Pennsylvania

$120+ Cheap flights from New Windsor (SWF) to Pennsylvania

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — PHL
3월 15 — 3월 221
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Cheap flight deals from Stewart to Pennsylvania

Cheapest flights from Stewart to Pennsylvania
Explore the most affordable flight options available from Stewart to Pennsylvania. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 2월 13, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
목 6/49:38 am
SWF
-
PHL
1 stop10h 33m
Multiple Airlines
토 6/65:57 pm
PHL
-
SWF
1 stop15h 41m
Multiple Airlines
Deal found 2/11$355
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
수 6/1012:05 pm
SWF
-
PIT
1 stop28h 01m
Multiple Airlines
월 6/1511:33 am
PIT
-
SWF
1 stop7h 05m
Multiple Airlines
Deal found 2/11$376
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
금 3/2012:11 pm
SWF
-
PHL
2 stops10h 41m
Multiple Airlines
일 3/2210:38 pm
PHL
-
SWF
1 stop10h 19m
Multiple Airlines
Deal found 2/11$409
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
토 6/612:05 pm
SWF
-
PIT
2 stops20h 28m
Multiple Airlines
월 6/811:33 am
PIT
-
SWF
1 stop7h 03m
Multiple Airlines
Deal found 2/10$424
This Kiwi.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
금 5/225:53 pm
SWF
-
PIT
1 stop4h 58m
Allegiant Air
월 5/2511:38 am
PIT
-
SWF
1 stop7h 18m
Allegiant Air
Deal found 2/12$451
This Kiwi.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
화 7/1411:48 am
SWF
-
PHL
1 stop8h 01m
Multiple Airlines
토 7/185:57 pm
PHL
-
SWF
1 stop15h 41m
Multiple Airlines
Deal found 2/12$452
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
일 5/248:10 pm
SWF
-
PIT
1 stop27h 28m
Multiple Airlines
토 6/136:32 pm
PIT
-
SWF
2 stops38h 17m
Multiple Airlines
Deal found 2/11$466
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
목 3/1910:29 am
SWF
-
PIT
2 stops11h 32m
Multiple Airlines
일 3/225:45 am
PIT
-
SWF
1 stop27h 12m
Multiple Airlines
Deal found 2/11$468
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
목 3/1910:29 am
SWF
-
PIT
2 stops11h 32m
Allegiant Air
일 3/227:05 am
PIT
-
SWF
1 stop25h 52m
Allegiant Air
Deal found 2/11$472
This Kiwi.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
수 7/1512:05 pm
SWF
-
PHL
1 stop10h 03m
Multiple Airlines
토 7/185:57 pm
PHL
-
SWF
1 stop15h 41m
Multiple Airlines
Deal found 2/12$475
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
금 6/195:50 pm
SWF
-
PIT
1 stop5h 21m
Multiple Airlines
일 6/215:47 pm
PIT
-
SWF
1 stop17h 48m
Multiple Airlines
Deal found 2/10$500
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
목 6/1810:28 am
SWF
-
PIT
1 stop13h 14m
Multiple Airlines
일 6/215:47 pm
PIT
-
SWF
1 stop17h 48m
Multiple Airlines
Deal found 2/10$502

Find flight deals from Stewart to Pennsylvania

Keep the following information in mind while searching for Stewart to Pennsylvania flight deals. Data was last updated 2월 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$409
(Kiwi.com)

One-way from

$120
(Kiwi.com)

Popular in

October

Cheapest in

March

Average price

$494
Provider with most accurate pricing for New York (NYC)-Philadelphia flight deals.
Provider most trusted by Cheapflights users for New York (NYC)-Philadelphia flights.
From New Windsor Stewart to Pennsylvania
One-way flight from New Windsor Stewart to Pennsylvania
Highest demand for flights based on searches. 16% potential increase in price ($83 potential increase over avg. RT price).
Cheapest flight prices on average. 6% potential price decrease ($26 potential savings vs. average RT price).
Average for round-trip flights in February 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Pennsylvania 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, Cheapflights users made 2,558,603 searches. Data last updated 2월 13, 2026.
Use the filters below to find and compare flights from New Windsor to Pennsylvania that are best for you.

Fly from

Stewart

Fly to

Pennsylvania

Route

Depart

Return

Price

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

목 6/4

9:38 am-8:11 pm

1 stop10h 33m

Philadelphia

토 6/6

5:57 pm-9:38 am

1 stop15h 41m

$355

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

금 6/12

9:39 am-8:37 pm

1 stop10h 58m

Pittsburgh

일 6/14

5:47 pm-11:35 am

1 stop17h 48m

$376

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

수 6/10

12:05 pm-4:06 pm

1 stop28h 01m

Pittsburgh

월 6/15

11:33 am-6:38 pm

1 stop7h 05m

$376

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

금 3/20

12:11 pm-10:52 pm

2 stops10h 41m

Philadelphia

일 3/22

10:38 pm-8:57 am

1 stop10h 19m

$409

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

토 6/6

12:05 pm-8:33 am

2 stops20h 28m

Pittsburgh

월 6/8

11:33 am-6:36 pm

1 stop7h 03m

$424

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

금 5/22

5:53 pm-10:51 pm

1 stop4h 58m

Pittsburgh

월 5/25

11:38 am-6:56 pm

1 stop7h 18m

$451

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

화 7/14

11:48 am-7:49 pm

1 stop8h 01m

Philadelphia

토 7/18

5:57 pm-9:38 am

1 stop15h 41m

$452

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

일 5/24

8:10 pm-11:38 pm

1 stop27h 28m

Pittsburgh

토 6/13

6:32 pm-8:49 am

2 stops38h 17m

$466

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

목 3/19

10:29 am-10:01 pm

2 stops11h 32m

Pittsburgh

일 3/22

5:45 am-8:57 am

1 stop27h 12m

$468

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

목 3/19

10:29 am-10:01 pm

2 stops11h 32m

Pittsburgh

일 3/22

7:05 am-8:57 am

1 stop25h 52m

$472

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/9

Showing 1-10 of 42 results
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Best time to book a flight from Stewart to Pennsylvania

Have a flexible travel schedule? Discover the best time to fly to Pennsylvania from Stewart with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from New Windsor to Pennsylvania

What is the cheapest month to book a flight from New Windsor to Pennsylvania?

Currently, May is the cheapest month in which you can book a flight from New Windsor to Pennsylvania (average of $31). Flying from New Windsor to Pennsylvania in January is currently the most expensive (average of $98). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Stewart to Pennsylvania. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from New Windsor to Pennsylvania?

    Located just 4.3 mi from the city center, New Windsor Stewart (SWF) is the airport most travelers will use when flying to Pennsylvania from New Windsor.

  • How long is the flight from New Windsor to Pennsylvania?

    Departing from New Windsor to Pennsylvania will take you 4h 58m. Airlines will cover a distance of 327 mi.

  • What are the most popular routes from New Windsor to Pennsylvania?

  • Can I find deals for flights from Stewart to Pennsylvania that include hotel bookings?

    Yes. In addition to deals on Stewart to Pennsylvania flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Stewart to Pennsylvania?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stewart to Pennsylvania.

  • Can I find deals for business class flights from Stewart to Pennsylvania?

    Yes. Cheapflights offers flight deals from Stewart to Pennsylvania by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from New Windsor to Pennsylvania?

    Currently, May is the cheapest month in which you can book a flight from New Windsor to Pennsylvania (average of $31). Flying from New Windsor to Pennsylvania in January is currently the most expensive (average of $98). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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