HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Pennsylvania

$99+ 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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — PHL
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Westchester County to Pennsylvania with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 January 29, 2026.

This American Airlines deal was found by Cheapflights users on 1/27. 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 2/236:54 pm
HPN
-
PIT
1 stop5h 33m
American Airlines
Mon 3/25:19 pm
PIT
-
HPN
1 stop5h 40m
American Airlines
Deal found 1/27$159
This Delta deal was found by Cheapflights users on 1/28. 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.
Fri 2/205:12 pm
HPN
-
PIT
1 stop5h 25m
Delta
Sun 2/226:19 am
PIT
-
HPN
1 stop5h 37m
Delta
Deal found 1/28$177
This Delta deal was found by Cheapflights users on 1/28. 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.
Mon 3/95:17 pm
HPN
-
PIT
1 stop5h 29m
Delta
Wed 3/116:30 am
PIT
-
HPN
1 stop5h 23m
Delta
Deal found 1/28$207
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 3/212:08 pm
HPN
-
LGA
1 stop7h 41m
Multiple Airlines
Thu 3/512:30 pm
LGA
-
HPN
2 stops22h 58m
Multiple Airlines
Deal found 1/28$223
This Delta deal was found by Cheapflights users on 1/28. 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.
Mon 3/95:17 pm
HPN
-
PIT
1 stop5h 29m
Delta
Thu 3/126:05 am
PIT
-
HPN
2 stops9h 44m
Delta
Deal found 1/28$232
This Delta deal was found by Cheapflights users on 1/28. 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.
Sat 4/1812:30 pm
HPN
-
PIT
1 stop6h 34m
Delta
Mon 4/206:30 am
PIT
-
HPN
1 stop5h 19m
Delta
Deal found 1/28$238
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/111:27 pm
HPN
-
PHL
1 stop8h 18m
Multiple Airlines
Sun 2/155:55 am
PHL
-
HPN
2 stops29h 33m
Multiple Airlines
Deal found 1/27$251
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Sun 2/226:54 pm
HPN
-
PIT
1 stop5h 42m
American Airlines
Mon 2/239:57 am
PIT
-
HPN
1 stop4h 33m
American Airlines
Deal found 1/28$257
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 2/2712:08 pm
HPN
-
EWR
1 stop7h 51m
Multiple Airlines
Mon 3/22:00 pm
EWR
-
HPN
1 stop6h 59m
Multiple Airlines
Deal found 1/26$263
This Delta deal was found by Cheapflights users on 1/27. 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.
Fri 1/305:12 pm
HPN
-
PIT
1 stop6h 30m
Delta
Wed 2/46:19 am
PIT
-
HPN
1 stop5h 39m
Delta
Deal found 1/27$293
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/266:30 am
HPN
-
PHL
2 stops11h 22m
American Airlines
Thu 2/267:05 pm
PHL
-
HPN
2 stops15h 53m
American Airlines
Deal found 1/27$306
This Expedia deal was found by Cheapflights users on 1/28. 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 3/27:30 pm
HPN
-
JFK
1 stop13h 20m
JetBlue
Thu 3/56:30 am
JFK
-
HPN
1 stop12h 20m
JetBlue
Deal found 1/28$310

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$159
(American Airlines)

One-way from

$99
(American Airlines)

Popular in

October

Cheapest in

March

Average price

$377
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. 14% potential increase in price ($73 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 29, 2026.
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

