Pennsylvania

$122+ 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — PHL
Apr 24 — May 11
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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 March 25, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/24. 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 4/81:27 pm
HPN
-
EWR
1 stop6h 33m
Multiple Airlines
Tue 4/143:54 pm
EWR
-
HPN
1 stop20h 53m
Multiple Airlines
Deal found 3/24$244
This Priceline deal was found by Cheapflights users on 3/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1610:48 am
HPN
-
DCA
1 stop8h 12m
JetBlue
Tue 5/1911:00 am
DCA
-
HPN
1 stop8h 25m
JetBlue
Deal found 3/20$261
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 4/81:27 pm
HPN
-
EWR
1 stop6h 33m
Multiple Airlines
Mon 4/139:00 am
EWR
-
HPN
1 stop26h 28m
Multiple Airlines
Deal found 3/24$262
This American Airlines deal was found by Cheapflights users on 3/23. 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 4/76:30 am
HPN
-
PIT
1 stop6h 30m
American Airlines
Sat 4/113:30 pm
PIT
-
HPN
1 stop7h 30m
American Airlines
Deal found 3/23$277
This Delta deal was found by Cheapflights users on 3/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/235:21 pm
HPN
-
PIT
1 stop5h 35m
Delta
Sat 4/256:40 am
PIT
-
HPN
1 stop5h 09m
Delta
Deal found 3/23$289
This American Airlines deal was found by Cheapflights users on 3/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:59 pm
HPN
-
PIT
1 stop5h 24m
American Airlines
Fri 4/175:58 pm
PIT
-
HPN
1 stop5h 02m
American Airlines
Deal found 3/22$295
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 4/81:27 pm
HPN
-
EWR
1 stop6h 33m
Multiple Airlines
Thu 4/161:17 pm
EWR
-
HPN
1 stop22h 11m
Multiple Airlines
Deal found 3/24$296
This CheapOair deal was found by Cheapflights users on 3/24. 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.
Mon 4/207:55 pm
HPN
-
DCA
1 stop15h 20m
JetBlue
Wed 4/2211:00 am
DCA
-
HPN
1 stop9h 02m
JetBlue
Deal found 3/24$316
This American Airlines deal was found by Cheapflights users on 3/24. 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 4/236:59 pm
HPN
-
PIT
1 stop5h 24m
American Airlines
Sat 4/251:30 pm
PIT
-
HPN
1 stop4h 57m
American Airlines
Deal found 3/24$317
This Priceline deal was found by Cheapflights users on 3/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1410:48 am
HPN
-
DCA
1 stop8h 12m
JetBlue
Mon 5/1811:00 am
DCA
-
HPN
1 stop9h 02m
JetBlue
Deal found 3/24$318
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 4/81:27 pm
HPN
-
EWR
1 stop6h 33m
Multiple Airlines
Wed 4/159:00 am
EWR
-
HPN
1 stop26h 28m
Multiple Airlines
Deal found 3/24$320
This American Airlines deal was found by Cheapflights users on 3/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/266:54 pm
HPN
-
PIT
1 stop5h 42m
American Airlines
Thu 4/96:54 am
PIT
-
HPN
2 stops7h 37m
American Airlines
Deal found 3/21$322

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 March 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$244
(Kiwi.com)

One-way from

$122
(Kiwi.com)
Provider with most accurate pricing for New York (NYC)-Philadelphia flight deals.
Provider most trusted by Cheapflights users for New York (NYC)-Philadelphia flights.
From Westchester County to Pennsylvania
One-way flight from Westchester County to Pennsylvania

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 March 25, 2026.
Use the filters below to find and compare flights from Westchester County to Pennsylvania that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

White PlainsPittsburgh

HPN - PIT

HPNPIT

White Plains Westchester County

Thu 4/23

5:21 pm-10:56 pm

1 stop5h 35m

Pittsburgh

Sat 4/25

6:40 am-11:49 am

1 stop5h 09m

$289

White PlainsPittsburgh

HPN - PIT

HPNPIT

White Plains Westchester County

Thu 6/25

3:22 pm-9:15 pm

1 stop5h 53m

Pittsburgh

Sun 6/28

6:12 am-10:30 am

1 stop4h 18m

$355

White PlainsPittsburgh

HPN - PIT

HPNPIT

White Plains Westchester County

Wed 4/22

5:21 pm-10:56 pm

1 stop5h 35m

Pittsburgh

Fri 4/24

6:40 am-11:49 am

1 stop5h 09m

$355

White PlainsNew York

HPN - JFK

HPNJFK

White Plains Westchester County

Fri 4/24

10:48 am-8:29 pm

1 stop9h 41m

New York John F Kennedy Intl

Mon 5/4

3:00 pm-10:59 pm

1 stop7h 59m

$357

White PlainsNew York

HPN - JFK

HPNJFK

White Plains Westchester County

Thu 5/7

10:48 am-8:29 pm

1 stop9h 41m

New York John F Kennedy Intl

Thu 6/11

10:52 am-8:34 pm

1 stop9h 42m

$372

White PlainsPittsburgh

HPN - PIT

HPNPIT

White Plains Westchester County

Fri 6/12

6:30 am-10:16 am

1 stop3h 46m

Pittsburgh

Sun 6/14

6:04 pm-11:26 pm

1 stop5h 22m

$375

White PlainsNew York

HPN - JFK

HPNJFK

White Plains Westchester County

Thu 5/7

10:48 am-8:29 pm

1 stop9h 41m

New York John F Kennedy Intl

Mon 5/11

2:30 pm-10:39 pm

1 stop8h 09m

$382

White PlainsPittsburgh

HPN - PIT

HPNPIT

White Plains Westchester County

Fri 4/24

5:21 pm-10:56 pm

1 stop5h 35m

Pittsburgh

Sun 4/26

6:40 am-11:49 am

1 stop5h 09m

$393

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

Wed 6/10

8:35 am-2:56 pm

1 stop6h 21m

Washington, D.C. Reagan-National

Wed 6/17

6:00 am-7:30 pm

1 stop13h 30m

$403

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

Wed 9/2

8:30 am-2:55 pm

1 stop6h 25m

Washington, D.C. Reagan-National

Sat 9/5

3:55 pm-10:27 pm

1 stop6h 32m

$405

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/24

Showing 1-10 of 60 resultsSorted by cheapest first
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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 March 25, 2026.
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.

Crew

7.9

Food

6.4

Comfort

7.2

Entertainment

6.9

Overall

7.1

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Crew

7.9

Food

6.4

Comfort

7.2

Entertainment

6.9

Overall

7.1

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?

    Delta, American Airlines, and JetBlue can get you from Westchester County to Pennsylvania in just under 5h 35m. Your travel time can differ by up to 4h 06m. 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.

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 March 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$166Average$268FlexibilityNo cancel feeOn-time71%

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