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Stewart

$108+ 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 6/17. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SWF
May 23 — May 301
Sat 5/23
Sat 5/30
1 adult, Economy
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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 April 23, 2026.

This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/269:16 pm
PHL
-
SWF
2 stops14h 09m
Multiple Airlines
Sat 5/3012:05 pm
SWF
-
PHL
1 stop6h 35m
Multiple Airlines
Deal found 4/21$324
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/49:16 pm
PHL
-
SWF
1 stop11h 33m
Multiple Airlines
Sat 6/612:05 pm
SWF
-
PHL
1 stop6h 45m
Multiple Airlines
Deal found 4/21$342
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 6/2510:01 am
PHL
-
SWF
1 stop7h 42m
Multiple Airlines
Mon 6/295:55 pm
SWF
-
PHL
1 stop26h 16m
Multiple Airlines
Deal found 4/18$445
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2510:24 pm
PHL
-
SWF
1 stop12h 44m
Multiple Airlines
Mon 4/2712:11 pm
SWF
-
PHL
2 stops9h 20m
Multiple Airlines
Deal found 4/21$453
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/188:35 pm
PHL
-
SWF
2 stops38h 50m
Multiple Airlines
Mon 5/259:41 am
SWF
-
PHL
1 stop23h 13m
Multiple Airlines
Deal found 4/20$457
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:25 pm
PHL
-
SWF
2 stops40h 25m
Multiple Airlines
Sun 4/2611:45 am
SWF
-
PHL
1 stop22h 04m
Multiple Airlines
Deal found 4/22$480
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/172:48 pm
PHL
-
SWF
1 stop20h 37m
Multiple Airlines
Mon 7/2012:17 pm
SWF
-
PHL
2 stops10h 38m
Multiple Airlines
Deal found 4/21$512
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/710:01 am
PHL
-
SWF
1 stop7h 24m
Multiple Airlines
Mon 5/1112:17 pm
SWF
-
PHL
2 stops20h 42m
Multiple Airlines
Deal found 4/22$580
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 4/2310:38 pm
PHL
-
SWF
2 stops12h 53m
Multiple Airlines
Thu 4/3011:48 am
SWF
-
PHL
1 stop9h 45m
Multiple Airlines
Deal found 4/18$791

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 April 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$324
(Kiwi.com)

One-way from

$108
(Kiwi.com)

Popular in

February

Cheapest in

August

Average price

$424
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. 13% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 17% potential price decrease ($53 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 23, 2026.
Use the filters below to find and compare flights from Philadelphia to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Tue 5/26

9:16 pm-11:25 am

2 stops14h 09m

New Windsor Stewart

Sat 5/30

12:05 pm-6:40 pm

1 stop6h 35m

$324
Quickest round-trip

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Thu 6/4

9:16 pm-8:49 am

1 stop11h 33m

New Windsor Stewart

Sat 6/6

12:05 pm-6:50 pm

1 stop6h 45m

$342

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Thu 6/25

10:01 am-5:43 pm

1 stop7h 42m

New Windsor Stewart

Mon 6/29

5:55 pm-8:11 pm

1 stop26h 16m

$445

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Mon 5/18

8:35 pm-11:25 am

2 stops38h 50m

New Windsor Stewart

Mon 5/25

9:41 am-8:54 am

1 stop23h 13m

$457

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Fri 7/17

2:48 pm-11:25 am

1 stop20h 37m

New Windsor Stewart

Mon 7/20

12:17 pm-10:55 pm

2 stops10h 38m

$512

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Thu 5/7

10:01 am-5:25 pm

1 stop7h 24m

New Windsor Stewart

Mon 5/11

12:17 pm-8:59 am

2 stops20h 42m

$580
Cheapest one-way

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Wed 6/3

10:11 am-8:58 am

1 stop22h 47m

$141

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Tue 5/5

12:21 pm-11:25 am

2 stops23h 04m

$146

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Tue 6/2

3:50 pm-11:25 am

2 stops19h 35m

$155
Quickest one-way

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Sat 6/27

7:20 am-11:25 am

1 stop4h 05m

$173

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/18

Showing 1-10 of 15 resultsSorted by cheapest first
1
2

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 April.
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.

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.

Traveling to a place near New Windsor?

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

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