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Stewart

$96+ 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 10/12. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SWF
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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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 septiembre 11, 2025.

Round-trip from

$507
(Kiwi.com)

One-way from

$96
(eDestinos)

Popular in

November

Cheapest in

August

Average price

$271
From Philadelphia to New Windsor Stewart
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One-way flight from Philadelphia to New Windsor Stewart
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Highest demand for flights based on searches. 18% potential increase in price ($83 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 septiembre 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
sáb. 11/18:43 pmPHL - SWF
2 stops15h 20mMultiple Airlines
dom. 11/21:35 pmSWF - PHL
1 stop5h 07mMultiple Airlines
Deal found 9/9$507
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
sáb. 9/203:12 pmPHL - SWF
1 stop22h 02mMultiple Airlines
jue. 9/252:04 pmSWF - PHL
2 stops9h 55mMultiple Airlines
Deal found 9/10$522
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
sáb. 9/203:12 pmPHL - SWF
1 stop22h 02mMultiple Airlines
dom. 9/282:04 pmSWF - PHL
1 stop27h 41mMultiple Airlines
Deal found 9/10$620

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 septiembre 11, 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

sáb. 11/1

8:43 pm-12:03 pm

2 stops15h 20m

New Windsor Stewart

dom. 11/2

1:35 pm-6:42 pm

1 stop5h 07m

$507

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

sáb. 9/20

3:12 pm-1:14 pm

1 stop22h 02m

New Windsor Stewart

jue. 9/25

2:04 pm-11:59 pm

2 stops9h 55m

$522

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

sáb. 9/20

3:12 pm-1:14 pm

1 stop22h 02m

New Windsor Stewart

dom. 9/28

2:04 pm-5:45 pm

1 stop27h 41m

$620

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

jue. 11/20

5:15 am-10:22 am

1 stop29h 07m

$112

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

sáb. 10/4

3:12 pm-4:55 pm

1 stop25h 43m

$147

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

mié. 10/15

9:14 pm-10:41 am

2 stops37h 27m

$152

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

vie. 9/19

7:39 pm-11:03 am

2 stops39h 24m

$155

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

dom. 9/28

5:01 am-6:22 pm

1 stop13h 21m

$208

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

sáb. 10/11

8:43 pm-10:11 am

3 stops37h 28m

$208

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

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, October is the cheapest month in which you can book a flight from Philadelphia to New Windsor (average of $109). Flying from Philadelphia to New Windsor in December is currently the most expensive (average of $202). 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, October is the cheapest month in which you can book a flight from Philadelphia to New Windsor (average of $109). Flying from Philadelphia to New Windsor in December is currently the most expensive (average of $202). 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

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