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$88+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — PHL
ene. 15 — ene. 221
jue. 1/15
jue. 1/22
1 adult, Economy
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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 diciembre 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/207:50 pmSWF - PIT
1 stop25h 41mMultiple Airlines
lun. 12/228:00 amPIT - SWF
1 stop11h 35mMultiple Airlines
Deal found 12/15$483
This Kiwi.com deal was found by Cheapflights users on 12/16. 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. 12/315:34 pmSWF - PIT
1 stop21h 45mAllegiant Air
dom. 1/412:30 pmPIT - SWF
1 stop23h 32mAllegiant Air
Deal found 12/16$488
This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
sáb. 12/207:50 pmSWF - PIT
1 stop25h 41mAllegiant Air
mar. 12/236:00 amPIT - SWF
1 stop10h 00mAllegiant Air
Deal found 12/14$509
This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
lun. 12/2212:24 pmSWF - IAD
2 stops8h 39mMultiple Airlines
lun. 12/299:58 pmIAD - SWF
1 stop13h 05mMultiple Airlines
Deal found 12/14$529
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/315:34 pmSWF - MDT
1 stop26h 02mAllegiant Air
dom. 1/49:19 pmMDT - SWF
1 stop14h 43mAllegiant Air
Deal found 12/15$544
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/209:45 amSWF - MDT
1 stop10h 27mAllegiant Air
dom. 12/213:50 pmMDT - SWF
1 stop24h 48mAllegiant Air
Deal found 12/15$557
This Kiwi.com deal was found by Cheapflights users on 12/16. 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. 12/315:34 pmSWF - PIT
1 stop21h 45mMultiple Airlines
dom. 1/410:53 amPIT - SWF
2 stops24h 51mMultiple Airlines
Deal found 12/16$562
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/1811:09 amSWF - MDT
1 stop21h 48mAllegiant Air
dom. 12/213:50 pmMDT - SWF
1 stop24h 48mAllegiant Air
Deal found 12/15$575
This Kiwi.com deal was found by Cheapflights users on 12/14. 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. 12/2410:40 amSWF - PIT
1 stop30h 15mAllegiant Air
mar. 12/306:09 pmPIT - SWF
1 stop22h 35mAllegiant Air
Deal found 12/14$587
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/2111:43 amSWF - PIT
1 stop11h 24mMultiple Airlines
lun. 12/228:00 amPIT - SWF
1 stop11h 35mMultiple Airlines
Deal found 12/15$598
This Kiwi.com deal was found by Cheapflights users on 12/14. 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. 12/198:11 pmSWF - PIT
2 stops18h 00mMultiple Airlines
mar. 12/235:36 pmPIT - SWF
1 stop16h 14mMultiple Airlines
Deal found 12/14$601
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
jue. 12/1811:09 amSWF - MDT
1 stop21h 48mAllegiant Air
mar. 12/2311:21 amMDT - SWF
1 stop22h 29mAllegiant Air
Deal found 12/16$602

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 diciembre 16, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$167
(Mytrip)

One-way from

$88
(Mytrip)

Popular in

July

Cheapest in

March
Provider with most accurate pricing for New York (NYC)-Philadelphia flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Philadelphia flights.
Search Deals
From New Windsor Stewart to Pennsylvania
Search Deals
One-way flight from New Windsor Stewart to Pennsylvania
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($37 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($27 potential savings vs. average RT price).
Search Deals

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 diciembre 16, 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. 1/30

11:09 am-11:44 pm

1 stop12h 35m

Pittsburgh

dom. 2/1

5:50 pm-10:19 am

1 stop16h 29m

$167

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

lun. 1/12

11:09 am-11:44 pm

1 stop12h 35m

Pittsburgh

jue. 1/22

5:50 pm-10:19 am

1 stop16h 29m

$175

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

dom. 2/22

11:52 am-11:42 pm

1 stop11h 50m

Pittsburgh

jue. 2/26

7:08 pm-10:13 am

1 stop15h 05m

$258

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

jue. 1/8

12:13 pm-11:07 pm

1 stop10h 54m

Pittsburgh

mar. 1/13

5:50 pm-9:58 am

2 stops40h 08m

$326

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

jue. 1/29

12:13 pm-10:03 pm

1 stop9h 50m

Philadelphia

jue. 2/5

9:02 pm-11:31 am

2 stops14h 29m

$438

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

sáb. 12/20

7:50 pm-9:31 pm

1 stop25h 41m

Pittsburgh

lun. 12/22

8:00 am-7:35 pm

1 stop11h 35m

$483

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

mié. 12/31

5:34 pm-3:19 pm

1 stop21h 45m

Pittsburgh

dom. 1/4

12:30 pm-12:02 pm

1 stop23h 32m

$488

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

sáb. 12/20

7:50 pm-9:31 pm

1 stop25h 41m

Pittsburgh

mar. 12/23

6:00 am-4:00 pm

1 stop10h 00m

$509

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

lun. 12/22

12:24 pm-9:03 pm

2 stops8h 39m

Washington, D.C. Dulles Intl

lun. 12/29

9:58 pm-11:03 am

1 stop13h 05m

$529

New WindsorHarrisburg

SWF - MDT

SWFMDT

New Windsor Stewart

mié. 12/31

5:34 pm-7:36 pm

1 stop26h 02m

Harrisburg

dom. 1/4

9:19 pm-12:02 pm

1 stop14h 43m

$544

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 49 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 December is currently the most expensive (average of $65). 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 26h 02m. Airlines will cover a distance of 166 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 - Washington, D.C. Dulles Intl and New Windsor Stewart - Harrisburg.

  • 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 December is currently the most expensive (average of $65). 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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See prices for flight routes from nearby airports that may be better suited for you.
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