18m

Pensacola

Sat 8/22

12:49 pm-12:10 pm

1 stop22h 21m

$307

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Sat 8/1

12:05 pm-2:54 pm

2 stops27h 49m

Pensacola

Sat 8/8

12:49 pm-9:38 am

1 stop19h 49m

$316

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Sat 8/1

12:05 pm-2:54 pm

2 stops27h 49m

Pensacola

Sat 8/8

12:49 pm-9:38 am

1 stop19h 49m

$320

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Pensacola from

How to get the cheapest flight ticket from New Windsor to Pensacola

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Pensacola?

On average, the least expensive day to fly to Pensacola from New Windsor is on a Sunday. momondo users have found tickets for Sunday departures for as low as $418. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Monday is the most expensive day to depart from New Windsor because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $497.

What is the cheapest time of day to depart on your flight to Pensacola?

The cheapest time of day to fly to Pensacola is in the morning when flights can be purchased for as low as $443. Flights to Pensacola are more costly in the afternoon, with an average ticket price of $673. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

When to book flights from New Windsor to Pensacola

Are you open to changing your travel dates? Check out the ideal times to fly from New Windsor to Pensacola according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap New Windsor to Pensacola (SWF to PNS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New Windsor to Pensacola

Fastest flight time

10h 18m

Direct flights

None
The fastest flight from New Windsor to Pensacola takes 10h 18m
There are no direct flights from New Windsor to Pensacola. There are no popular flight routes from New Windsor to Pensacola.
Search flight deals

Frequently asked questions about flying from New Windsor to Pensacola

  • How far is New Windsor Stewart to Pensacola by plane?

    The distance between New Windsor Stewart and Pensacola is about 1058.9 mi. Typically, this will take 10h 18m by plane in normal conditions.

  • When did momondo last update prices for flights from New Windsor Stewart Airport to Pensacola Airport?

    Prices for flights from New Windsor Stewart Airport to Pensacola Airport were last updated today.

  • How old do you have to be to fly from New Windsor Stewart Airport to Pensacola Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from New Windsor Stewart Airport to Pensacola Airport.

  • What documentation or ID do you need to fly to Pensacola Airport?

    The travel and health documents you'll need for your trip to Pensacola Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Pensacola Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Pensacola?

Book flights to Pensacola if you plan to visit one of these locations
Pensacola Beach
Orange Beach
Foley
Navarre Beach
Navarre
Atmore
Perdido Key
Gulf Breeze
Milton
Evergreen
Warrington

Why use momondo?

Why should I use momondo to find a flight deal from New Windsor to Pensacola?

It is quick and easy to find New Windsor to Pensacola flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Pensacola that suits you.

Can I find flights from New Windsor to Pensacola with flexible booking policies on momondo?

momondo does allow users to show only those flights to Pensacola from New Windsor which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from New Windsor to Pensacola?

momondo helps you find the best flight between New Windsor and Pensacola by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from New Windsor to Pensacola right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Pensacola, momondo offers a useful price alert feature which will track prices for flights to Pensacola from New Windsor and alert you when they change.

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