HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Stewart

$119+ Cheap flights from Philadelphia to New Windsor (PHL - 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 3/21. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SWF
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Philadelphia to Stewart 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 Philadelphia to Stewart

Cheapest flights from Philadelphia to Stewart
Explore the most affordable flight options available from Philadelphia to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 26, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/24. 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.
Sun 2/83:25 pm
PHL
-
SWF
1 stop18h 54m
Multiple Airlines
Thu 2/1211:42 am
SWF
-
PHL
1 stop27h 52m
Multiple Airlines
Deal found 1/24$326
This Kiwi.com deal was found by Cheapflights users on 1/24. 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.
Sun 1/258:43 pm
PHL
-
SWF
2 stops14h 48m
Multiple Airlines
Sun 2/112:13 pm
SWF
-
PHL
1 stop9h 31m
Multiple Airlines
Deal found 1/24$741

Find flight deals from Philadelphia to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Philadelphia (PHL) to Stewart (SWF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$326
(Kiwi.com)

One-way from

$119
(Kiwi.com)

Popular in

November

Cheapest in

August

Average price

$227
Provider with most accurate pricing for Philadelphia-New Windsor Stewart flight deals.
Search Deals
Provider most trusted by Cheapflights users for Philadelphia-New Windsor Stewart flights.
Search Deals
From Philadelphia to New Windsor Stewart
Search Deals
One-way flight from Philadelphia to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($41 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Philadelphia 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 January 26, 2026.
Use the filters below to find and compare flights from Philadelphia to New Windsor that are best for you.

Fly from

Philadelphia

Fly to

Stewart

Route

Depart

Return

Price

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Sun 2/8

3:25 pm-10:19 am

1 stop18h 54m

New Windsor Stewart

Thu 2/12

11:42 am-3:34 pm

1 stop27h 52m

$326

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Sat 3/21

5:28 pm-9:39 am

1 stop16h 11m

$119

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Mon 2/9

8:00 am-6:43 pm

1 stop10h 43m

$125

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Thu 3/19

10:08 pm-8:52 am

1 stop10h 44m

$133

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Thu 2/5

2:40 pm-10:19 am

1 stop19h 39m

$141

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Sun 3/22

12:47 pm-11:31 am

2 stops22h 44m

$235

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Thu 2/12

6:00 am-11:31 am

2 stops29h 31m

$247

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/23

Compare providers for flights from Philadelphia to Stewart

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Philadelphia to Stewart in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Philadelphia-New Windsor flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Philadelphia-New Windsor flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Philadelphia-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Philadelphia-New Windsor flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Philadelphia-New Windsor flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Philadelphia to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Philadelphia 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 Philadelphia to New Windsor

What is the cheapest month to book a flight from Philadelphia to New Windsor?

Currently, May is the cheapest month in which you can book a flight from Philadelphia to New Windsor (average of $155). Flying from Philadelphia to New Windsor in October is currently the most expensive (average of $496). 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 Philadelphia to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Philadelphia to Stewart that include hotel bookings?

    Yes. In addition to deals on Philadelphia to Stewart flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Philadelphia to Stewart?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Philadelphia to Stewart.

  • Can I find deals for business class flights from Philadelphia to Stewart?

    Yes. Cheapflights offers flight deals from Philadelphia 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 Philadelphia to New Windsor?

    Currently, May is the cheapest month in which you can book a flight from Philadelphia to New Windsor (average of $155). Flying from Philadelphia to New Windsor in October is currently the most expensive (average of $496). 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 New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Kingston

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 Philadelphia to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
Pittsburgh to John F Kennedy Intl flights
Pittsburgh to Newark flights
Pittsburgh to LaGuardia flights
Reagan-National to LaGuardia flights
John F Kennedy Intl to Buffalo flights
LaGuardia to Buffalo flights
Dulles Intl to John F Kennedy Intl flights
Newark to Buffalo flights
Reagan-National to John F Kennedy Intl flights
Dulles Intl to Newark flights
Reagan-National to Newark flights
Dulles Intl to LaGuardia flights
John F Kennedy Intl to Rochester flights
Reagan-National to Albany flights
Dulles Intl to Syracuse flights
Dulles Intl to Albany flights
LaGuardia to Rochester flights
Newark to Rochester flights
Dulles Intl to Buffalo flights
Dulles Intl to Rochester flights
Dulles Intl to Ithaca flights
John F Kennedy Intl to Syracuse flights
Reagan-National to Buffalo flights
Reagan-National to Rochester flights
LaGuardia to Syracuse flights
Newark to Syracuse flights
Reagan-National to Syracuse flights
Philadelphia to Rochester flights
Philadelphia to John F Kennedy Intl flights
Pittsburgh to Syracuse flights
Philadelphia to Newark flights
Newark to Ithaca flights
John F Kennedy Intl to Ithaca flights
Philadelphia to Buffalo flights
Reagan-National to Ithaca flights
LaGuardia to Ithaca flights
Philadelphia to LaGuardia flights
Dulles Intl to White Plains flights
Newark to Albany flights
John F Kennedy Intl to Albany flights
Philadelphia to Albany flights
Pittsburgh to Stewart flights
Reagan-National to Saranac Lake flights
Reagan-National to White Plains flights
Reagan-National to Rutland flights
Philadelphia to Syracuse flights
John F Kennedy Intl to White Plains flights
Harrisburg to LaGuardia flights
Pittsburgh to Albany flights
Pittsburgh to White Plains 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.