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Stewart

$102+ 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 6/26. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SWF
abr. 27 — may. 41
dom. 4/27
dom. 5/4
1 adult, Economy
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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 abril 22, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$247
(Mytrip)

One-way from

$102
(Mytrip)

Popular in

November

Cheapest in

August

Average price

$285
Provider with most accurate pricing for Philadelphia-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Philadelphia-New York (NYC) flights.
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From Pennsylvania to New Windsor Stewart
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One-way flight from Pennsylvania to New Windsor Stewart
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Highest demand for flights based on searches. 23% potential increase in price ($100 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 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 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 abril 22, 2025.

This Mytrip deal was found by Cheapflights users on 4/21. 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.
vie. 5/239:29 pmPIT - SWF
1 stop12h 44mMultiple Airlines
lun. 5/2611:55 amSWF - PIT
2 stops23h 41mMultiple Airlines
Deal found 4/21$247
This Mytrip deal was found by Cheapflights users on 4/21. 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.
vie. 5/910:00 amPIT - SWF
1 stop9h 49mAllegiant Air
dom. 5/118:04 pmSWF - PIT
1 stop15h 23mAllegiant Air
Deal found 4/21$269
This Mytrip deal was found by Cheapflights users on 4/22. 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.
jue. 5/226:59 pmMDT - SWF
1 stop16h 06mAllegiant Air
jue. 5/2911:23 amSWF - MDT
1 stop22h 01mAllegiant Air
Deal found 4/22$278
This Mytrip deal was found by Cheapflights users on 4/22. 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.
vie. 6/65:45 amPHL - SWF
1 stop12h 43mMultiple Airlines
vie. 6/137:18 pmSWF - PHL
1 stop27h 21mMultiple Airlines
Deal found 4/22$301
This Mytrip deal was found by Cheapflights users on 4/21. 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.
mié. 5/216:20 pmERI - SWF
2 stops22h 59mMultiple Airlines
vie. 5/2311:55 amSWF - ERI
2 stops29h 40mMultiple Airlines
Deal found 4/21$545
This KAYAK deal was found by Cheapflights users on 4/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 6/129:08 pmPIT - SWF
1 stop15h 40mBreeze Airways
lun. 6/161:28 pmSWF - PIT
1 stop19h 16mBreeze Airways
Deal found 4/20$552
This Mytrip deal was found by Cheapflights users on 4/22. 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.
sáb. 4/268:25 amIAD - SWF
3 stops32h 38mMultiple Airlines
dom. 4/278:04 pmSWF - IAD
3 stops20h 11mMultiple Airlines
Deal found 4/22$1,075
This Mytrip deal was found by Cheapflights users on 4/22. 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.
mié. 5/78:57 pmELM - SWF
3 stops39h 51mMultiple Airlines
dom. 5/1112:06 pmSWF - ELM
3 stops29h 59mMultiple Airlines
Deal found 4/22$1,080

Cheapflights Fare Finder

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 abril 22, 2025.
Use the filters below to find and compare flights from Pennsylvania to New Windsor that are best for you.

Fly from

Pennsylvania

Fly to

Stewart

Route

Depart

Return

Price

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

vie. 5/23

9:29 pm-10:13 am

1 stop12h 44m

New Windsor Stewart

lun. 5/26

11:55 am-11:36 am

2 stops23h 41m

$247

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

vie. 5/9

10:00 am-7:49 pm

1 stop9h 49m

New Windsor Stewart

dom. 5/11

8:04 pm-11:27 am

1 stop15h 23m

$269

HarrisburgNew Windsor

MDT - SWF

MDTSWF

Harrisburg

jue. 5/22

6:59 pm-11:05 am

1 stop16h 06m

New Windsor Stewart

jue. 5/29

11:23 am-9:24 am

1 stop22h 01m

$278

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

vie. 6/6

5:45 am-6:28 pm

1 stop12h 43m

New Windsor Stewart

vie. 6/13

7:18 pm-10:39 pm

1 stop27h 21m

$301

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

jue. 5/22

11:54 am-11:05 am

2 stops23h 11m

New Windsor Stewart

sáb. 5/24

1:17 pm-11:04 am

3 stops21h 47m

$423

ErieNew Windsor

ERI - SWF

ERISWF

Erie

mié. 5/21

6:20 pm-5:19 pm

2 stops22h 59m

New Windsor Stewart

vie. 5/23

11:55 am-5:35 pm

2 stops29h 40m

$545

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

jue. 6/12

9:08 pm-12:48 pm

1 stop15h 40m

New Windsor Stewart

lun. 6/16

1:28 pm-8:44 am

1 stop19h 16m

$552

ElmiraNew Windsor

ELM - SWF

ELMSWF

Corning-Elmira

mié. 5/7

8:57 pm-12:48 pm

3 stops39h 51m

New Windsor Stewart

dom. 5/11

12:06 pm-6:05 pm

3 stops29h 59m

$1,080

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

jue. 6/26

9:21 am-10:31 am

1 stop25h 10m

$102

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

dom. 5/18

7:00 am-11:05 am

1 stop28h 05m

$108

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/21

Showing 1-10 of 17 results
1
2

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.

Cheapflights Insights

Everything you need to know about your flight from Pennsylvania to New Windsor

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 $224). 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 abril 22, 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 abril 22, 2025.
Breeze Airways
8.1
Very good
158 reviews

Crew

8.8

Food

6.7

Overall

8.1

Boarding

8.3

Comfort

8.2

Entertainment

6.6

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

Crew

8.8

Food

6.7

Overall

8.1

Boarding

8.3

Comfort

8.2

Entertainment

6.6

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

Crew

8.8

Food

6.7

Overall

8.1

Boarding

8.3

Comfort

8.2

Entertainment

6.6

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 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?

    When deciding which route to take from Pennsylvania to New Windsor consider Pittsburgh - New Windsor Stewart, Washington, D.C. Dulles Intl - New Windsor Stewart or Philadelphia - New Windsor Stewart as they are the most popular.

  • 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 $224). 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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