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Cheap flights from Pennsylvania to New York from $96

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Pennsylvania to New York departing on 3/25. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
3:52 pm - 10:14 am
PIT
-
SWF
18h 22m
1 stop
Multiple Airlines Logo
12:22 pm - 8:14 pm
SWF
-
PIT
7h 52m
1 stop
$328Multiple Airlines
Sun, Feb 15 - Thu, Feb 19
Multiple Airlines Logo
7:59 pm - 11:32 am
PHL
-
SWF
15h 33m
1 stop
Multiple Airlines Logo
11:48 am - 4:37 pm
SWF
-
PHL
28h 49m
2 stops
$340Multiple Airlines
Wed, Feb 18 - Sun, Feb 22
Multiple Airlines Logo
5:26 pm - 11:32 am
PHL
-
SWF
18h 06m
1 stop
Multiple Airlines Logo
11:52 am - 11:50 pm
SWF
-
PHL
11h 58m
1 stop
$367Multiple Airlines
Wed, Feb 18 - Sun, Feb 22
Multiple Airlines Logo
6:00 am - 11:32 am
PIT
-
SWF
29h 32m
1 stop
Multiple Airlines Logo
11:48 am - 11:25 pm
SWF
-
PIT
11h 37m
1 stop
$392Multiple Airlines
Wed, Feb 18 - Sun, Feb 22
Multiple Airlines Logo
6:00 am - 11:08 am
PIT
-
SWF
29h 08m
2 stops
Multiple Airlines Logo
11:48 am - 11:25 pm
SWF
-
PIT
11h 37m
1 stop
$436Multiple Airlines
Wed, Feb 18 - Sun, Feb 22
Allegiant Air Logo
3:47 pm - 9:02 am
PIT
-
SWF
17h 15m
1 stop
Allegiant Air Logo
8:40 pm - 11:27 pm
SWF
-
PIT
26h 47m
1 stop
$491Allegiant Air
Thu, Mar 12 - Sun, Mar 15
Breeze Airways Logo
7:05 pm - 11:08 am
ERI
-
SWF
16h 03m
1 stop
Breeze Airways Logo
12:11 pm - 9:51 am
SWF
-
ERI
21h 40m
2 stops
$748Breeze Airways
Wed, Mar 4 - Fri, Mar 6
Allegiant Air Logo
11:27 am - 6:38 pm
ELM
-
SWF
7h 11m
1 stop
Allegiant Air Logo
11:04 am - 8:19 pm
SWF
-
ELM
9h 15m
1 stop
$779Allegiant Air
Thu, Feb 19 - Mon, Feb 23
Allegiant Air Logo
10:52 am - 4:56 pm
ELM
-
SWF
30h 04m
1 stop
Allegiant Air Logo
8:24 pm - 10:37 am
SWF
-
ELM
14h 13m
1 stop
$799Allegiant Air
Tue, Feb 17 - Sat, Feb 21
Breeze Airways Logo
7:05 pm - 11:08 am
ERI
-
SWF
16h 03m
1 stop
Breeze Airways Logo
12:11 pm - 9:51 am
SWF
-
ERI
21h 40m
2 stops
$967Breeze Airways
Wed, Apr 8 - Fri, Apr 10

Allegiant Air flights from Pennsylvania to New Windsor

Our best Allegiant Air deals on Pennsylvania to New Windsor flight tickets
Allegiant Air
Mar 12
PIT3:47 pmPittsburgh
17h 15m
1 stop
SWF9:02 amNew Windsor Stewart
Mar 15
SWF8:40 pmNew Windsor Stewart
26h 47m
1 stop
PIT11:27 pmPittsburgh
$491
Allegiant Air
Feb 19
PIT3:52 pmPittsburgh
18h 22m
1 stop
SWF10:14 amNew Windsor Stewart
Feb 22
SWF7:28 pmNew Windsor Stewart
23h 08m
1 stop
PIT6:36 pmPittsburgh
$701
Allegiant Air
Feb 19
ELM11:27 amCorning-Elmira
7h 11m
1 stop
SWF6:38 pmNew Windsor Stewart
Feb 23
SWF11:04 amNew Windsor Stewart
9h 15m
1 stop
ELM8:19 pmCorning-Elmira
$779

