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Westchester County

$99+ Cheap flights from Pittsburgh (PIT) to Westchester County

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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — HPN
Oct 26 — Nov 21
Sun 10/26
Sun 11/2
1 adult, Economy
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Cheap flight deals from Pittsburgh to Westchester County

Keep the following information in mind while searching for Pittsburgh to Westchester County flight deals. Data was last updated September 26, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$197
(Delta)

One-way from

$99
(Delta)

Popular in

November

Cheapest in

August

Average price

$150
Provider with most accurate pricing for Pittsburgh-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Pittsburgh-New York (NYC) flights.
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From Pittsburgh to Westchester County
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One-way flight from Pittsburgh to Westchester County
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Highest demand for flights based on searches. 15% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($6 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 Pittsburgh to Westchester County

Cheapest flights from Pittsburgh to Westchester County
Explore the most affordable flight options available from Pittsburgh to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 26, 2025.

This Delta deal was found by Cheapflights users on 9/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/16:35 amPIT - HPN
1 stop5h 24mDelta
Tue 11/45:20 pmHPN - PIT
1 stop5h 43mDelta
Deal found 9/24$197
This JetBlue deal was found by Cheapflights users on 9/24. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/87:10 amPIT - HPN
1 stop7h 03mJetBlue
Sat 11/151:00 pmHPN - PIT
1 stop9h 48mJetBlue
Deal found 9/24$213
This Kiwi.com deal was found by Cheapflights users on 9/26. 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 10/2412:36 pmPIT - HPN
1 stop8h 09mMultiple Airlines
Fri 10/318:25 amHPN - PIT
1 stop13h 45mMultiple Airlines
Deal found 9/26$216
This American Airlines deal was found by Cheapflights users on 9/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/317:28 pmPIT - HPN
1 stop4h 01mAmerican Airlines
Sun 11/25:30 amHPN - PIT
1 stop5h 48mAmerican Airlines
Deal found 9/26$228
This Delta deal was found by Cheapflights users on 9/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1110:24 amPIT - HPN
1 stop5h 25mDelta
Wed 10/155:20 pmHPN - PIT
1 stop5h 43mDelta
Deal found 9/26$268
This American Airlines deal was found by Cheapflights users on 9/24. 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 10/912:26 pmPIT - HPN
1 stop5h 54mAmerican Airlines
Mon 10/1311:04 amHPN - PIT
1 stop3h 05mAmerican Airlines
Deal found 9/24$297
This Delta deal was found by Cheapflights users on 9/25. 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.
Wed 11/126:26 amPIT - HPN
1 stop5h 33mDelta
Sun 11/165:14 pmHPN - PIT
1 stop5h 51mDelta
Deal found 9/25$298
This Kiwi.com deal was found by Cheapflights users on 9/24. 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.
Fri 10/1012:36 pmPIT - HPN
1 stop22h 44mMultiple Airlines
Tue 10/148:00 amHPN - PIT
2 stops32h 10mMultiple Airlines
Deal found 9/24$332
This American Airlines deal was found by Cheapflights users on 9/24. 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.
Fri 10/107:28 pmPIT - HPN
1 stop4h 01mAmerican Airlines
Tue 10/145:29 pmHPN - PIT
1 stop4h 51mAmerican Airlines
Deal found 9/24$337

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pittsburgh to Westchester County 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 September 26, 2025.
Use the filters below to find and compare flights from Pittsburgh to Westchester County that are best for you.

