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Westchester County

$158+ Cheap flights from Pittsburgh (PIT) to Westchester County

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/16. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — HPN
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 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.
Wed 12/3111:49 amPIT - HPN
1 stop6h 35mAmerican Airlines
Sun 1/46:56 pmHPN - PIT
1 stop5h 29mAmerican Airlines
Deal found 12/16$421
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:20 amPIT - HPN
1 stop5h 39mDelta
Thu 12/2512:55 pmHPN - PIT
1 stop4h 25mDelta
Deal found 12/15$422
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.
Sat 12/208:04 amPIT - HPN
1 stop6h 26mAmerican Airlines
Mon 12/226:30 amHPN - PIT
1 stop5h 19mAmerican Airlines
Deal found 12/16$461
This American Airlines deal was found by Cheapflights users on 12/14. 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 12/1712:44 pmPIT - HPN
1 stop5h 25mAmerican Airlines
Fri 12/196:56 pmHPN - PIT
1 stop5h 29mAmerican Airlines
Deal found 12/14$508
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 12/248:04 amPIT - HPN
1 stop6h 26mAmerican Airlines
Thu 12/2511:04 amHPN - PIT
2 stops6h 21mAmerican Airlines
Deal found 12/15$519
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/208:21 amPIT - HPN
1 stop27h 08mMultiple Airlines
Mon 12/228:00 amHPN - PIT
2 stops49h 58mMultiple Airlines
Deal found 12/16$724
This Delta deal was found by Cheapflights users on 12/17. 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 12/2910:33 amPIT - HPN
1 stop5h 16mDelta
Tue 12/3012:55 pmHPN - PIT
1 stop4h 25mDelta
Deal found 12/17$808

Find 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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$158
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$219
Provider with most accurate pricing for Pittsburgh-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Pittsburgh-New York (NYC) flights.
Search Deals
From Pittsburgh to Westchester County
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 18, 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

Fri 1/16

1:25 pm-8:08 pm

1 stop6h 43m

White Plains Westchester County

Sun 1/18

6:30 am-12:55 pm

1 stop6h 25m

$158

PittsburghWhite Plains

PIT - HPN

PITHPN

Pittsburgh

Sun 1/11

7:36 am-1:00 pm

1 stop5h 24m

White Plains Westchester County

Sun 1/18

6:30 am-12:55 pm

1 stop6h 25m

$159

PittsburghWhite Plains

PIT - HPN

PITHPN

Pittsburgh

Sun 1/11

6:19 am-11:58 am

1 stop5h 39m

White Plains Westchester County

Sun 1/18

12:50 pm-11:00 pm

2 stops10h 10m

$217

PittsburghWhite Plains

PIT - HPN

PITHPN

Pittsburgh

Fri 1/16

10:24 am-3:49 pm

1 stop5h 25m

White Plains Westchester County

Sun 1/18

12:50 pm-11:00 pm

2 stops10h 10m

$217

PittsburghWhite Plains

PIT - HPN

PITHPN

Pittsburgh

Sat 3/7

9:03 am-2:40 pm

1 stop5h 37m

White Plains Westchester County

Sun 3/8

6:56 pm-12:35 am

1 stop5h 39m

$330

PittsburghWhite Plains

PIT - HPN

PITHPN

Pittsburgh

Wed 12/31

11:49 am-6:24 pm

1 stop6h 35m

White Plains Westchester County

Sun 1/4

6:56 pm-12:25 am

1 stop5h 29m

$421

PittsburghWhite Plains

PIT - HPN

PITHPN

Pittsburgh

Fri 4/24

5:02 pm-8:23 pm

1 stop3h 21m

$159

PittsburghWhite Plains

PIT - HPN

PITHPN

Pittsburgh

Wed 12/24

8:04 am-2:30 pm

1 stop6h 26m

$189

PittsburghWhite Plains

PIT - HPN

PITHPN

Pittsburgh

Thu 12/25

8:00 am-8:45 pm

2 stops36h 45m

$214

PittsburghWhite Plains

PIT - HPN

PITHPN

Pittsburgh

Thu 12/25

6:20 am-11:59 am

1 stop5h 39m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 17 results
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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, October is the cheapest month in which you can book a flight from Pittsburgh to Westchester County (average of $69). Flying from Pittsburgh to Westchester County in December is currently the most expensive (average of $382). 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 December 18, 2025.

When flying from Pittsburgh to Westchester County, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 29% versus a flight at noon.

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 December 18, 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
11,055 reviews

Food

6.5

Boarding

7.5

Entertainment

6.9

Crew

8.0

Overall

7.2

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
11,055 reviews
American Airlines
7.2
Good
11,055 reviews

Food

6.5

Boarding

7.5

Entertainment

6.9

Crew

8.0

Overall

7.2

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?

    American Airlines and Delta can get you from Pittsburgh to Westchester County in just under 5h 39m. Your travel time can differ by up to 1h 04m. 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, October is the cheapest month in which you can book a flight from Pittsburgh to Westchester County (average of $69). Flying from Pittsburgh to Westchester County in December is currently the most expensive (average of $382). 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$202Average$278FlexibilityNo cancel feeOn-time71%

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