Breeze Airways flights from Pennsylvania to New Windsor

Our best Breeze Airways deals on Pennsylvania to New Windsor flight tickets
Breeze Airways
Mar 4
ERI7:05 pmErie
16h 03m
1 stop
SWF11:08 amNew Windsor Stewart
Mar 6
SWF12:11 pmNew Windsor Stewart
21h 40m
2 stops
ERI9:51 amErie
$748
Breeze Airways
Apr 8
ERI7:05 pmErie
16h 03m
1 stop
SWF11:08 amNew Windsor Stewart
Apr 10
SWF12:11 pmNew Windsor Stewart
21h 40m
2 stops
ERI9:51 amErie
$967

momondo Fare Finder

 
Customize your flight search to find flights from Pennsylvania to New Windsor 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 5, 2026.
Use the filters below to find and compare flights from Pennsylvania to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Sun 2/15

3:52 pm-10:14 am

1 stop18h 22m

New Windsor Stewart

Thu 2/19

12:22 pm-8:14 pm

1 stop7h 52m

$328

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Wed 2/18

7:59 pm-11:32 am

1 stop15h 33m

New Windsor Stewart

Sun 2/22

11:48 am-4:37 pm

2 stops28h 49m

$340

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Wed 2/18

5:26 pm-11:32 am

1 stop18h 06m

New Windsor Stewart

Sun 2/22

11:52 am-11:50 pm

1 stop11h 58m

$367

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Wed 2/18

6:00 am-11:32 am

1 stop29h 32m

New Windsor Stewart

Sun 2/22

11:48 am-11:25 pm

1 stop11h 37m

$392

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Wed 2/18

6:00 am-11:08 am

2 stops29h 08m

New Windsor Stewart

Sun 2/22

11:48 am-11:25 pm

1 stop11h 37m

$436

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 3/12

3:47 pm-9:02 am

1 stop17h 15m

New Windsor Stewart

Sun 3/15

8:40 pm-11:27 pm

1 stop26h 47m

$491

ErieNew Windsor

ERI - SWF

ERISWF

Erie

Wed 3/4

7:05 pm-11:08 am

1 stop16h 03m

New Windsor Stewart

Fri 3/6

12:11 pm-9:51 am

2 stops21h 40m

$748

ElmiraNew Windsor

ELM - SWF

ELMSWF

Corning-Elmira

Thu 2/19

11:27 am-6:38 pm

1 stop7h 11m

New Windsor Stewart

Mon 2/23

11:04 am-8:19 pm

1 stop9h 15m

$779

ElmiraNew Windsor

ELM - SWF

ELMSWF

Corning-Elmira

Tue 2/17

10:52 am-4:56 pm

1 stop30h 04m

New Windsor Stewart

Sat 2/21

8:24 pm-10:37 am

1 stop14h 13m

$799

ErieNew Windsor

ERI - SWF

ERISWF

Erie

Wed 4/8

7:05 pm-11:08 am

1 stop16h 03m

New Windsor Stewart

Fri 4/10

12:11 pm-9:51 am

2 stops21h 40m

$967

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 New York from

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

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 airline that flies from Pennsylvania to New Windsor Stewart?

Breeze Airways and Allegiant Air are the most popular carriers operating from Pennsylvania to New Windsor Stewart

What airlines fly to New Windsor?

Delta, American Airlines and United Airlines are the top three most popular airlines that fly to New Windsor from Pennsylvania according to our data. Delta is the first choice among our users, with 32% of people opting to fly with this airline when traveling to New Windsor. Keep in mind that there are 5 different airlines that fly to New Windsor on a routine basis, so you have a few additional options to choose from.

Cheap Pennsylvania to New Windsor flight deals and tips

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

Fastest flight time

3h 22m

Direct flights

None
The fastest flight from Pennsylvania to New Windsor takes 3h 22m
There are no direct flights from Pennsylvania to New Windsor. There are no popular flight routes from Pennsylvania to New Windsor.
Search flight deals

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

    Prices for flights from Pennsylvania to New Windsor Stewart Airport refresh daily.

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Pennsylvania to New Windsor Stewart Airport.

  • What documentation or ID do you need to fly to New Windsor Stewart Airport?

    The required travel and health documents for your New Windsor Stewart Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at New Windsor Stewart Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near New York?

Book flights to New York if you plan to visit one of these locations
Newburgh
Kingston
Woodstock
Saugerties

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Pennsylvania to New Windsor. Millions of users trust and use momondo every year so you are in good hands.

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

Flights from Pennsylvania to New Windsor with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo provides multiple filters to help you find the best flight to New Windsor from Pennsylvania. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

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

An easier way to manage your New Windsor trip

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