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Cheap flights from Pennsylvania to New York from $97

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 9/2. 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 Pennsylvania to New York

Cheap round-trip flights

Enter your travel dates to find the best prices.
Allegiant Air Logo
6:17 pm - 11:03 am
PIT
-
SWF
16h 46m
1 stop
Allegiant Air Logo
11:53 am - 6:48 pm
SWF
-
PIT
30h 55m
1 stop
$195Allegiant Air
Sat, Oct 10 - Sun, Oct 18
Allegiant Air Logo
6:17 pm - 11:03 am
PIT
-
SWF
16h 46m
1 stop
Allegiant Air Logo
11:53 am - 6:48 pm
SWF
-
PIT
30h 55m
1 stop
$201Allegiant Air
Sat, Oct 10 - Sun, Oct 18
Multiple Airlines Logo
8:39 pm - 11:39 am
PIT
-
SWF
15h 00m
1 stop
Multiple Airlines Logo
11:53 am - 6:48 pm
SWF
-
PIT
30h 55m
1 stop
$229Multiple Airlines
Fri, Sep 25 - Sun, Oct 18
Multiple Airlines Logo
6:09 pm - 9:38 am
IAD
-
SWF
15h 29m
1 stop
Multiple Airlines Logo
7:58 pm - 11:20 am
SWF
-
IAD
39h 22m
2 stops
$245Multiple Airlines
Wed, Aug 5 - Wed, Aug 12
Multiple Airlines Logo
5:29 pm - 9:38 am
IAD
-
SWF
16h 09m
1 stop
Multiple Airlines Logo
7:58 pm - 11:20 am
SWF
-
IAD
39h 22m
2 stops
$264Multiple Airlines
Sat, Aug 1 - Wed, Aug 5
Multiple Airlines Logo
5:29 pm - 9:38 am
IAD
-
SWF
16h 09m
1 stop
Multiple Airlines Logo
7:58 pm - 11:20 am
SWF
-
IAD
39h 22m
2 stops
$274Multiple Airlines
Sat, Aug 1 - Wed, Aug 5
Multiple Airlines Logo
6:09 pm - 9:38 am
IAD
-
SWF
15h 29m
1 stop
Multiple Airlines Logo
7:58 pm - 11:20 am
SWF
-
IAD
39h 22m
2 stops
$283Multiple Airlines
Wed, Jul 29 - Wed, Aug 5
Multiple Airlines Logo
5:29 pm - 9:38 am
IAD
-
SWF
16h 09m
1 stop
Multiple Airlines Logo
10:28 am - 7:38 pm
SWF
-
IAD
9h 10m
1 stop
$300Multiple Airlines
Sat, Jul 18 - Thu, Jul 23
Allegiant Air Logo
6:00 am - 6:11 pm
ABE
-
SWF
12h 11m
1 stop
Allegiant Air Logo
6:52 pm - 10:29 pm
SWF
-
ABE
27h 37m
1 stop
$314Allegiant Air
Mon, Nov 2 - Sun, Nov 8
Allegiant Air Logo
6:00 am - 6:11 pm
ABE
-
SWF
12h 11m
1 stop
Allegiant Air Logo
6:52 pm - 10:29 pm
SWF
-
ABE
27h 37m
1 stop
$315Allegiant Air
Mon, Nov 2 - Sun, Nov 8

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Allegiant Air flights from Pennsylvania to New Windsor

Our best Allegiant Air deals on Pennsylvania to New Windsor flight tickets
Allegiant Air
Oct 10
PIT6:17 pmPittsburgh
16h 46m
1 stop
SWF11:03 amNew Windsor Stewart
Oct 18
SWF11:53 amNew Windsor Stewart
30h 55m
1 stop
PIT6:48 pmPittsburgh
$195
Allegiant Air
Oct 10
PIT6:17 pmPittsburgh
16h 46m
1 stop
SWF11:03 amNew Windsor Stewart
Oct 18
SWF11:53 amNew Windsor Stewart
30h 55m
1 stop
PIT6:48 pmPittsburgh
$201
Allegiant Air
Nov 2
ABE6:00 amAllentown-Bethlehem
12h 11m
1 stop
SWF6:11 pmNew Windsor Stewart
Nov 8
SWF6:52 pmNew Windsor Stewart
27h 37m
1 stop
ABE10:29 pmAllentown-Bethlehem
$314

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 July 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

Cheapest round-trip

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Sat 10/10

6:17 pm-11:03 am

1 stop16h 46m

New Windsor Stewart

Sun 10/18

11:53 am-6:48 pm

1 stop30h 55m

$195

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Sat 10/10

6:17 pm-11:03 am

1 stop16h 46m

New Windsor Stewart

Sun 10/18

11:53 am-6:48 pm

1 stop30h 55m

$201

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Fri 9/25

8:39 pm-11:39 am

1 stop15h 00m

New Windsor Stewart

Sun 10/18

11:53 am-6:48 pm

1 stop30h 55m

$229

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Wed 8/5

6:09 pm-9:38 am

1 stop15h 29m

New Windsor Stewart

Wed 8/12

7:58 pm-11:20 am

2 stops39h 22m

$245

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sat 8/1

5:29 pm-9:38 am

1 stop16h 09m

New Windsor Stewart

Wed 8/5

7:58 pm-11:20 am

2 stops39h 22m

$264

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sat 8/1

5:29 pm-9:38 am

1 stop16h 09m

New Windsor Stewart

Wed 8/5

7:58 pm-11:20 am

2 stops39h 22m

$274

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Wed 7/29

6:09 pm-9:38 am

1 stop15h 29m

New Windsor Stewart

Wed 8/5

7:58 pm-11:20 am

2 stops39h 22m

$283
Quickest round-trip

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sat 7/18

5:29 pm-9:38 am

1 stop16h 09m

New Windsor Stewart

Thu 7/23

10:28 am-7:38 pm

1 stop9h 10m

$300

AllentownNew Windsor

ABE - SWF

ABESWF

Allentown-Bethlehem

Mon 11/2

6:00 am-6:11 pm

1 stop12h 11m

New Windsor Stewart

Sun 11/8

6:52 pm-10:29 pm

1 stop27h 37m

$314

AllentownNew Windsor

ABE - SWF

ABESWF

Allentown-Bethlehem

Mon 11/2

6:00 am-6:11 pm

1 stop12h 11m

New Windsor Stewart

Sun 11/8

6:52 pm-10:29 pm

1 stop27h 37m

$315

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?

Allegiant Air is the most popular carrier operating from Pennsylvania to New Windsor Stewart

What airlines fly to New Windsor?

United Airlines, Delta and American Airlines are the top three most popular airlines that fly to New Windsor from Pennsylvania according to our data. United Airlines is the first choice among our users, with 35% of people opting to fly with this airline when traveling to New Windsor. Keep in mind that there are 4 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.
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Frequently asked questions about flying from Pennsylvania to New Windsor

  • 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.

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