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Pennsylvania

$101+ 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 1/27. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — PHL
Nov 30 — Dec 71
Sun 11/30
Sun 12/7
1 adult, Economy
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Find 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 October 31, 2025.

This American Airlines deal was found by Cheapflights users on 10/30. 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 12/56:30 amHPN - PIT
1 stop5h 43mAmerican Airlines
Sun 12/75:00 amPIT - HPN
1 stop4h 29mAmerican Airlines
Deal found 10/30$159
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 11/151:29 pmHPN - EWR
1 stop6h 44mMultiple Airlines
Mon 11/1712:15 pmEWR - HPN
2 stops23h 14mMultiple Airlines
Deal found 10/29$221
This CheapOair deal was found by Cheapflights users on 10/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/91:00 pmHPN - DCA
1 stop9h 39mJetBlue
Fri 12/126:00 pmDCA - HPN
1 stop16h 10mJetBlue
Deal found 10/29$258
This KAYAK deal was found by Cheapflights users on 10/30. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/175:14 pmHPN - PIT
1 stop5h 51mDelta
Tue 11/186:26 amPIT - HPN
1 stop5h 33mDelta
Deal found 10/30$268
This JetBlue deal was found by Cheapflights users on 10/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/181:00 pmHPN - PIT
1 stop9h 48mJetBlue
Wed 11/197:10 amPIT - HPN
1 stop7h 03mJetBlue
Deal found 10/29$272
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 12/512:10 pmHPN - PIT
1 stop7h 05mMultiple Airlines
Sun 12/73:10 pmPIT - HPN
2 stops20h 18mMultiple Airlines
Deal found 10/30$278
This Expedia deal was found by Cheapflights users on 10/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/178:00 pmHPN - DCA
2 stops18h 36mJetBlue
Wed 11/193:31 pmDCA - HPN
1 stop7h 56mJetBlue
Deal found 10/29$278
This Expedia deal was found by Cheapflights users on 10/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/126:30 amHPN - LGA
1 stop8h 30mJetBlue
Sat 11/153:50 pmLGA - HPN
1 stop7h 37mJetBlue
Deal found 10/29$283
This CheapOair deal was found by Cheapflights users on 10/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/128:00 pmHPN - DCA
1 stop14h 55mJetBlue
Sat 11/158:30 amDCA - HPN
1 stop14h 04mJetBlue
Deal found 10/29$285
This CheapOair deal was found by Cheapflights users on 10/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/137:00 pmHPN - DCA
1 stop14h 00mJetBlue
Mon 11/176:15 pmDCA - HPN
1 stop24h 36mJetBlue
Deal found 10/29$289
This Expedia deal was found by Cheapflights users on 10/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/88:00 pmHPN - JFK
1 stop12h 39mJetBlue
Fri 12/1212:15 pmJFK - HPN
1 stop10h 46mJetBlue
Deal found 10/29$291
This American Airlines deal was found by Cheapflights users on 10/29. 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 11/136:49 pmHPN - PIT
1 stop5h 48mAmerican Airlines
Sat 11/1510:30 amPIT - HPN
1 stop6h 21mAmerican Airlines
Deal found 10/29$292

Cheap 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 October 31, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$159
(American Airlines)

One-way from

$101
(Delta)

Popular in

July

Cheapest in

December

Average price

$484
Provider with most accurate pricing for New York (NYC)-Philadelphia flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Philadelphia flights.
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From Westchester County to Pennsylvania
Search Deals
One-way flight from Westchester County to Pennsylvania
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($58 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 October 31, 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 PlainsNewark

HPN - EWR

HPNEWR

White Plains Westchester County

Sat 11/15

1:29 pm-8:13 pm

1 stop6h 44m

Newark

Mon 11/17

12:15 pm-11:29 am

2 stops23h 14m

$221

White PlainsPittsburgh

HPN - PIT

HPNPIT

White Plains Westchester County

Sat 2/14

6:30 am-12:45 pm

1 stop6h 15m

Pittsburgh

Mon 2/16

1:28 pm-8:07 pm

1 stop6h 39m

$253

White PlainsPittsburgh

HPN - PIT

HPNPIT

White Plains Westchester County

Mon 11/17

5:14 pm-11:05 pm

1 stop5h 51m

Pittsburgh

Tue 11/18

6:26 am-11:59 am

1 stop5h 33m

$268

White PlainsPittsburgh

HPN - PIT

HPNPIT

White Plains Westchester County

Wed 11/26

6:30 am-9:52 am

1 stop3h 22m

Pittsburgh

Wed 12/3

8:04 am-2:36 pm

1 stop6h 32m

$268

White PlainsPittsburgh

HPN - PIT

HPNPIT

White Plains Westchester County

Tue 11/18

1:00 pm-10:48 pm

1 stop9h 48m

Pittsburgh

Wed 11/19

7:10 am-2:13 pm

1 stop7h 03m

$272

White PlainsPittsburgh

HPN - PIT

HPNPIT

White Plains Westchester County

Fri 12/5

12:10 pm-7:15 pm

1 stop7h 05m

Pittsburgh

Sun 12/7

3:10 pm-11:28 am

2 stops20h 18m

$278

White PlainsNew York

HPN - LGA

HPNLGA

White Plains Westchester County

Wed 11/12

6:30 am-3:00 pm

1 stop8h 30m

New York LaGuardia

Sat 11/15

3:50 pm-11:27 pm

1 stop7h 37m

$283

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

Wed 11/12

8:00 pm-10:55 am

1 stop14h 55m

Washington, D.C. Reagan-National

Sat 11/15

8:30 am-10:34 pm

1 stop14h 04m

$285

White PlainsNew York

HPN - JFK

HPNJFK

White Plains Westchester County

Mon 12/8

8:00 pm-8:39 am

1 stop12h 39m

New York John F Kennedy Intl

Fri 12/12

12:15 pm-11:01 pm

1 stop10h 46m

$291

White PlainsPittsburgh

HPN - PIT

HPNPIT

White Plains Westchester County

Fri 11/14

6:43 pm-12:05 am

1 stop5h 22m

Pittsburgh

Sun 11/16

8:04 am-2:39 pm

1 stop6h 35m

$292

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

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

What is the cheapest month to book a flight from Westchester County to Pennsylvania?

Currently, June is the cheapest month in which you can book a flight from Westchester County to Pennsylvania (average of $148). Flying from Westchester County to Pennsylvania in October is currently the most expensive (average of $390). 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.

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 October 31, 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
11,034 reviews

Entertainment

6.9

Boarding

7.5

Food

6.4

Comfort

7.2

Crew

8.0

Overall

7.2

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
11,034 reviews
American Airlines
7.2
Good
11,034 reviews

Entertainment

6.9

Boarding

7.5

Food

6.4

Comfort

7.2

Crew

8.0

Overall

7.2

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, Delta, and JetBlue can get you from Westchester County to Pennsylvania in just under 5h 51m. Your travel time can differ by up to 3h 57m. Airlines will cover a distance of 344 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Westchester County to Pennsylvania one-way?

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $101. Users have also found prices from $101 and $111 on American Airlines and JetBlue, respectively.

  • 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.

  • What is the cheapest month to book a flight from Westchester County to Pennsylvania?

    Currently, June is the cheapest month in which you can book a flight from Westchester County to Pennsylvania (average of $148). Flying from Westchester County to Pennsylvania in October is currently the most expensive (average of $390). 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

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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 October 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$188Average$272FlexibilityNo cancel feeOn-time71%

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