HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Pennsylvania

$110+ 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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — PHL
Jul 5 — Jul 121
Sat 7/5
Sat 7/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Stewart to Pennsylvania with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 30, 2025.

Round-trip from

$216
(Mytrip)

One-way from

$110
(Mytrip)

Popular in

April

Cheapest in

September

Average price

$326
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. 17% potential increase in price ($65 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals

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 30, 2025.

This Mytrip deal was found by Cheapflights users on 6/28. 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 8/2212:17 pmSWF - PIT
1 stop10h 53mMultiple Airlines
Sun 8/246:29 pmPIT - SWF
1 stop15h 43mMultiple Airlines
Deal found 6/28$216
This Mytrip deal was found by Cheapflights users on 6/28. 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 8/225:36 pmSWF - PHL
1 stop16h 20mMultiple Airlines
Mon 8/255:05 amPHL - SWF
1 stop11h 41mMultiple Airlines
Deal found 6/28$244
This Mytrip deal was found by Cheapflights users on 6/28. 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 7/257:56 pmSWF - IAD
2 stops24h 57mMultiple Airlines
Sun 7/2711:58 amIAD - SWF
3 stops31h 08mMultiple Airlines
Deal found 6/28$327
This Mytrip deal was found by Cheapflights users on 6/29. 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 7/411:19 amSWF - ABE
1 stop10h 43mAllegiant Air
Sat 7/56:00 amABE - SWF
1 stop10h 58mAllegiant Air
Deal found 6/29$378
This Gotogate deal was found by Cheapflights users on 6/29. 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.
Fri 8/11:28 pmSWF - PIT
1 stop19h 16mBreeze Airways
Sun 8/39:08 pmPIT - SWF
1 stop15h 40mBreeze Airways
Deal found 6/29$524
This Mytrip deal was found by Cheapflights users on 6/30. 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 7/37:52 pmSWF - MDT
1 stop12h 33mMultiple Airlines
Wed 7/99:18 pmMDT - SWF
3 stops39h 30mMultiple Airlines
Deal found 6/30$967

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 30, 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 8/22

12:17 pm-11:10 pm

1 stop10h 53m

Pittsburgh

Sun 8/24

6:29 pm-10:12 am

1 stop15h 43m

$216

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

Fri 8/22

5:36 pm-9:56 am

1 stop16h 20m

Philadelphia

Mon 8/25

5:05 am-4:46 pm

1 stop11h 41m

$244

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Fri 7/25

7:56 pm-8:53 pm

2 stops24h 57m

Washington, D.C. Dulles Intl

Sun 7/27

11:58 am-7:06 pm

3 stops31h 08m

$327

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

Fri 8/1

1:28 pm-8:44 am

1 stop19h 16m

Pittsburgh

Sun 8/3

9:08 pm-12:48 pm

1 stop15h 40m

$524

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

Mon 7/14

7:56 pm-7:16 pm

2 stops23h 20m

$110

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

Mon 9/1

12:17 pm-11:10 pm

1 stop10h 53m

$131

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Fri 8/1

7:56 pm-8:58 pm

2 stops25h 02m

$136

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Thu 10/2

7:11 pm-3:49 pm

2 stops20h 38m

$151

New WindsorHarrisburg

SWF - MDT

SWFMDT

New Windsor Stewart

Fri 8/22

11:02 am-8:23 pm

1 stop9h 21m

$176

New WindsorHarrisburg

SWF - MDT

SWFMDT

New Windsor Stewart

Mon 7/28

6:11 pm-5:55 pm

2 stops23h 44m

$185

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/28

Showing 1-10 of 14 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.

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 30, 2025.
Get a feel of what it's like to fly with Breeze Airways and Allegiant Air from New Windsor to Pennsylvania by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
182 reviews

Comfort

8.2

Boarding

8.4

Entertainment

6.6

Crew

8.8

Overall

8.1

Food

6.8

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
182 reviews
Breeze Airways
8.1
Very good
182 reviews

Comfort

8.2

Boarding

8.4

Entertainment

6.6

Crew

8.8

Overall

8.1

Food

6.8

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
7.2
Good
711 reviews
Breeze Airways
8.1
Very good
182 reviews

Comfort

8.2

Boarding

8.4

Entertainment

6.6

Crew

8.8

Overall

8.1

Food

6.8

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 - Wilkes-Barre Scranton.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Stewart to Pennsylvania

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to Las Vegas flights
Newark to Los Angeles flights
John F Kennedy Intl to Atlanta flights
LaGuardia to Dallas/Fort Worth flights
Newark to Fort Lauderdale flights
John F Kennedy Intl to Seattle flights
John F Kennedy Intl to O'Hare Intl flights
John F Kennedy Intl to Miami flights
Newark to Miami flights
John F Kennedy Intl to San Francisco flights
Newark to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
LaGuardia to Atlanta flights
Newark to Atlanta flights
Newark to Seattle flights
LaGuardia to Fort Lauderdale flights
LaGuardia to Orlando flights
LaGuardia to Miami flights
Newark to Orlando flights
John F Kennedy Intl to Dallas/Fort Worth flights
John F Kennedy Intl to Denver flights
LaGuardia to Denver flights
Newark to San Francisco flights
LaGuardia to Los Angeles flights
Newark to Dallas/Fort Worth flights
Newark to Las Vegas flights
John F Kennedy Intl to Fort Lauderdale flights
LaGuardia to Las Vegas flights
John F Kennedy Intl to Ontario flights
John F Kennedy Intl to Tampa flights
LaGuardia to Seattle flights
John F Kennedy Intl to Honolulu flights
John F Kennedy Intl to San Diego flights
LaGuardia to Hobby flights
Newark to Hobby flights
John F Kennedy Intl to Hobby flights
Newark to Denver flights
John F Kennedy Intl to Charlotte flights
John F Kennedy Intl to Sky Harbor Intl flights
Newark to Tampa flights
John F Kennedy Intl to West Palm Beach flights
Newark to George Bush Intcntl flights
Newark to Midway flights
John F Kennedy Intl to Midway flights
Newark to Sky Harbor Intl flights
LaGuardia to San Francisco flights
Newark to San Diego flights
Newark to Burbank flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.