HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Pennsylvania

$109+ 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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — PHL
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
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

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 February 3, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Mon 2/2312:11 pm
SWF
-
PHL
2 stops26h 33m
Multiple Airlines
Sat 2/288:59 pm
PHL
-
SWF
1 stop14h 03m
Multiple Airlines
Deal found 2/1$230
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 3/510:09 am
SWF
-
PHL
1 stop9h 43m
Multiple Airlines
Sun 3/810:38 pm
PHL
-
SWF
1 stop11h 34m
Multiple Airlines
Deal found 1/31$232
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 2/67:33 pm
SWF
-
PHL
1 stop15h 04m
Multiple Airlines
Sun 2/810:45 pm
PHL
-
SWF
1 stop19h 58m
Multiple Airlines
Deal found 2/2$297
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 5/711:45 am
SWF
-
PIT
1 stop11h 57m
Multiple Airlines
Sun 5/105:15 pm
PIT
-
SWF
1 stop17h 40m
Multiple Airlines
Deal found 2/3$308
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 4/911:48 am
SWF
-
MDT
1 stop8h 38m
Multiple Airlines
Sun 4/128:26 pm
MDT
-
SWF
1 stop14h 24m
Multiple Airlines
Deal found 1/31$363
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 6/129:39 am
SWF
-
PIT
1 stop10h 58m
Multiple Airlines
Sun 6/145:47 pm
PIT
-
SWF
1 stop17h 48m
Multiple Airlines
Deal found 2/2$365
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 2/1211:48 am
SWF
-
IAD
1 stop19h 32m
Multiple Airlines
Sun 2/159:17 pm
IAD
-
SWF
2 stops14h 14m
Multiple Airlines
Deal found 1/31$411
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 2/611:09 am
SWF
-
PIT
1 stop12h 35m
Multiple Airlines
Sun 2/84:29 pm
PIT
-
SWF
1 stop26h 14m
Multiple Airlines
Deal found 2/2$412
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Sat 7/44:13 pm
SWF
-
PIT
1 stop6h 12m
Allegiant Air
Mon 7/1311:33 am
PIT
-
SWF
1 stop7h 18m
Allegiant Air
Deal found 2/3$444
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 5/2110:28 am
SWF
-
PIT
1 stop13h 14m
Multiple Airlines
Mon 5/2511:38 am
PIT
-
SWF
1 stop7h 18m
Multiple Airlines
Deal found 2/2$449
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 6/1810:28 am
SWF
-
PIT
1 stop13h 14m
Multiple Airlines
Sun 6/214:46 pm
PIT
-
SWF
2 stops16h 03m
Multiple Airlines
Deal found 1/31$453
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 6/199:39 am
SWF
-
PIT
1 stop10h 58m
Multiple Airlines
Wed 7/15:29 pm
PIT
-
SWF
1 stop15h 29m
Multiple Airlines
Deal found 2/2$474

Find flight deals from Stewart to Pennsylvania

Keep the following information in mind while searching for Stewart to Pennsylvania flight deals. Data was last updated February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$230
(Kiwi.com)

One-way from

$109
(Kiwi.com)

Popular in

October

Cheapest in

March

Average price

$494
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. 14% potential increase in price ($73 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 February 3, 2026.
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

Mon 2/23

12:11 pm-2:44 pm

2 stops26h 33m

Philadelphia

Sat 2/28

8:59 pm-11:02 am

1 stop14h 03m

$230

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

Thu 3/5

10:09 am-7:52 pm

1 stop9h 43m

Philadelphia

Sun 3/8

10:38 pm-10:12 am

1 stop11h 34m

$232

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

Fri 2/6

7:33 pm-10:37 am

1 stop15h 04m

Philadelphia

Sun 2/8

10:45 pm-6:43 pm

1 stop19h 58m

$297

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

Thu 5/7

11:45 am-11:42 pm

1 stop11h 57m

Pittsburgh

Sun 5/10

5:15 pm-10:55 am

1 stop17h 40m

$308

New WindsorHarrisburg

SWF - MDT

SWFMDT

New Windsor Stewart

Thu 4/9

11:48 am-8:26 pm

1 stop8h 38m

Harrisburg

Sun 4/12

8:26 pm-10:50 am

1 stop14h 24m

$363

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

Fri 6/12

9:39 am-8:37 pm

1 stop10h 58m

Pittsburgh

Sun 6/14

5:47 pm-11:35 am

1 stop17h 48m

$365

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Thu 2/12

11:48 am-7:20 am

1 stop19h 32m

Washington, D.C. Dulles Intl

Sun 2/15

9:17 pm-11:31 am

2 stops14h 14m

$411

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

Sat 7/4

4:13 pm-10:25 pm

1 stop6h 12m

Pittsburgh

Mon 7/13

11:33 am-6:51 pm

1 stop7h 18m

$444

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

Thu 5/21

10:28 am-11:42 pm

1 stop13h 14m

Pittsburgh

Mon 5/25

11:38 am-6:56 pm

1 stop7h 18m

$449

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

Thu 6/18

10:28 am-11:42 pm

1 stop13h 14m

Pittsburgh

Sun 6/21

4:46 pm-8:49 am

2 stops16h 03m

$453

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 48 results
1
2
3
...
5

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 January is currently the most expensive (average of $81). 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.

  • How long is the flight from New Windsor to Pennsylvania?

    Departing from New Windsor to Pennsylvania will take you 6h 12m. Airlines will cover a distance of 327 mi.

  • 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 January is currently the most expensive (average of $81). 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 Miami flights
John F Kennedy Intl to Fort Lauderdale flights
Newark to Fort Lauderdale flights
Newark to Miami flights
LaGuardia to Fort Lauderdale flights
LaGuardia to Miami flights
John F Kennedy Intl to Orlando flights
Newark to West Palm Beach flights
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to West Palm Beach flights
John F Kennedy Intl to Las Vegas flights
Newark to Las Vegas flights
Newark to Orlando flights
LaGuardia to Orlando flights
John F Kennedy Intl to Dallas/Fort Worth flights
LaGuardia to Dallas/Fort Worth flights
John F Kennedy Intl to Tampa flights
Newark to Tampa flights
John F Kennedy Intl to New Orleans flights
LaGuardia to Tampa flights
John F Kennedy Intl to Sky Harbor Intl flights
LaGuardia to West Palm Beach flights
Newark to Sky Harbor Intl flights
John F Kennedy Intl to San Francisco flights
Newark to New Orleans flights
Newark to Los Angeles flights
Newark to Hobby flights
John F Kennedy Intl to Atlanta flights
LaGuardia to New Orleans flights
John F Kennedy Intl to Hobby flights
Newark to Dallas/Fort Worth flights
Newark to San Francisco flights
LaGuardia to Los Angeles flights
LaGuardia to Hobby flights
Newark to Fort Myers flights
John F Kennedy Intl to Austin flights
LaGuardia to Las Vegas flights
John F Kennedy Intl to Fort Myers flights
Newark to Denver flights
LaGuardia to Atlanta flights
Newark to George Bush Intcntl flights
Newark to Seattle flights
LaGuardia to Denver flights
John F Kennedy Intl to O'Hare Intl flights
John F Kennedy Intl to George Bush Intcntl flights
John F Kennedy Intl to Denver flights
John F Kennedy Intl to Honolulu flights
LaGuardia to Fort Myers flights
Newark to Atlanta flights
White Plains to Orlando 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.