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Pennsylvania

$102+ 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 7/21. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — PHL
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$216
(Mytrip)

One-way from

$102
(Mytrip)

Popular in

April

Cheapest in

September

Average price

$306
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 ($67 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This Mytrip deal was found by Cheapflights users on 6/11. 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.
Sun 7/276:42 pmSWF - PIT
1 stop26h 44mAllegiant Air
Sun 8/36:30 amPIT - SWF
1 stop27h 59mAllegiant Air
Deal found 6/11$216
This Booking.com deal was found by Cheapflights users on 6/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/217:56 pmSWF - PIT
1 stop27h 19mMultiple Airlines
Fri 7/253:37 pmPIT - SWF
1 stop18h 36mMultiple Airlines
Deal found 6/10$221
This Mytrip deal was found by Cheapflights users on 6/11. 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 7/256:11 pmSWF - MDT
1 stop26h 19mAllegiant Air
Sun 7/277:00 pmMDT - SWF
1 stop24h 06mAllegiant Air
Deal found 6/11$227
This Mytrip deal was found by Cheapflights users on 6/10. 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.
Fri 7/117:56 pmSWF - PHL
1 stop27h 34mMultiple Airlines
Mon 7/146:00 amPHL - SWF
1 stop13h 06mMultiple Airlines
Deal found 6/10$266
This Mytrip deal was found by Cheapflights users on 6/10. 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.
Fri 7/117:56 pmSWF - IAD
2 stops24h 57mMultiple Airlines
Sun 7/139:25 amIAD - SWF
1 stop25h 04mMultiple Airlines
Deal found 6/10$269
This Mytrip deal was found by Cheapflights users on 6/12. 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.
Sat 7/1911:03 amSWF - IAD
2 stops24h 05mAllegiant Air
Sun 7/279:25 amIAD - SWF
1 stop25h 04mAllegiant Air
Deal found 6/12$293
This Mytrip deal was found by Cheapflights users on 6/11. 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 7/256:11 pmSWF - MDT
1 stop26h 19mMultiple Airlines
Sun 7/274:36 pmMDT - SWF
2 stops26h 30mMultiple Airlines
Deal found 6/11$302
This FlightHub deal was found by Cheapflights users on 6/11. 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 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 6/11$516
This Gotogate deal was found by Cheapflights users on 6/11. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/267:52 pmSWF - AVP
1 stop24h 11mBreeze Airways
Mon 6/308:43 pmAVP - SWF
1 stop15h 13mBreeze Airways
Deal found 6/11$560
This Mytrip deal was found by Cheapflights users on 6/10. 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.
Fri 6/135:56 pmSWF - ABE
1 stop16h 08mAllegiant Air
Sun 6/151:54 pmABE - SWF
1 stop27h 12mAllegiant Air
Deal found 6/10$563
This Mytrip deal was found by Cheapflights users on 6/12. 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.
Sun 7/136:42 pmSWF - AVP
2 stops25h 21mMultiple Airlines
Wed 7/168:18 pmAVP - SWF
1 stop22h 54mMultiple Airlines
Deal found 6/12$611
This Mytrip deal was found by Cheapflights users on 6/10. 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.
Fri 6/135:56 pmSWF - ABE
1 stop16h 08mMultiple Airlines
Sun 6/154:14 pmABE - SWF
2 stops26h 14mMultiple Airlines
Deal found 6/10$619

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 June 12, 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

Sun 7/27

6:42 pm-9:26 pm

1 stop26h 44m

Pittsburgh

Sun 8/3

6:30 am-10:29 am

1 stop27h 59m

$216

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

Mon 7/21

7:56 pm-11:15 pm

1 stop27h 19m

Pittsburgh

Fri 7/25

3:37 pm-10:13 am

1 stop18h 36m

$221

New WindsorHarrisburg

SWF - MDT

SWFMDT

New Windsor Stewart

Fri 7/25

6:11 pm-8:30 pm

1 stop26h 19m

Harrisburg

Sun 7/27

7:00 pm-7:06 pm

1 stop24h 06m

$227

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

Fri 7/11

7:56 pm-11:30 pm

1 stop27h 34m

Philadelphia

Mon 7/14

6:00 am-7:06 pm

1 stop13h 06m

$266

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Fri 7/11

7:56 pm-8:53 pm

2 stops24h 57m

Washington, D.C. Dulles Intl

Sun 7/13

9:25 am-10:29 am

1 stop25h 04m

$269

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Sat 7/19

11:03 am-11:08 am

2 stops24h 05m

Washington, D.C. Dulles Intl

Sun 7/27

9:25 am-10:29 am

1 stop25h 04m

$293

New WindsorHarrisburg

SWF - MDT

SWFMDT

New Windsor Stewart

Fri 7/25

6:11 pm-8:30 pm

1 stop26h 19m

Harrisburg

Sun 7/27

4:36 pm-7:06 pm

2 stops26h 30m

$302

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

$516

New WindsorScranton

SWF - AVP

SWFAVP

New Windsor Stewart

Thu 6/26

7:52 pm-8:03 pm

1 stop24h 11m

Wilkes-Barre Scranton

Mon 6/30

8:43 pm-11:56 am

1 stop15h 13m

$560

New WindsorScranton

SWF - AVP

SWFAVP

New Windsor Stewart

Sun 7/13

6:42 pm-8:03 pm

2 stops25h 21m

Wilkes-Barre Scranton

Wed 7/16

8:18 pm-7:12 pm

1 stop22h 54m

$611

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 20 results
1
2

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 June 12, 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 June 12, 2025.
Read reviews from past customers who have flown Breeze Airways and Allegiant Air from New Windsor to Pennsylvania. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
178 reviews

Crew

8.8

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.6

Boarding

8.3

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
178 reviews
Breeze Airways
8.1
Very good
178 reviews

Crew

8.8

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.6

Boarding

8.3

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
725 reviews
Breeze Airways
8.1
Very good
178 reviews

Crew

8.8

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.6

Boarding

8.3

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 - Washington, D.C. Dulles Intl and New Windsor Stewart - Philadelphia.

  • 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.

See more FAQs

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