HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Stewart

$94+ 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 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SWF
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
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

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 October 27, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$188
(Kiwi.com)

One-way from

$94
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$419
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. 15% potential increase in price ($63 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Find 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 October 27, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/1012:39 pmPHL - SWF
2 stops21h 47mMultiple Airlines
Fri 11/1411:01 amSWF - PHL
1 stop29h 10mMultiple Airlines
Deal found 10/26$322
This Mytrip deal was found by Cheapflights users on 10/26. 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.
Mon 10/275:33 amPHL - SWF
1 stop8h 38mMultiple Airlines
Mon 11/312:01 pmSWF - PHL
1 stop11h 25mMultiple Airlines
Deal found 10/26$350
This Mytrip deal was found by Cheapflights users on 10/25. 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 10/261:58 pmPHL - SWF
2 stops24h 13mMultiple Airlines
Thu 10/301:35 pmSWF - PHL
2 stops19h 57mMultiple Airlines
Deal found 10/25$442
This Mytrip deal was found by Cheapflights users on 10/25. 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.
Mon 10/275:33 amPHL - SWF
1 stop8h 38mMultiple Airlines
Mon 10/276:39 pmSWF - PHL
2 stops18h 14mMultiple Airlines
Deal found 10/25$457
This Mytrip deal was found by Cheapflights users on 10/26. 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 11/236:15 amPHL - SWF
2 stops27h 52mMultiple Airlines
Sun 11/306:04 pmSWF - PHL
3 stops24h 50mMultiple Airlines
Deal found 10/26$495
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/89:08 pmPHL - SWF
1 stop13h 55mMultiple Airlines
Mon 11/1012:24 pmSWF - PHL
2 stops13h 00mMultiple Airlines
Deal found 10/26$729
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/248:42 pmPHL - SWF
1 stop12h 11mMultiple Airlines
Mon 12/112:24 pmSWF - PHL
2 stops12h 18mMultiple Airlines
Deal found 10/26$737

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 October 27, 2025.
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

Sat 2/14

8:00 pm-11:08 am

1 stop15h 08m

New Windsor Stewart

Sun 2/22

11:52 am-12:32 am

1 stop12h 40m

$288

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Mon 11/10

12:39 pm-10:26 am

2 stops21h 47m

New Windsor Stewart

Fri 11/14

11:01 am-4:11 pm

1 stop29h 10m

$322

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Sun 11/23

6:15 am-10:07 am

2 stops27h 52m

New Windsor Stewart

Sun 11/30

6:04 pm-6:54 pm

3 stops24h 50m

$495

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Sat 11/8

9:08 pm-11:03 am

1 stop13h 55m

New Windsor Stewart

Mon 11/10

12:24 pm-1:24 am

2 stops13h 00m

$729

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Mon 11/24

8:42 pm-8:53 am

1 stop12h 11m

New Windsor Stewart

Mon 12/1

12:24 pm-12:42 am

2 stops12h 18m

$737

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Sun 12/7

5:45 pm-11:37 am

1 stop17h 52m

$94

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Sat 1/24

8:05 pm-11:31 am

2 stops39h 26m

$155

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Wed 11/26

8:00 am-11:03 am

2 stops27h 03m

$156

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Sun 11/2

5:50 am-11:11 am

2 stops29h 21m

$161

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Sat 11/1

8:43 pm-12:03 pm

2 stops15h 20m

$198

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/24

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Philadelphia-New Windsor flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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.
Dulles Intl to John F Kennedy Intl flights
Pittsburgh to John F Kennedy Intl flights
Pittsburgh to LaGuardia flights
Pittsburgh to Newark flights
Reagan-National to John F Kennedy Intl flights
Reagan-National to LaGuardia flights
Dulles Intl to LaGuardia flights
John F Kennedy Intl to Buffalo flights
Newark to Buffalo flights
Reagan-National to Newark flights
Dulles Intl to Newark flights
LaGuardia to Buffalo flights
John F Kennedy Intl to Rochester flights
LaGuardia to Rochester flights
Newark to Rochester flights
John F Kennedy Intl to Syracuse flights
LaGuardia to Syracuse flights
Dulles Intl to Buffalo flights
Reagan-National to Albany flights
Dulles Intl to Rochester flights
Pittsburgh to Bradford flights
Reagan-National to Buffalo flights
Philadelphia to Buffalo flights
Dulles Intl to Albany flights
Reagan-National to Syracuse flights
Reagan-National to Rochester flights
Newark to Syracuse flights
Dulles Intl to Syracuse flights
Dulles Intl to Plattsburgh flights
Reagan-National to Saranac Lake flights
Philadelphia to John F Kennedy Intl flights
Philadelphia to Rochester flights
Reagan-National to White Plains flights
Philadelphia to Newark flights
Philadelphia to Syracuse flights
Philadelphia to LaGuardia flights
Harrisburg to Newark flights
Newark to Ithaca flights
Harrisburg to LaGuardia flights
State College to Newark flights
State College to LaGuardia flights
Philadelphia to Albany flights
Dulles Intl to White Plains flights
Pittsburgh to Stewart flights
Dulles Intl to Ithaca flights
John F Kennedy Intl to Ithaca flights
LaGuardia to Ithaca flights
Pittsburgh to Albany flights
John F Kennedy Intl to Albany flights
Reagan-National to Ithaca 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.