Fly from

Pittsburgh

Fly to

Westchester County

Route

Depart

Return

Price

PittsburghWhite Plains

PIT - HPN

PITHPN

Pittsburgh

Wed 11/12

6:26 am-11:59 am

1 stop5h 33m

White Plains Westchester County

Wed 11/19

5:14 pm-11:05 pm

1 stop5h 51m

$197

PittsburghWhite Plains

PIT - HPN

PITHPN

Pittsburgh

Sat 11/1

6:35 am-11:59 am

1 stop5h 24m

White Plains Westchester County

Tue 11/4

5:20 pm-11:03 pm

1 stop5h 43m

$197

PittsburghWhite Plains

PIT - HPN

PITHPN

Pittsburgh

Sat 11/8

7:10 am-2:13 pm

1 stop7h 03m

White Plains Westchester County

Sat 11/15

1:00 pm-10:48 pm

1 stop9h 48m

$213

PittsburghWhite Plains

PIT - HPN

PITHPN

Pittsburgh

Fri 10/31

7:28 pm-11:29 pm

1 stop4h 01m

White Plains Westchester County

Sun 11/2

5:30 am-11:18 am

1 stop5h 48m

$228

PittsburghWhite Plains

PIT - HPN

PITHPN

Pittsburgh

Fri 10/24

12:36 pm-11:20 am

1 stop22h 44m

White Plains Westchester County

Fri 10/31

8:25 am-4:10 pm

2 stops31h 45m

$250

PittsburghWhite Plains

PIT - HPN

PITHPN

Pittsburgh

Thu 10/16

5:40 am-10:34 am

1 stop4h 54m

White Plains Westchester County

Sat 10/18

6:30 am-9:54 am

1 stop3h 24m

$268

PittsburghWhite Plains

PIT - HPN

PITHPN

Pittsburgh

Sat 10/11

10:24 am-3:49 pm

1 stop5h 25m

White Plains Westchester County

Wed 10/15

5:20 pm-11:03 pm

1 stop5h 43m

$268

PittsburghWhite Plains

PIT - HPN

PITHPN

Pittsburgh

Wed 11/12

6:26 am-11:59 am

1 stop5h 33m

White Plains Westchester County

Sun 11/16

5:14 pm-11:05 pm

1 stop5h 51m

$298

PittsburghWhite Plains

PIT - HPN

PITHPN

Pittsburgh

Fri 10/10

12:36 pm-11:20 am

1 stop22h 44m

White Plains Westchester County

Tue 10/14

8:00 am-4:10 pm

2 stops32h 10m

$332

PittsburghWhite Plains

PIT - HPN

PITHPN

Pittsburgh

Fri 10/10

7:28 pm-11:29 pm

1 stop4h 01m

White Plains Westchester County

Tue 10/14

5:29 pm-10:20 pm

1 stop4h 51m

$337

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/23

Showing 1-10 of 20 results
1
2

Best time to book a flight from Pittsburgh to Westchester County

Have a flexible travel schedule? Discover the best time to fly to Westchester County from Pittsburgh 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 Pittsburgh to Westchester County

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

Currently, January is the cheapest month in which you can book a flight from Pittsburgh to Westchester County (average of $276). Flying from Pittsburgh to Westchester County in March is currently the most expensive (average of $338). 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.

What is the cheapest time of day to fly from PIT to REU?

Find hourly flight availability from Pittsburgh to Westchester County. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 26, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Pittsburgh to Westchester County as you normally would.

Reviews of airlines servicing Westchester County

Get insights into the airlines that provide service to Westchester County. 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 Westchester County. Reviews last updated September 26, 2025.
See what other customers who have flown with American Airlines from Pittsburgh to Westchester County have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Food

6.4

Overall

7.2

Entertainment

6.9

Boarding

7.5

Crew

8.0

Comfort

7.2

Reviews

1 / 20
6.0
Good

Adwitiya,Sep 2025

DEL - JFK

I recently flew AA’s business class from Delhi to New York, and while the experience ticked the basic boxes, it didn’t quite soar. - Dining: I opted for the vegetarian meal, which was… fine. Not memorable, not offensive—just hovering in the realm of “meh.” The menu could use a refresh with more thoughtful, flavorful options. - Seating: AA seems to be chasing quantity over quality, squeezing in as many business class seats as possible. Yes, they’re lie-flat, but noticeably narrower than what you’d find on other international carriers. Comfort was passable, but not premium. Overall, I’d call it “business class lite.” It gets the job done, but lacks the finesse and attention to detail that elevate a journey. A few strategic tweaks—better food, more spacious seating, and a touch more hospitality—could make a world of difference.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Food

6.4

Overall

7.2

Entertainment

6.9

Boarding

7.5

Crew

8.0

Comfort

7.2

Reviews

1 / 20
6.0
Good

Adwitiya,Sep 2025

DEL - JFK

I recently flew AA’s business class from Delhi to New York, and while the experience ticked the basic boxes, it didn’t quite soar. - Dining: I opted for the vegetarian meal, which was… fine. Not memorable, not offensive—just hovering in the realm of “meh.” The menu could use a refresh with more thoughtful, flavorful options. - Seating: AA seems to be chasing quantity over quality, squeezing in as many business class seats as possible. Yes, they’re lie-flat, but noticeably narrower than what you’d find on other international carriers. Comfort was passable, but not premium. Overall, I’d call it “business class lite.” It gets the job done, but lacks the finesse and attention to detail that elevate a journey. A few strategic tweaks—better food, more spacious seating, and a touch more hospitality—could make a world of difference.

Related info for your journey

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

  • What airport do you fly from for flights from Pittsburgh to Westchester County?

    Located just 13.5 mi from the city center, Pittsburgh (PIT) is the airport most travelers will use when flying to Westchester County from Pittsburgh.

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

    Delta, JetBlue, and American Airlines can get you from Pittsburgh to Westchester County in just under 4h 01m. Your travel time can differ by up to 3h 02m. Airlines will cover a distance of 344 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Pittsburgh to Westchester County 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 Pittsburgh to Westchester County?

    Currently, January is the cheapest month in which you can book a flight from Pittsburgh to Westchester County (average of $276). Flying from Pittsburgh to Westchester County in March is currently the most expensive (average of $338). 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 Pittsburgh to Westchester County

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

Discover the top airline that operate flights from Pittsburgh to Westchester County. 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 September 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$208Average$277FlexibilityNo cancel feeOn-time71%

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