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Cheap flights from Pennsylvania to New York from $87

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 12/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:55 pm - 10:19 amPIT-SWF
16h 24m1 stop
Multiple Airlines Logo
11:09 am - 9:40 amSWF-PIT
22h 31m1 stop
$188Multiple Airlines
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Thu, Jan 8 - Mon, Jan 12
Multiple Airlines Logo
12:52 pm - 10:22 amPHL-SWF
21h 30m2 stops
Multiple Airlines Logo
10:57 am - 11:17 pmSWF-PHL
12h 20m1 stop
$197Multiple Airlines
Find Deal
Thu, Nov 20 - Mon, Nov 24
Multiple Airlines Logo
6:53 pm - 11:37 amPHL-SWF
16h 44m1 stop
Multiple Airlines Logo
12:27 pm - 11:16 pmSWF-PHL
10h 49m1 stop
$231Multiple Airlines
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Thu, Dec 4 - Mon, Dec 8
Multiple Airlines Logo
9:31 am - 4:54 pmIAD-SWF
7h 23m1 stop
Multiple Airlines Logo
7:30 pm - 8:24 pmSWF-IAD
24h 54m1 stop
$238Multiple Airlines
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Fri, Dec 5 - Fri, Dec 12
Multiple Airlines Logo
6:53 pm - 11:37 amPHL-SWF
16h 44m1 stop
Multiple Airlines Logo
12:27 pm - 11:16 pmSWF-PHL
10h 49m1 stop
$238Multiple Airlines
Find Deal
Thu, Dec 4 - Mon, Dec 8
Multiple Airlines Logo
6:53 pm - 11:37 amPHL-SWF
16h 44m1 stop
Multiple Airlines Logo
12:27 pm - 11:16 pmSWF-PHL
10h 49m1 stop
$241Multiple Airlines
Find Deal
Thu, Dec 4 - Mon, Dec 8
Multiple Airlines Logo
9:31 am - 4:54 pmIAD-SWF
7h 23m1 stop
Multiple Airlines Logo
11:43 am - 8:24 pmSWF-IAD
8h 41m1 stop
$242Multiple Airlines
Find Deal
Fri, Dec 12 - Sun, Dec 14
Multiple Airlines Logo
9:31 am - 4:54 pmIAD-SWF
7h 23m1 stop
Multiple Airlines Logo
11:43 am - 8:24 pmSWF-IAD
8h 41m1 stop
$258Multiple Airlines
Find Deal
Fri, Dec 12 - Sun, Dec 14
Allegiant Air Logo
9:10 am - 6:38 pmIAD-SWF
9h 28m1 stop
Allegiant Air Logo
10:57 am - 10:50 amSWF-IAD
23h 53m2 stops
$381Allegiant Air
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Fri, Nov 21 - Mon, Nov 24
Allegiant Air Logo
7:30 am - 6:38 pmPIT-SWF
11h 08m1 stop
Allegiant Air Logo
9:56 am - 7:04 pmSWF-PIT
9h 08m1 stop
$495Allegiant Air
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Fri, Nov 28 - Mon, Dec 1

Allegiant Air flights from Pennsylvania to New Windsor

Our best Allegiant Air deals on Pennsylvania to New Windsor flight tickets
Allegiant Air
Nov 14
IAD10:14 amWashington, D.C. Dulles Intl
8h 01m
1 stop
SWF6:15 pmNew Windsor Stewart
Nov 16
SWF6:14 pmNew Windsor Stewart
24h 23m
2 stops
IAD6:37 pmWashington, D.C. Dulles Intl
$345
Find similar
Allegiant Air
Nov 21
IAD9:10 amWashington, D.C. Dulles Intl
9h 28m
1 stop
SWF6:38 pmNew Windsor Stewart
Nov 24
SWF10:57 amNew Windsor Stewart
23h 53m
2 stops
IAD10:50 amWashington, D.C. Dulles Intl
$381
Find similar
Allegiant Air
Nov 13
ABE12:43 pmAllentown-Bethlehem
28h 17m
1 stop
SWF5:00 pmNew Windsor Stewart
Nov 20
SWF11:06 amNew Windsor Stewart
9h 35m
1 stop
ABE8:41 pmAllentown-Bethlehem
$467
Find similar

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 November 6, 2025.
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

Thu 1/8

5:55 pm-10:19 am

1 stop16h 24m

New Windsor Stewart

Mon 1/12

11:09 am-9:40 am

1 stop22h 31m

$188

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Thu 11/20

12:52 pm-10:22 am

2 stops21h 30m

New Windsor Stewart

Mon 11/24

10:57 am-11:17 pm

1 stop12h 20m

$197

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Thu 12/4

6:53 pm-11:37 am

1 stop16h 44m

New Windsor Stewart

Mon 12/8

12:27 pm-11:16 pm

1 stop10h 49m

$231

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Fri 12/5

9:31 am-4:54 pm

1 stop7h 23m

New Windsor Stewart

Fri 12/12

7:30 pm-8:24 pm

1 stop24h 54m

$238

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Thu 12/4

6:53 pm-11:37 am

1 stop16h 44m

New Windsor Stewart

Mon 12/8

12:27 pm-11:16 pm

1 stop10h 49m

$238

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Thu 12/4

6:53 pm-11:37 am

1 stop16h 44m

New Windsor Stewart

Mon 12/8

12:27 pm-11:16 pm

1 stop10h 49m

$241

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Fri 12/12

9:31 am-4:54 pm

1 stop7h 23m

New Windsor Stewart

Sun 12/14

11:43 am-8:24 pm

1 stop8h 41m

$242

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Fri 12/12

9:31 am-4:54 pm

1 stop7h 23m

New Windsor Stewart

Sun 12/14

11:43 am-8:24 pm

1 stop8h 41m

$258

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Fri 11/21

9:10 am-6:38 pm

1 stop9h 28m

New Windsor Stewart

Mon 11/24

10:57 am-10:50 am

2 stops23h 53m

$381

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Fri 11/28

7:30 am-6:38 pm

1 stop11h 08m

New Windsor Stewart

Mon 12/1

9:56 am-7:04 pm

1 stop9h 08m

$495

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 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?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to New Windsor from Pennsylvania according to our data. American Airlines is the first choice among our users, with 30% 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

Direct flights

None
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.

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