Stewart

$92+ Cheap flights from Pennsylvania to New Windsor (SWF)

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 3/13. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SWF
Feb 25 — Mar 41
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Cheap flight deals from Pennsylvania to Stewart

Keep the following information in mind while searching for Pennsylvania to Stewart flight deals. Data was last updated February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$194
(Mytrip)

One-way from

$92
(Mytrip)

Popular in

December

Cheapest in

August

Average price

$418
Provider with most accurate pricing for Philadelphia-New York (NYC) flight deals.
Provider most trusted by Cheapflights users for Philadelphia-New York (NYC) flights.
From Pennsylvania to New Windsor Stewart
One-way flight from Pennsylvania to New Windsor Stewart
Highest demand for flights based on searches. 23% potential increase in price ($98 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
Average for round-trip flights in February 2025

Find flight deals from Pennsylvania to Stewart

Cheapest flights from Pennsylvania to Stewart
Explore the most affordable flight options available from Pennsylvania to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/19. 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.
Thu 3/67:22 pmPIT - SWF
1 stop13h 58mMultiple Airlines
Mon 3/1012:00 pmSWF - PIT
1 stop23h 45mMultiple Airlines
Deal found 2/19$194
This Mytrip deal was found by Cheapflights users on 2/19. 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 6/21:14 pmMDT - SWF
1 stop22h 09mAllegiant Air
Mon 6/97:18 pmSWF - MDT
1 stop22h 30mAllegiant Air
Deal found 2/19$265
This eDestinos deal was found by Cheapflights users on 2/18. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/202:59 pmABE - SWF
1 stop29h 07mMultiple Airlines
Thu 3/277:54 pmSWF - ABE
1 stop18h 19mMultiple Airlines
Deal found 2/18$270
This Mytrip deal was found by Cheapflights users on 2/19. 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 6/2012:30 pmPIT - SWF
1 stop4h 51mAllegiant Air
Sun 6/226:41 pmSWF - PIT
1 stop26h 44mAllegiant Air
Deal found 2/19$335
This Mytrip deal was found by Cheapflights users on 2/18. 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.
Thu 3/612:55 pmIAD - SWF
3 stops20h 25mMultiple Airlines
Mon 3/1010:10 amSWF - IAD
3 stops25h 16mMultiple Airlines
Deal found 2/18$342
This Breeze Airways deal was found by Cheapflights users on 2/20. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/219:08 pmPIT - SWF
1 stop15h 40mBreeze Airways
Sun 8/317:52 pmSWF - PIT
2 stops16h 51mBreeze Airways
Deal found 2/20$938

Find flights from Pennsylvania to Stewart within your budget

Customize your flight search to find flights from Pennsylvania to Stewart 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 February 20, 2025.

Fly from

Pennsylvania

Fly to

Stewart

Route

Depart

Return

Price

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 3/6

7:22 pm-9:20 am

1 stop13h 58m

New Windsor Stewart

Mon 3/10

12:00 pm-11:45 am

1 stop23h 45m

$194

HarrisburgNew Windsor

MDT - SWF

MDTSWF

Harrisburg

Mon 6/2

1:14 pm-11:23 am

1 stop22h 09m

New Windsor Stewart

Mon 6/9

7:18 pm-5:48 pm

1 stop22h 30m

$265

AllentownNew Windsor

ABE - SWF

ABESWF

Allentown-Bethlehem

Thu 3/20

2:59 pm-8:06 pm

1 stop29h 07m

New Windsor Stewart

Thu 3/27

7:54 pm-2:13 pm

1 stop18h 19m

$270

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Fri 6/20

12:30 pm-5:21 pm

1 stop4h 51m

New Windsor Stewart

Sun 6/22

6:41 pm-9:25 pm

1 stop26h 44m

$335

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Thu 3/6

12:55 pm-9:20 am

3 stops20h 25m

New Windsor Stewart

Mon 3/10

10:10 am-11:26 am

3 stops25h 16m

$342

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 3/13

6:14 pm-9:20 am

1 stop15h 06m

$92

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Sun 3/30

7:10 am-9:20 am

1 stop26h 10m

$102

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 5/1

6:06 pm-9:11 am

1 stop15h 05m

$121

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Thu 2/27

5:53 pm-11:25 am

1 stop17h 32m

$222

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Mon 2/24

9:47 am-4:24 pm

1 stop6h 37m

$352

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 11 results
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Best time to book a flight from Pennsylvania to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Pennsylvania 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.

Travel insights for flights from Pennsylvania to Stewart

Get recent, data-driven insights about flights from Pennsylvania to Stewart including ideal travel times, pricing trends, and more.

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

Currently, October is the cheapest month in which you can book a flight from Pennsylvania to New Windsor (average of $109). Flying from Pennsylvania to New Windsor in August is currently the most expensive (average of $226). 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.

What is the cheapest time of day to fly from PA to SWF?

Find hourly flight availability from Pennsylvania to Stewart. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 20, 2025.

When flying from Pennsylvania to New Windsor, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Stewart

Get insights into the airlines that provide service to Stewart. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Stewart. Reviews last updated February 20, 2025.

Crew

8.1

Food

5.9

Comfort

6.8

Overall

7.3

Boarding

7.6

Entertainment

5.5

Reviews

1 / 20

10.0
Excellent

Joellen,Aug 2024

LAS - GEG

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.

Crew

8.1

Food

5.9

Comfort

6.8

Overall

7.3

Boarding

7.6

Entertainment

5.5

Reviews

1 / 20

10.0
Excellent

Joellen,Aug 2024

LAS - GEG

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.

Related info for your journey

Find useful and relevant information for your journey from Pennsylvania to Stewart. 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 into for flights to New Windsor from Pennsylvania?

    Most people fly into New Windsor Stewart (SWF) if they book a flight to New Windsor from Pennsylvania. Stewart is conveniently located just 4.3 mi from New Windsor’s city center.

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Pennsylvania to Stewart 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 Pennsylvania to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Pennsylvania to New Windsor (average of $109). Flying from Pennsylvania to New Windsor in August is currently the most expensive (average of $226). 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

Traveling to a place near Pennsylvania?

Book flights to Pennsylvania if you plan to visit one of these locations
Kingston

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