Fri 2/20

5:12 pm-10:37 pm

1 stop5h 25m

Pittsburgh

Sun 2/22

6:19 am-11:56 am

1 stop5h 37m

$177

White PlainsPittsburgh

HPN - PIT

HPNPIT

White Plains Westchester County

Mon 3/9

5:17 pm-10:46 pm

1 stop5h 29m

Pittsburgh

Wed 3/11

6:30 am-11:53 am

1 stop5h 23m

$207

White PlainsNew York

HPN - LGA

HPNLGA

White Plains Westchester County

Mon 3/2

12:08 pm-7:49 pm

1 stop7h 41m

New York LaGuardia

Thu 3/5

12:30 pm-11:28 am

2 stops22h 58m

$223

White PlainsPittsburgh

HPN - PIT

HPNPIT

White Plains Westchester County

Mon 3/9

5:17 pm-10:46 pm

1 stop5h 29m

Pittsburgh

Thu 3/12

6:05 am-3:49 pm

2 stops9h 44m

$232

White PlainsPittsburgh

HPN - PIT

HPNPIT

White Plains Westchester County

Sat 4/18

12:30 pm-7:04 pm

1 stop6h 34m

Pittsburgh

Mon 4/20

6:30 am-11:49 am

1 stop5h 19m

$238

White PlainsPittsburgh

HPN - PIT

HPNPIT

White Plains Westchester County

Mon 2/23

11:28 am-7:04 pm

2 stops7h 36m

Pittsburgh

Mon 3/2

7:18 am-2:30 pm

2 stops7h 12m

$249

White PlainsPhiladelphia

HPN - PHL

HPNPHL

White Plains Westchester County

Wed 2/11

1:27 pm-9:45 pm

1 stop8h 18m

Philadelphia

Sun 2/15

5:55 am-11:28 am

2 stops29h 33m

$251

White PlainsPittsburgh

HPN - PIT

HPNPIT

White Plains Westchester County

Sun 2/22

6:54 pm-12:36 am

1 stop5h 42m

Pittsburgh

Mon 2/23

9:57 am-2:30 pm

1 stop4h 33m

$257

White PlainsNewark

HPN - EWR

HPNEWR

White Plains Westchester County

Fri 2/27

8:00 am-11:58 pm

2 stops15h 58m

Newark

Mon 3/2

2:00 pm-8:59 pm

1 stop6h 59m

$263

White PlainsPhiladelphia

HPN - PHL

HPNPHL

White Plains Westchester County

Thu 2/26

6:30 am-5:52 pm

2 stops11h 22m

Philadelphia

Thu 2/26

7:05 pm-10:58 am

2 stops15h 53m

$306

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 60 results
1
2
3
...
6

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 January 29, 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.
American Airlines
7.2
Good
11,206 reviews

Comfort

7.2

Crew

8.0

Food

6.4

Overall

7.2

Boarding

7.5

Entertainment

6.9

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
11,206 reviews
American Airlines
7.2
Good
11,206 reviews

Comfort

7.2

Crew

8.0

Food

6.4

Overall

7.2

Boarding

7.5

Entertainment

6.9

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 25m. Your travel time can differ by up to 7h 55m. 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Westchester County to Pennsylvania

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
Newark to Miami flights
Newark to Fort Lauderdale flights
LaGuardia to Miami flights
LaGuardia to Fort Lauderdale flights
John F Kennedy Intl to West Palm Beach flights
Newark to West Palm Beach flights
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to Las Vegas flights
Newark to Las Vegas flights
Newark to Orlando flights
John F Kennedy Intl to Tampa flights
LaGuardia to Orlando flights
Newark to Tampa flights
John F Kennedy Intl to San Francisco flights
LaGuardia to Tampa flights
Newark to Los Angeles flights
John F Kennedy Intl to Sky Harbor Intl flights
LaGuardia to West Palm Beach flights
Newark to Sky Harbor Intl flights
John F Kennedy Intl to Dallas/Fort Worth flights
John F Kennedy Intl to New Orleans flights
Newark to New Orleans flights
Newark to San Francisco flights
John F Kennedy Intl to Atlanta flights
LaGuardia to New Orleans flights
LaGuardia to Los Angeles flights
John F Kennedy Intl to Denver flights
Newark to Dallas/Fort Worth flights
LaGuardia to Dallas/Fort Worth flights
Newark to Denver flights
LaGuardia to Las Vegas flights
Newark to Hobby flights
LaGuardia to Denver flights
John F Kennedy Intl to O'Hare Intl flights
LaGuardia to Atlanta flights
John F Kennedy Intl to Hobby flights
John F Kennedy Intl to Fort Myers flights
John F Kennedy Intl to Austin flights
Newark to Fort Myers flights
Newark to O'Hare Intl flights
LaGuardia to Hobby flights
LaGuardia to O'Hare Intl flights
Newark to George Bush Intcntl flights
Newark to Seattle flights
Newark to Salt Lake City flights
John F Kennedy Intl to Salt Lake City flights
LaGuardia to San Francisco flights

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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$166Average$268FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.