Pennsylvania

$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. 14 — ene. 211
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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 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/13. 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
lun. 12/228:00 amPIT - SWF
1 stop8h 38mAllegiant Air
Deal found 12/13$461
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 12/13. 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 12/13$512
This Kiwi.com deal was found by Cheapflights users on 12/13. 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. 12/295:54 pmPIT - SWF
1 stop17h 09mMultiple Airlines
Deal found 12/13$539
This Kiwi.com deal was found by Cheapflights users on 12/13. 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. 12/196:56 pmSWF - PIT
1 stop15h 02mMultiple Airlines
lun. 12/228:00 amPIT - SWF
1 stop8h 38mMultiple Airlines
Deal found 12/13$550
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 12/14. 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 12/15. 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.
vie. 12/1912:24 pmSWF - PIT
1 stop19h 22mMultiple Airlines
dom. 12/213:36 pmPIT - SWF
1 stop25h 02mMultiple Airlines
Deal found 12/15$608
This Kiwi.com deal was found by Cheapflights users on 12/13. 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. 12/245:34 pmSWF - PIT
1 stop21h 45mMultiple Airlines
lun. 12/295:54 pmPIT - SWF
1 stop17h 09mMultiple Airlines
Deal found 12/13$618
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.
mar. 12/236:28 pmSWF - PIT
2 stops38h 18mMultiple Airlines
mar. 12/306:09 pmPIT - SWF
1 stop22h 35mMultiple Airlines
Deal found 12/14$638
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 - MDT
1 stop12h 34mAllegiant Air
lun. 12/229:47 amMDT - SWF
1 stop30h 13mAllegiant Air
Deal found 12/14$653
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.
dom. 12/2111:43 amSWF - PIT
1 stop11h 16mMultiple Airlines
lun. 12/228:00 amPIT - SWF
1 stop8h 38mMultiple Airlines
Deal found 12/14$655

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 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$168
(Mytrip)

One-way from

$88
(Mytrip)

Popular in

July

Cheapest in

March
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. 7% potential increase in price ($37 potential increase over avg. RT price).
Cheapest flight prices on average. 6% potential price decrease ($27 potential savings vs. average RT price).

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 15, 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

$168

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

dom. 3/15

8:40 pm-11:27 pm

1 stop26h 47m

Pittsburgh

dom. 3/22

7:05 am-8:57 am

1 stop25h 52m

$379

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

dom. 3/8

7:27 pm-11:10 pm

1 stop27h 43m

Pittsburgh

dom. 3/15

3:47 pm-9:02 am

1 stop17h 15m

$436

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

dom. 3/8

5:56 pm-3:49 pm

2 stops21h 53m

Pittsburgh

dom. 3/15

3:47 pm-9:02 am

1 stop17h 15m

$438

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

dom. 3/22

10:29 am-9:38 am

1 stop23h 09m

Pittsburgh

dom. 3/29

1:42 pm-8:57 am

2 stops19h 15m

$454

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

vie. 5/22

5:53 pm-10:51 pm

1 stop4h 58m

Pittsburgh

mar. 5/26

9:11 pm-11:25 am

2 stops14h 14m

$469

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

vie. 5/15

12:15 pm-1:54 pm

1 stop25h 39m

Pittsburgh

dom. 5/17

1:22 pm-11:35 am

1 stop22h 13m

$511

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

mié. 6/3

12:05 pm-8:33 am

2 stops20h 28m

Pittsburgh

jue. 6/4

5:47 pm-11:35 am

1 stop17h 48m

$526

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

dom. 3/15

8:40 pm-11:27 pm

1 stop26h 47m

Pittsburgh

dom. 3/22

3:06 pm-8:57 am

2 stops17h 51m

$529

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 39 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 47m. 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 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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