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Pennsylvania

$92+ 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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — PHL
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
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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 November 13, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/13. 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.
Fri 12/1212:27 pmSWF - PHL
1 stop12h 09mMultiple Airlines
Sun 12/145:45 pmPHL - SWF
1 stop17h 52mMultiple Airlines
Deal found 11/13$172
This Mytrip deal was found by Cheapflights users on 11/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/512:27 pmSWF - PHL
1 stop10h 49mMultiple Airlines
Sun 12/76:53 pmPHL - SWF
1 stop16h 44mMultiple Airlines
Deal found 11/11$213
This Kiwi.com deal was found by Cheapflights users on 11/13. 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.
Fri 12/512:24 pmSWF - PIT
1 stop19h 22mMultiple Airlines
Sun 12/73:36 pmPIT - SWF
1 stop25h 18mMultiple Airlines
Deal found 11/13$307
This Mytrip deal was found by Cheapflights users on 11/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2612:17 pmSWF - PIT
1 stop9h 30mMultiple Airlines
Fri 11/287:30 amPIT - SWF
1 stop11h 08mMultiple Airlines
Deal found 11/12$409
This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
Wed 12/245:34 pmSWF - PIT
1 stop21h 45mAllegiant Air
Wed 12/316:00 amPIT - SWF
1 stop10h 44mAllegiant Air
Deal found 11/11$414
This Mytrip deal was found by Cheapflights users on 11/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1411:01 amSWF - PHL
1 stop12h 25mMultiple Airlines
Sun 11/168:51 pmPHL - SWF
1 stop14h 20mMultiple Airlines
Deal found 11/11$414
This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
Sun 11/1611:43 amSWF - PIT
2 stops26h 10mMultiple Airlines
Mon 11/179:00 pmPIT - SWF
1 stop13h 26mMultiple Airlines
Deal found 11/11$447
This Mytrip deal was found by Cheapflights users on 11/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2410:57 amSWF - PIT
1 stop10h 50mMultiple Airlines
Sat 11/296:40 pmPIT - SWF
1 stop14h 42mMultiple Airlines
Deal found 11/10$463
This Mytrip deal was found by Cheapflights users on 11/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2612:17 pmSWF - PIT
1 stop9h 30mMultiple Airlines
Sat 11/296:40 pmPIT - SWF
1 stop14h 42mMultiple Airlines
Deal found 11/12$480
This Kiwi.com deal was found by Cheapflights users on 11/13. 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.
Tue 12/236:28 pmSWF - PIT
2 stops28h 14mMultiple Airlines
Tue 12/306:09 pmPIT - SWF
1 stop22h 35mMultiple Airlines
Deal found 11/13$481
This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
Thu 12/1111:43 amSWF - PHL
1 stop8h 56mMultiple Airlines
Sun 12/1410:00 pmPHL - SWF
2 stops13h 44mMultiple Airlines
Deal found 11/11$509
This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
Tue 11/259:33 amSWF - PHL
1 stop21h 59mMultiple Airlines
Sun 11/306:57 pmPHL - SWF
1 stop22h 02mMultiple Airlines
Deal found 11/11$599

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 November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$172
(Kiwi.com)

One-way from

$92
(Mytrip)

Popular in

July

Cheapest in

March

Average price

$510
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. 12% potential increase in price ($64 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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 November 13, 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 WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

Fri 12/12

12:27 pm-12:36 am

1 stop12h 09m

Philadelphia

Sun 12/14

5:45 pm-11:37 am

1 stop17h 52m

$172

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

Fri 1/9

11:09 am-11:44 pm

1 stop12h 35m

Pittsburgh

Sun 1/11

5:50 pm-10:19 am

1 stop16h 29m

$184

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

Fri 1/30

11:09 am-11:44 pm

1 stop12h 35m

Pittsburgh

Sun 2/1

5:50 pm-10:19 am

1 stop16h 29m

$184

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

Fri 2/6

11:09 am-11:42 pm

1 stop12h 33m

Pittsburgh

Sun 2/8

5:55 pm-10:19 am

1 stop16h 24m

$192

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

Fri 12/5

12:27 pm-11:16 pm

1 stop10h 49m

Philadelphia

Sun 12/7

6:53 pm-11:37 am

1 stop16h 44m

$213

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

Mon 2/2

11:09 am-11:42 pm

1 stop12h 33m

Pittsburgh

Mon 2/9

10:45 am-6:43 pm

1 stop7h 58m

$214

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

Fri 12/5

12:24 pm-7:46 am

1 stop19h 22m

Pittsburgh

Sun 12/7

3:36 pm-4:54 pm

1 stop25h 18m

$307

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

Sun 2/8

11:48 am-9:20 pm

1 stop9h 32m

Philadelphia

Sun 2/15

8:00 am-6:38 pm

1 stop10h 38m

$339

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

Sun 2/8

11:48 am-9:58 pm

1 stop10h 10m

Pittsburgh

Sat 2/14

6:51 pm-11:08 am

1 stop16h 17m

$357

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

Thu 12/11

11:43 am-8:39 pm

1 stop8h 56m

Philadelphia

Sun 12/14

10:00 pm-11:44 am

2 stops13h 44m

$509

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/10

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, 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.

  • 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 - Washington, D.C. Dulles Intl.

  • 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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