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$96+ Cheap flights from Westchester County to Pennsylvania

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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — PHL
Jan 15 — Jan 221
Thu 1/15
Thu 1/22
1 adult, Economy
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Cheap flight deals from Westchester County to Pennsylvania

Cheapest flights from Westchester County to Pennsylvania
Explore the most affordable flight options available from Westchester County to Pennsylvania. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 16, 2025.

This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:56 pmHPN - PIT
1 stop5h 29mAmerican Airlines
Sun 12/2112:26 pmPIT - HPN
1 stop5h 57mAmerican Airlines
Deal found 12/16$337
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/303:00 pmHPN - DCA
Nonstop1h 20mAmerican Airlines
Tue 1/68:02 amDCA - HPN
Nonstop1h 27mAmerican Airlines
Deal found 12/16$383
This American Airlines deal was found by Cheapflights users on 12/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:16 pmHPN - DCA
Nonstop1h 20mAmerican Airlines
Fri 1/29:13 amDCA - HPN
Nonstop1h 21mAmerican Airlines
Deal found 12/15$418
This American Airlines deal was found by Cheapflights users on 12/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:52 amHPN - IAD
1 stop5h 35mAmerican Airlines
Fri 1/24:29 pmIAD - HPN
1 stop6h 31mAmerican Airlines
Deal found 12/15$438
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1811:04 amHPN - DCA
Nonstop1h 16mAmerican Airlines
Sat 12/201:09 pmDCA - HPN
Nonstop1h 21mAmerican Airlines
Deal found 12/16$444
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/185:16 pmHPN - DCA
Nonstop1h 20mAmerican Airlines
Mon 12/227:05 pmDCA - HPN
Nonstop1h 22mAmerican Airlines
Deal found 12/16$445
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:56 pmHPN - IAD
1 stop5h 08mAmerican Airlines
Mon 12/224:29 pmIAD - HPN
1 stop6h 31mAmerican Airlines
Deal found 12/16$465
This American Airlines deal was found by Cheapflights users on 12/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:30 amHPN - PIT
1 stop5h 03mAmerican Airlines
Sat 1/38:04 amPIT - HPN
1 stop6h 26mAmerican Airlines
Deal found 12/15$465
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/187:52 amHPN - IAD
1 stop5h 43mAmerican Airlines
Sat 12/206:35 amIAD - HPN
1 stop6h 30mAmerican Airlines
Deal found 12/16$471
This American Airlines deal was found by Cheapflights users on 12/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/227:52 amHPN - DCA
1 stop6h 32mAmerican Airlines
Sat 12/275:30 pmDCA - HPN
1 stop5h 30mAmerican Airlines
Deal found 12/15$485
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:52 amHPN - IAD
1 stop5h 35mAmerican Airlines
Tue 1/611:34 amIAD - HPN
1 stop5h 11mAmerican Airlines
Deal found 12/16$556
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:56 pmHPN - IAD
1 stop5h 08mAmerican Airlines
Wed 12/319:12 amIAD - HPN
1 stop7h 34mAmerican Airlines
Deal found 12/16$570

Find flight deals from Westchester County to Pennsylvania

Keep the following information in mind while searching for Westchester County to Pennsylvania flight deals. Data was last updated December 16, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$159
(American Airlines)

One-way from

$96
(Priceline)

Popular in

July

Cheapest in

March
Provider with most accurate pricing for New York (NYC)-Philadelphia flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Philadelphia flights.
Search Deals
From Westchester County to Pennsylvania
Search Deals
One-way flight from Westchester County to Pennsylvania
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($37 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($27 potential savings vs. average RT price).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Westchester County to Pennsylvania 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 December 16, 2025.
Use the filters below to find and compare flights from Westchester County to Pennsylvania that are best for you.

