Cheap flights from Pennsylvania to New York from $109

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 10/27. 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

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.

Find the cheapest flights from Pennsylvania to New York

Cheap round-trip flights

 Logo
9:59 pm - 4:46 pmPHL-SWF
18h 47m2 stops
 Logo
5:36 pm - 11:30 amSWF-PHL
17h 54m1 stop
Thu, Aug 21 - Mon, Aug 25
 Logo
9:59 pm - 10:12 amPHL-SWF
12h 13m1 stop
 Logo
5:36 pm - 11:30 amSWF-PHL
17h 54m1 stop
Thu, Aug 21 - Mon, Aug 25
 Logo
8:32 pm - 10:51 amPIT-SWF
14h 19m1 stop
 Logo
11:01 am - 11:22 pmSWF-PIT
12h 21m1 stop
Thu, Oct 9 - Mon, Oct 13
 Logo
6:29 pm - 1:05 pmPIT-SWF
18h 36m2 stops
 Logo
12:13 pm - 8:02 pmSWF-PIT
7h 49m1 stop
Thu, Aug 28 - Sun, Aug 31
 Logo
9:00 am - 6:00 pmPIT-SWF
9h 00m1 stop
 Logo
2:32 pm - 9:06 pmSWF-PIT
6h 34m1 stop
Thu, Aug 28 - Sat, Aug 30
 Logo
6:29 pm - 1:05 pmPIT-SWF
18h 36m2 stops
 Logo
12:17 pm - 9:06 pmSWF-PIT
8h 49m1 stop
Thu, Aug 28 - Mon, Sep 1
Allegiant Air Logo
12:10 pm - 6:00 pmMDT-SWF
5h 50m1 stop
Allegiant Air Logo
11:02 am - 8:23 pmSWF-MDT
9h 21m1 stop
$480Allegiant Air
Find Deal
Thu, Aug 21 - Mon, Aug 25
Breeze Airways Logo
9:08 pm - 12:48 pmPIT-SWF
15h 40m1 stop
Breeze Airways Logo
7:52 pm - 12:49 pmSWF-PIT
16h 57m2 stops
$748Breeze Airways
Find Deal
Thu, Aug 21 - Sun, Aug 24
Breeze Airways Logo
5:46 pm - 11:44 amPIT-SWF
17h 58m3 stops
Breeze Airways Logo
12:24 pm - 8:46 amSWF-PIT
20h 22m2 stops
$767Breeze Airways
Find Deal
Thu, Sep 11 - Mon, Sep 15
Breeze Airways Logo
1:31 pm - 11:44 amPIT-SWF
22h 13m2 stops
Breeze Airways Logo
12:24 pm - 8:46 amSWF-PIT
20h 22m2 stops
$886Breeze Airways
Find Deal
Thu, Oct 9 - Mon, Oct 13

Breeze Airways flights from Pennsylvania to New Windsor

Our best Breeze Airways deals on Pennsylvania to New Windsor flight tickets
Breeze Airways
Aug 14
PIT9:08 pmPittsburgh
15h 40m
1 stop
SWF12:48 pmNew Windsor Stewart
Aug 18
SWF1:28 pmNew Windsor Stewart
19h 16m
1 stop
PIT8:44 amPittsburgh
Breeze Airways
Aug 7
PIT9:08 pmPittsburgh
15h 40m
1 stop
SWF12:48 pmNew Windsor Stewart
Aug 11
SWF1:28 pmNew Windsor Stewart
19h 16m
1 stop
PIT8:44 amPittsburgh
Breeze Airways
Aug 21
PIT9:08 pmPittsburgh
15h 40m
1 stop
SWF12:48 pmNew Windsor Stewart
Aug 24
SWF7:52 pmNew Windsor Stewart
16h 57m
2 stops
PIT12:49 pmPittsburgh

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 August 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

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Thu 8/21

9:59 pm-4:46 pm

2 stops18h 47m

New Windsor Stewart

Mon 8/25

5:36 pm-11:30 am

1 stop17h 54m

$244

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Thu 8/21

9:59 pm-10:12 am

1 stop12h 13m

New Windsor Stewart

Mon 8/25

5:36 pm-11:30 am

1 stop17h 54m

$249

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 10/9

8:32 pm-10:51 am

1 stop14h 19m

New Windsor Stewart

Mon 10/13

11:01 am-11:22 pm

1 stop12h 21m

$292

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 8/28

6:29 pm-1:05 pm

2 stops18h 36m

New Windsor Stewart

Sun 8/31

12:13 pm-8:02 pm

1 stop7h 49m

$304

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 8/28

9:00 am-6:00 pm

1 stop9h 00m

New Windsor Stewart

Sat 8/30

2:32 pm-9:06 pm

1 stop6h 34m

$323

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 8/28

6:29 pm-1:05 pm

2 stops18h 36m

New Windsor Stewart

Mon 9/1

12:17 pm-9:06 pm

1 stop8h 49m

$329

HarrisburgNew Windsor

MDT - SWF

MDTSWF

Harrisburg

Thu 8/21

12:10 pm-6:00 pm

1 stop5h 50m

New Windsor Stewart

Mon 8/25

11:02 am-8:23 pm

1 stop9h 21m

$480

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 8/21

9:08 pm-12:48 pm

1 stop15h 40m

New Windsor Stewart

Sun 8/24

7:52 pm-12:49 pm

2 stops16h 57m

$748

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 9/11

5:46 pm-11:44 am

3 stops17h 58m

New Windsor Stewart

Mon 9/15

12:24 pm-8:46 am

2 stops20h 22m

$767

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 10/9

1:31 pm-11:44 am

2 stops22h 13m

New Windsor Stewart

Mon 10/13

12:24 pm-8:46 am

2 stops20h 22m

$886

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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?

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 29% 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

Best Price Found

$109

Fastest flight time

5h 50m

Direct flights

None

Airports in New Windsor

1 airport
The best one-way flight to New Windsor from Pennsylvania in the past 72 hours is $109. The best round-trip flight deal from Pennsylvania to New Windsor found on momondo in the last 72 hours is $244.
The fastest flight from Pennsylvania to New Windsor takes 5h 50m
There are no direct flights from Pennsylvania to New Windsor. Popular non-direct routes for this connection are Philadelphia Airport - New Windsor Stewart Airport, Pittsburgh Airport - New Windsor Stewart Airport and Washington, D.C. Dulles Intl Airport - New Windsor Stewart Airport.
There is 1 airport near New Windsor: New Windsor Stewart (SWF)
  • 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Mon 8/11
Mon 8/18

Find better results for your trip to the United States