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Cheap flights from New Windsor to Pensacola from $129

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 8/26. 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

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
7:01 pm - 12:40 pm
SWF
-
PNS
18h 39m
1 stop
Multiple Airlines Logo
3:15 pm - 6:11 pm
PNS
-
SWF
25h 56m
1 stop
$203Multiple Airlines
Mon, Oct 26 - Sun, Nov 1
Multiple Airlines Logo
7:31 pm - 6:52 pm
SWF
-
PNS
24h 21m
1 stop
Multiple Airlines Logo
12:49 pm - 6:40 pm
PNS
-
SWF
28h 51m
1 stop
$208Multiple Airlines
Thu, Aug 27 - Wed, Sep 2
Multiple Airlines Logo
12:05 pm - 3:14 pm
SWF
-
PNS
28h 09m
2 stops
Multiple Airlines Logo
12:49 pm - 6:40 pm
PNS
-
SWF
28h 51m
1 stop
$220Multiple Airlines
Wed, Aug 26 - Wed, Sep 2
Multiple Airlines Logo
7:01 pm - 12:40 pm
SWF
-
PNS
18h 39m
1 stop
Multiple Airlines Logo
1:25 pm - 12:08 pm
PNS
-
SWF
21h 43m
2 stops
$229Multiple Airlines
Mon, Oct 26 - Sat, Oct 31
Multiple Airlines Logo
7:01 pm - 12:40 pm
SWF
-
PNS
18h 39m
1 stop
Multiple Airlines Logo
7:35 pm - 12:08 pm
PNS
-
SWF
15h 33m
1 stop
$231Multiple Airlines
Mon, Oct 26 - Sat, Oct 31
Multiple Airlines Logo
12:05 pm - 2:54 pm
SWF
-
PNS
27h 49m
2 stops
Multiple Airlines Logo
12:49 pm - 6:40 pm
PNS
-
SWF
28h 51m
1 stop
$249Multiple Airlines
Sat, Aug 29 - Sat, Sep 5
Multiple Airlines Logo
10:56 am - 12:09 pm
SWF
-
PNS
26h 13m
1 stop
Multiple Airlines Logo
3:59 pm - 11:08 am
PNS
-
SWF
18h 09m
1 stop
$259Multiple Airlines
Fri, Aug 28 - Mon, Aug 31
Multiple Airlines Logo
12:39 pm - 1:14 pm
SWF
-
PNS
25h 35m
2 stops
Multiple Airlines Logo
2:11 pm - 10:31 am
PNS
-
SWF
19h 20m
1 stop
$264Multiple Airlines
Wed, Sep 23 - Sun, Sep 27
Multiple Airlines Logo
7:31 pm - 6:52 pm
SWF
-
PNS
24h 21m
1 stop
Multiple Airlines Logo
3:59 pm - 11:08 am
PNS
-
SWF
18h 09m
1 stop
$272Multiple Airlines
Thu, Aug 27 - Mon, Aug 31
Multiple Airlines Logo
10:36 am - 12:09 pm
SWF
-
PNS
26h 33m
1 stop
Multiple Airlines Logo
2:11 pm - 10:31 am
PNS
-
SWF
19h 20m
1 stop
$273Multiple Airlines
Fri, Sep 4 - Sun, Sep 13

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Breeze Airways flights from New Windsor to Pensacola

Our best Breeze Airways deals on New Windsor to Pensacola flight tickets
Breeze Airways
Aug 21
SWF12:17 pmNew Windsor Stewart
24h 52m
2 stops
PNS12:09 pmPensacola
Aug 26
PNS8:26 amPensacola
24h 27m
1 stop
SWF9:53 amNew Windsor Stewart
$311
Breeze Airways
Aug 24
SWF12:17 pmNew Windsor Stewart
21h 18m
2 stops
PNS8:35 amPensacola
Aug 26
PNS8:26 amPensacola
24h 27m
1 stop
SWF9:53 amNew Windsor Stewart
$315
Breeze Airways
Aug 21
SWF12:17 pmNew Windsor Stewart
24h 52m
2 stops
PNS12:09 pmPensacola
Aug 29
PNS8:26 amPensacola
24h 27m
1 stop
SWF9:53 amNew Windsor Stewart
$404

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 August 2, 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

Mon 10/26

7:01 pm-12:40 pm

1 stop18h 39m

Pensacola

Sun 11/1

3:15 pm-6:11 pm

1 stop25h 56m

$203

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Thu 8/27

7:31 pm-6:52 pm

1 stop24h 21m

Pensacola

Wed 9/2

12:49 pm-6:40 pm

1 stop28h 51m

$208

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Wed 8/26

12:05 pm-3:14 pm

2 stops28h 09m

Pensacola

Wed 9/2

12:49 pm-6:40 pm

1 stop28h 51m

$220

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Mon 10/26

7:01 pm-12:40 pm

1 stop18h 39m

Pensacola

Sat 10/31

1:25 pm-12:08 pm

2 stops21h 43m

$229
Quickest round-trip

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Mon 10/26

7:01 pm-12:40 pm

1 stop18h 39m

Pensacola

Sat 10/31

7:35 pm-12:08 pm

1 stop15h 33m

$231

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Sat 8/29

12:05 pm-2:54 pm

2 stops27h 49m

Pensacola

Sat 9/5

12:49 pm-6:40 pm

1 stop28h 51m

$249

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Fri 8/28

10:56 am-12:09 pm

1 stop26h 13m

Pensacola

Mon 8/31

3:59 pm-11:08 am

1 stop18h 09m

$259

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Wed 9/23

12:39 pm-1:14 pm

2 stops25h 35m

Pensacola

Sun 9/27

2:11 pm-10:31 am

1 stop19h 20m

$264

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Thu 8/27

7:31 pm-6:52 pm

1 stop24h 21m

Pensacola

Mon 8/31

3:59 pm-11:08 am

1 stop18h 09m

$272

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Fri 9/4

10:36 am-12:09 pm

1 stop26h 33m

Pensacola

Sun 9/13

2:11 pm-10:31 am

1 stop19h 20m

$273

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 Wednesday. momondo users have found tickets for Wednesday departures for as low as $425. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Sunday 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 $513.

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 afternoon when flights can be purchased for as low as $429. Flights to Pensacola are more costly in the morning, with an average ticket price of $452. Departure times in the morning 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

7h 46m

Direct flights

None
The fastest flight from New Windsor to Pensacola takes 7h 46m
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 7h 46m 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
Orange Beach
Pensacola Beach
Foley
Navarre Beach
Navarre
Atmore
Gulf Breeze
Perdido Key
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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