Fly from

Westchester County

Fly to

Pennsylvania

Route

Depart

Return

Price

White PlainsPittsburgh

HPN - PIT

HPNPIT

White Plains Westchester County

Wed 1/14

1:30 pm-6:14 pm

1 stop4h 44m

Pittsburgh

Wed 1/21

10:05 am-2:39 pm

1 stop4h 34m

$159

White PlainsPittsburgh

HPN - PIT

HPNPIT

White Plains Westchester County

Fri 1/9

6:40 pm-11:29 pm

1 stop4h 49m

Pittsburgh

Sun 1/11

7:36 am-1:00 pm

1 stop5h 24m

$159

White PlainsPittsburgh

HPN - PIT

HPNPIT

White Plains Westchester County

Fri 1/30

6:30 am-12:55 pm

1 stop6h 25m

Pittsburgh

Sun 2/1

7:36 am-1:00 pm

1 stop5h 24m

$159

White PlainsPittsburgh

HPN - PIT

HPNPIT

White Plains Westchester County

Mon 1/26

5:12 pm-11:42 pm

1 stop6h 30m

Pittsburgh

Tue 1/27

10:23 am-3:49 pm

1 stop5h 26m

$201

White PlainsNewark

HPN - EWR

HPNEWR

White Plains Westchester County

Thu 1/22

12:08 pm-6:59 pm

1 stop6h 51m

Newark

Mon 1/26

6:00 pm-11:28 am

2 stops17h 28m

$203

White PlainsPittsburgh

HPN - PIT

HPNPIT

White Plains Westchester County

Thu 2/19

6:30 am-1:11 pm

1 stop6h 41m

Pittsburgh

Sun 2/22

5:16 pm-11:00 pm

1 stop5h 44m

$228

White PlainsNew York

HPN - LGA

HPNLGA

White Plains Westchester County

Tue 2/3

7:00 am-1:15 pm

1 stop6h 15m

New York LaGuardia

Fri 2/6

1:35 pm-11:00 pm

1 stop9h 25m

$279

White PlainsPhiladelphia

HPN - PHL

HPNPHL

White Plains Westchester County

Tue 1/13

1:00 pm-11:09 pm

1 stop10h 09m

Philadelphia

Tue 1/20

7:00 am-5:42 pm

1 stop10h 42m

$291

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

Sat 2/7

2:00 pm-10:31 pm

1 stop8h 31m

Washington, D.C. Reagan-National

Wed 2/11

7:10 am-4:28 pm

1 stop9h 18m

$295

White PlainsWashington, D.C.

HPN - IAD

HPNIAD

White Plains Westchester County

Wed 1/7

7:40 pm-8:06 pm

1 stop24h 26m

Washington, D.C. Dulles Intl

Tue 1/13

6:00 am-12:37 pm

2 stops30h 37m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 60 results
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Best time to book a flight from Westchester County to Pennsylvania

Have a flexible travel schedule? Discover the best time to fly to Pennsylvania from Westchester County 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 Westchester County to Pennsylvania
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Pennsylvania

Get insights into the airlines that provide service to Pennsylvania. 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 Pennsylvania. Reviews last updated December 16, 2025.
Read reviews from past customers who have flown American Airlines from Westchester County to Pennsylvania. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,049 reviews

Comfort

7.2

Overall

7.2

Entertainment

6.9

Food

6.5

Crew

8.0

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
11,049 reviews
American Airlines
7.2
Good
11,049 reviews

Comfort

7.2

Overall

7.2

Entertainment

6.9

Food

6.5

Crew

8.0

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

Find useful and relevant information for your journey from Westchester County to Pennsylvania. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Westchester County to Pennsylvania?

    American Airlines, JetBlue, and Delta can get you from Westchester County to Pennsylvania in just under 4h 44m. Your travel time can differ by up to 7h 07m. Airlines will cover a distance of 344 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Westchester County to Pennsylvania that include hotel bookings?

    Yes. In addition to deals on Westchester County to Pennsylvania flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Westchester County to Pennsylvania?

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

  • Can I find deals for business class flights from Westchester County to Pennsylvania?

    Yes. Cheapflights offers flight deals from Westchester County to Pennsylvania by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Westchester County to Pennsylvania

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Westchester County to Pennsylvania

Discover the top airline that operate flights from Westchester County to Pennsylvania. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$188Average$268FlexibilityNo cancel feeOn-time71%

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