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$97+ 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 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — PHL
ago. 23 — ago. 301
sáb. 8/23
sáb. 8/30
1 adult, Economy
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Cheap flight deals from Stewart to Pennsylvania

Keep the following information in mind while searching for Stewart to Pennsylvania flight deals. Data was last updated agosto 18, 2025.

Round-trip from

$204
(Mytrip)

One-way from

$97
(Mytrip)

Popular in

July

Cheapest in

September

Average price

$269
From New Windsor Stewart to Pennsylvania
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One-way flight from New Windsor Stewart to Pennsylvania
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Highest demand for flights based on searches. 19% potential increase in price ($90 potential increase over avg. RT price).
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Cheapest flight prices on average. 9% potential price decrease ($32 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find 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 agosto 18, 2025.

This Mytrip deal was found by Cheapflights users on 8/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/3111:31 amSWF - PIT
1 stop7h 19mMultiple Airlines
lun. 11/39:04 pmPIT - SWF
1 stop13h 22mMultiple Airlines
Deal found 8/17$204
This Mytrip deal was found by Cheapflights users on 8/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/312:11 pmSWF - PIT
1 stop11h 12mMultiple Airlines
dom. 10/58:32 pmPIT - SWF
1 stop13h 39mMultiple Airlines
Deal found 8/17$214
This Mytrip deal was found by Cheapflights users on 8/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/2411:31 amSWF - PHL
1 stop13h 04mMultiple Airlines
dom. 10/268:08 pmPHL - SWF
2 stops18h 03mMultiple Airlines
Deal found 8/17$241
This Mytrip deal was found by Cheapflights users on 8/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/1011:41 amSWF - PIT
1 stop11h 35mMultiple Airlines
dom. 10/124:09 pmPIT - SWF
2 stops18h 02mMultiple Airlines
Deal found 8/15$251
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
vie. 10/1011:41 amSWF - PIT
1 stop11h 35mMultiple Airlines
lun. 10/139:06 pmPIT - SWF
1 stop13h 20mMultiple Airlines
Deal found 8/16$262
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
vie. 10/1711:31 amSWF - PIT
1 stop11h 45mMultiple Airlines
dom. 10/1911:29 amPIT - SWF
1 stop5h 26mMultiple Airlines
Deal found 8/16$268
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
vie. 10/2411:31 amSWF - PIT
1 stop11h 45mMultiple Airlines
dom. 10/2611:29 amPIT - SWF
1 stop5h 26mMultiple Airlines
Deal found 8/16$292
This Mytrip deal was found by Cheapflights users on 8/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/2912:17 pmSWF - PIT
1 stop10h 53mAllegiant Air
dom. 8/319:00 amPIT - SWF
1 stop9h 00mAllegiant Air
Deal found 8/15$296
This Mytrip deal was found by Cheapflights users on 8/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/2912:17 pmSWF - PIT
1 stop10h 53mMultiple Airlines
dom. 8/3110:20 amPIT - SWF
1 stop7h 40mMultiple Airlines
Deal found 8/17$297
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
vie. 10/2411:31 amSWF - IAD
2 stops12h 40mMultiple Airlines
lun. 10/2712:09 pmIAD - SWF
1 stop7h 07mMultiple Airlines
Deal found 8/16$321
This Mytrip deal was found by Cheapflights users on 8/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/3111:31 amSWF - IAD
3 stops23h 50mMultiple Airlines
lun. 11/312:09 pmIAD - SWF
1 stop7h 07mMultiple Airlines
Deal found 8/17$333
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
mié. 11/2612:17 pmSWF - PIT
1 stop28h 32mMultiple Airlines
dom. 11/305:59 pmPIT - SWF
1 stop15h 07mMultiple Airlines
Deal found 8/16$339

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 agosto 18, 2025.
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 WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

vie. 10/31

11:31 am-6:50 pm

1 stop7h 19m

Pittsburgh

lun. 11/3

9:04 pm-10:26 am

1 stop13h 22m

$204

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

vie. 10/10

11:41 am-11:16 pm

1 stop11h 35m

Pittsburgh

dom. 10/12

8:32 pm-10:11 am

1 stop13h 39m

$214

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

vie. 10/3

12:11 pm-11:23 pm

1 stop11h 12m

Pittsburgh

dom. 10/5

8:32 pm-10:11 am

1 stop13h 39m

$214

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

vie. 10/24

11:31 am-12:35 am

1 stop13h 04m

Philadelphia

dom. 10/26

8:08 pm-2:11 pm

2 stops18h 03m

$241

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

vie. 10/10

11:41 am-11:16 pm

1 stop11h 35m

Pittsburgh

lun. 10/13

9:06 pm-10:26 am

1 stop13h 20m

$262

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

vie. 10/17

11:31 am-11:16 pm

1 stop11h 45m

Pittsburgh

dom. 10/19

11:29 am-4:55 pm

1 stop5h 26m

$268

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

vie. 10/24

11:31 am-12:11 am

2 stops12h 40m

Washington, D.C. Dulles Intl

lun. 10/27

12:09 pm-7:16 pm

1 stop7h 07m

$321

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

vie. 10/31

11:31 am-11:21 am

3 stops23h 50m

Washington, D.C. Dulles Intl

lun. 11/3

12:09 pm-7:16 pm

1 stop7h 07m

$333

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

vie. 8/22

5:36 pm-9:56 am

1 stop16h 20m

Philadelphia

lun. 8/25

5:05 am-4:46 pm

1 stop11h 41m

$379

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

vie. 8/29

1:55 pm-11:20 pm

1 stop9h 25m

Philadelphia

lun. 9/1

5:05 am-1:05 pm

1 stop8h 00m

$394

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

Showing 1-10 of 44 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, August is the cheapest month in which you can book a flight from New Windsor to Pennsylvania (average of $236). Flying from New Windsor to Pennsylvania in March is currently the most expensive (average of $295). 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 21h 21m. Airlines will cover a distance of 315 mi.

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

    The most popular flight routes from New Windsor to Pennsylvania are New Windsor Stewart - Pittsburgh, New Windsor Stewart - Philadelphia and New Windsor Stewart - Wilkes-Barre Scranton.

  • 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, August is the cheapest month in which you can book a flight from New Windsor to Pennsylvania (average of $236). Flying from New Windsor to Pennsylvania in March is currently the most expensive (average of $295). 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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Alternative routes for Stewart to Pennsylvania

See prices for flight routes from nearby airports that may be better suited for you.
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