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Cheap flights from New Windsor to Pensacola from $146

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 2/26. 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
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
12:05 pm - 9:34 pm
SWF
-
PNS
10h 29m
2 stops
Multiple Airlines Logo
6:00 am - 7:10 pm
PNS
-
SWF
12h 10m
1 stop
$384Multiple Airlines
Wed, Jun 24 - Sat, Jun 27
Multiple Airlines Logo
7:27 pm - 2:32 pm
SWF
-
PNS
20h 05m
1 stop
Multiple Airlines Logo
6:37 pm - 10:12 am
PNS
-
SWF
14h 35m
1 stop
$385Multiple Airlines
Thu, Mar 5 - Sun, Mar 8
Multiple Airlines Logo
10:00 am - 9:14 pm
SWF
-
PNS
12h 14m
1 stop
Multiple Airlines Logo
4:45 pm - 6:57 pm
PNS
-
SWF
25h 12m
1 stop
$411Multiple Airlines
Fri, Apr 3 - Wed, Apr 8
Multiple Airlines Logo
10:28 am - 6:58 pm
SWF
-
PNS
9h 30m
1 stop
Multiple Airlines Logo
7:38 pm - 8:49 am
PNS
-
SWF
12h 11m
1 stop
$432Multiple Airlines
Sun, Jun 14 - Thu, Jun 18
Multiple Airlines Logo
10:28 am - 6:58 pm
SWF
-
PNS
9h 30m
1 stop
Multiple Airlines Logo
7:38 pm - 11:35 am
PNS
-
SWF
14h 57m
2 stops
$439Multiple Airlines
Sun, Jun 14 - Thu, Jun 18
Multiple Airlines Logo
12:05 pm - 8:11 am
SWF
-
PNS
21h 06m
2 stops
Multiple Airlines Logo
7:38 pm - 8:49 am
PNS
-
SWF
12h 11m
1 stop
$450Multiple Airlines
Sat, Jun 13 - Thu, Jun 18
Multiple Airlines Logo
12:11 pm - 3:54 pm
SWF
-
PNS
28h 43m
2 stops
Multiple Airlines Logo
6:37 pm - 11:08 am
PNS
-
SWF
15h 31m
1 stop
$467Multiple Airlines
Mon, Feb 16 - Wed, Feb 18
Multiple Airlines Logo
12:05 pm - 9:34 pm
SWF
-
PNS
10h 29m
2 stops
Multiple Airlines Logo
6:00 am - 11:08 am
PNS
-
SWF
28h 08m
1 stop
$470Multiple Airlines
Sat, Jun 20 - Mon, Jun 29
Multiple Airlines Logo
9:39 am - 9:21 pm
SWF
-
PNS
12h 42m
1 stop
Multiple Airlines Logo
7:38 pm - 8:49 am
PNS
-
SWF
12h 11m
1 stop
$487Multiple Airlines
Mon, Jun 15 - Thu, Jun 18
Multiple Airlines Logo
10:28 am - 6:58 pm
SWF
-
PNS
9h 30m
1 stop
Multiple Airlines Logo
7:33 pm - 7:14 pm
PNS
-
SWF
22h 41m
1 stop
$489Multiple Airlines
Sun, Jun 14 - Sat, Jun 20

Breeze Airways flights from New Windsor to Pensacola

Our best Breeze Airways deals on New Windsor to Pensacola flight tickets
Breeze Airways
Feb 27
SWF12:11 pmNew Windsor Stewart
23h 27m
3 stops
PNS10:38 amPensacola
Mar 1
PNS1:18 pmPensacola
21h 13m
2 stops
SWF11:31 amNew Windsor Stewart
$938
Breeze Airways
Feb 27
SWF12:11 pmNew Windsor Stewart
23h 27m
2 stops
PNS10:38 amPensacola
Mar 1
PNS1:18 pmPensacola
21h 13m
2 stops
SWF11:31 amNew Windsor Stewart
$970
Breeze Airways
Feb 6
SWF12:11 pmNew Windsor Stewart
23h 27m
3 stops
PNS10:38 amPensacola
Feb 8
PNS1:18 pmPensacola
21h 13m
2 stops
SWF11:31 amNew Windsor Stewart
$1,101

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 February 3, 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

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Wed 6/24

12:05 pm-9:34 pm

2 stops10h 29m

Pensacola

Sat 6/27

6:00 am-7:10 pm

1 stop12h 10m

$384

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Thu 3/5

7:27 pm-2:32 pm

1 stop20h 05m

Pensacola

Sun 3/8

6:37 pm-10:12 am

1 stop14h 35m

$385

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Fri 4/3

10:00 am-9:14 pm

1 stop12h 14m

Pensacola

Wed 4/8

4:45 pm-6:57 pm

1 stop25h 12m

$411

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Sun 6/14

10:28 am-6:58 pm

1 stop9h 30m

Pensacola

Thu 6/18

7:38 pm-8:49 am

1 stop12h 11m

$432

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Sun 6/14

10:28 am-6:58 pm

1 stop9h 30m

Pensacola

Thu 6/18

7:38 pm-11:35 am

2 stops14h 57m

$439

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Sat 6/13

12:05 pm-8:11 am

2 stops21h 06m

Pensacola

Thu 6/18

7:38 pm-8:49 am

1 stop12h 11m

$450

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Mon 2/16

12:11 pm-3:54 pm

2 stops28h 43m

Pensacola

Wed 2/18

6:37 pm-11:08 am

1 stop15h 31m

$467

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Sat 6/20

12:05 pm-9:34 pm

2 stops10h 29m

Pensacola

Mon 6/29

6:00 am-11:08 am

1 stop28h 08m

$470

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Mon 6/15

9:39 am-9:21 pm

1 stop12h 42m

Pensacola

Thu 6/18

7:38 pm-8:49 am

1 stop12h 11m

$487

New WindsorPensacola

SWF - PNS

SWFPNS

New Windsor Stewart

Sun 6/14

10:28 am-6:58 pm

1 stop9h 30m

Pensacola

Sat 6/20

7:33 pm-7:14 pm

1 stop22h 41m

$489

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 Tuesday. momondo users have found tickets for Tuesday departures for as low as $389. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Thursday 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 $538.

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 $439. 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

5h 21m

Direct flights

None
The fastest flight from New Windsor to Pensacola takes 5h 21m
There are no direct flights from New Windsor to Pensacola. There are no popular flight routes from New Windsor to Pensacola.
Search flight deals

  • 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 5h 21m 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
Perdido Key
Navarre Beach
Navarre
Atmore
Milton
Gulf Breeze
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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