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$104+ 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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — PHL
Apr 20 — Apr 271
Sun 4/20
Sun 4/27
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 April 15, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$219
(eDestinos)

One-way from

$104
(Mytrip)

Popular in

February

Cheapest in

September

Average price

$330
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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. 17% potential increase in price ($62 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 15, 2025.

This Mytrip deal was found by Cheapflights users on 4/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/3011:55 amSWF - PIT
1 stop11h 24mMultiple Airlines
Sun 6/17:00 amPIT - SWF
1 stop28h 05mMultiple Airlines
Deal found 4/14$238
This Mytrip deal was found by Cheapflights users on 4/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/18:04 pmSWF - PIT
1 stop14h 43mAllegiant Air
Sun 5/46:06 pmPIT - SWF
1 stop15h 05mAllegiant Air
Deal found 4/14$268
This Mytrip deal was found by Cheapflights users on 4/15. 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.
Fri 5/3011:55 amSWF - PHL
1 stop10h 48mMultiple Airlines
Fri 6/65:45 amPHL - SWF
1 stop12h 43mMultiple Airlines
Deal found 4/15$297
This Mytrip deal was found by Cheapflights users on 4/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2510:01 amSWF - MDT
1 stop29h 07mAllegiant Air
Sun 4/2711:40 amMDT - SWF
1 stop5h 23mAllegiant Air
Deal found 4/14$393
This FlightHub deal was found by Cheapflights users on 4/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/221:28 pmSWF - PIT
1 stop19h 16mBreeze Airways
Sun 8/249:08 pmPIT - SWF
1 stop15h 40mBreeze Airways
Deal found 4/14$503
This Mytrip deal was found by Cheapflights users on 4/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/189:51 amSWF - ELM
1 stop23h 23mAllegiant Air
Sun 4/204:12 pmELM - SWF
1 stop16h 49mAllegiant Air
Deal found 4/14$768
This Mytrip deal was found by Cheapflights users on 4/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/177:54 pmSWF - IAD
3 stops20h 21mMultiple Airlines
Sun 4/207:30 amIAD - SWF
3 stops27h 50mMultiple Airlines
Deal found 4/14$1,385

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 April 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

Fri 5/30

11:55 am-11:19 pm

1 stop11h 24m

Pittsburgh

Sun 6/1

7:00 am-11:05 am

1 stop28h 05m

$238

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

Thu 5/1

8:04 pm-10:47 am

1 stop14h 43m

Pittsburgh

Sun 5/4

6:06 pm-9:11 am

1 stop15h 05m

$268

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

Fri 5/30

11:55 am-10:43 pm

1 stop10h 48m

Philadelphia

Fri 6/6

5:45 am-6:28 pm

1 stop12h 43m

$297

New WindsorHarrisburg

SWF - MDT

SWFMDT

New Windsor Stewart

Fri 4/25

10:01 am-3:08 pm

1 stop29h 07m

Harrisburg

Sun 4/27

11:40 am-5:03 pm

1 stop5h 23m

$393

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

Fri 8/22

1:28 pm-8:44 am

1 stop19h 16m

Pittsburgh

Sun 8/24

9:08 pm-12:48 pm

1 stop15h 40m

$503

New WindsorElmira

SWF - ELM

SWFELM

New Windsor Stewart

Fri 4/18

9:51 am-9:14 am

1 stop23h 23m

Corning-Elmira

Sun 4/20

4:12 pm-9:01 am

1 stop16h 49m

$768

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

Fri 5/9

11:50 am-11:19 pm

1 stop11h 29m

$104

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Mon 4/28

10:01 am-5:41 pm

1 stop7h 40m

$122

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

Fri 5/16

11:55 am-10:43 pm

1 stop10h 48m

$124

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

Thu 5/1

8:04 pm-10:47 am

1 stop14h 43m

$133

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

Showing 1-10 of 12 results
1
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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.

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

Find hourly flight availability from Stewart to Pennsylvania. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 15, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from New Windsor to Pennsylvania as you normally would.

Rainfall in Pennsylvania by month

Plan your trip to Pennsylvania by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Pennsylvania ranges from 2.7 - 4.4 inches per month. July is typically the wettest month, when rainfall can reach 4.4 in. February is typically the driest time to visit Pennsylvania when rainfall is around 2.7 in.

Temperature in Pennsylvania by month

Plan your trip to Pennsylvania by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Pennsylvania, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

Reviews of airlines servicing Pennsylvania

Get insights into the airlines that provide service to Pennsylvania. 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 Pennsylvania. Reviews last updated April 15, 2025.
Breeze Airways
8.1
Very good
158 reviews

Entertainment

6.6

Overall

8.1

Comfort

8.2

Food

6.7

Boarding

8.3

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
158 reviews
Breeze Airways
8.1
Very good
158 reviews

Entertainment

6.6

Overall

8.1

Comfort

8.2

Food

6.7

Boarding

8.3

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Allegiant Air
7.3
Good
734 reviews
Breeze Airways
8.1
Very good
158 reviews

Entertainment

6.6

Overall

8.1

Comfort

8.2

Food

6.7

Boarding

8.3

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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 - 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, 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.

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