$44 Find Cheap Flights to Westchester County

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from the United States to Westchester County departing on 9/3. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Westchester County

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Westchester County, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Westchester County, as well as popular online travel agencies
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Flight Deals

Book Cheap Westchester County Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Westchester County that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Westchester County

Wed, Sep 2 - Wed, Sep 9
Breeze Airways Logo
9:40 am - 11:20 am
RDU
-
HPN
1h 40mnonstop
Breeze Airways Logo
7:40 pm - 9:27 pm
HPN
-
RDU
1h 47mnonstop
$82Breeze Airways
Sat, Sep 5 - Wed, Sep 9
Breeze Airways Logo
9:40 am - 11:20 am
RDU
-
HPN
1h 40mnonstop
Breeze Airways Logo
7:40 pm - 9:27 pm
HPN
-
RDU
1h 47mnonstop
$87Breeze Airways
Wed, Sep 23 - Sat, Sep 26
Multiple Airlines Logo
1:40 pm - 9:00 pm
ATL
-
HPN
7h 20m
1 stop
Multiple Airlines Logo
7:40 pm - 8:22 am
HPN
-
ATL
12h 42m
1 stop
$177Multiple Airlines
Tue, Jun 30 - Sun, Jul 5
Multiple Airlines Logo
7:10 am - 11:27 am
MCO
-
HPN
4h 17m
1 stop
Multiple Airlines Logo
9:35 pm - 12:17 am
HPN
-
MCO
2h 42mnonstop
$196Multiple Airlines
Sat, Jul 4 - Tue, Jul 7
JetBlue Logo
6:59 pm - 9:58 pm
PBI
-
HPN
2h 59mnonstop
JetBlue Logo
6:45 pm - 9:39 pm
HPN
-
PBI
2h 54mnonstop
$197JetBlue
Wed, Jul 15 - Thu, Jul 16
JetBlue Logo
8:06 pm - 11:00 pm
PBI
-
HPN
2h 54mnonstop
JetBlue Logo
6:35 pm - 9:29 pm
HPN
-
PBI
2h 54mnonstop
$202JetBlue
Wed, Jul 29 - Thu, Jul 30
Delta Logo
4:55 pm - 10:25 pm
PBI
-
HPN
5h 30m
1 stop
Delta Logo
6:49 pm - 12:51 am
HPN
-
PBI
6h 02m
1 stop
$219Delta
Sat, Jul 4 - Thu, Jul 9
Delta Logo
8:00 am - 2:28 pm
PBI
-
HPN
6h 28m
1 stop
Delta Logo
4:29 pm - 10:22 pm
HPN
-
PBI
5h 53m
1 stop
$227Delta
Wed, Aug 19 - Sat, Sep 5
American Airlines Logo
5:05 am - 4:53 pm
SFO
-
HPN
8h 48m
1 stop
American Airlines Logo
4:30 pm - 11:45 pm
HPN
-
SFO
10h 15m
1 stop
$289American Airlines
Fri, Aug 28 - Mon, Aug 31
American Airlines Logo
7:05 am - 4:53 pm
DFW
-
HPN
8h 48m
1 stop
American Airlines Logo
1:42 pm - 8:25 pm
HPN
-
DFW
7h 43m
1 stop
$324American Airlines
Booking Insights

KAYAK's insights & trends for flights to Westchester County

Get data-powered insights and trends for flights to Westchester County to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest flight to Westchester County?

These are the best round-trip prices found by users searching on KAYAK in the last 5 days.

The cheapest ticket to Westchester County from the United States found in the last 5 days was to White Plains, at $317 round-trip. The most popular route is Atlanta (ATL) to White Plains (HPN) and the cheapest round-trip airline ticket found on this route in the last 5 days was $317.

How much is a flight to Westchester County?

The average and cheapest price for all round-trip flights to Westchester County from each origin found by users searching on KAYAK in the last month.

A flight to Westchester County costs $296 on average. The cheapest price found on KAYAK in the last 2 weeks was $59 for the route Myrtle Beach (MYR) to White Plains (HPN). The most popular routes on KAYAK are Raleigh to White Plains which costs $227 on average, and Chicago to White Plains, which costs $543 on average.

See prices from:

What is the cheapest month to fly from the United States to Westchester County?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from the United States to Westchester County, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from the United States to Westchester County is December, when tickets cost $154 (return) on average. On the other hand, the most expensive months are February and November, when the average cost of round-trip tickets is $319 and $308 respectively.

What is the cheapest time of day to fly to Westchester County?

The average price for all round-trip flights from the United States to Westchester County depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Westchester County is generally in the evening, when round-trip flights cost $386 on average. Morning departures are around 24% more expensive than evening flights, on average. The most expensive time of day to fly to Westchester County is generally in the morning, which is peak travel time and where the average cost of a ticket is $480.

Which is the cheapest airport to fly into in Westchester County?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Westchester County is White Plains Westchester County Airport (HPN), with an average flight price of $333.

Good to know

Low seasonFebruary
Cheapest flight$44
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly with an average 2% increase in price.
Flight from Raleigh to White Plains

FAQs - booking Westchester County flights

  • How does KAYAK find such low prices on flights from the United States to Westchester County?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from the United States to Westchester County.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from the United States to Westchester County?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from the United States to Westchester County is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from the United States to Westchester County?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from the United States to Westchester County with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from the United States to Westchester County?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from the United States to Westchester County up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest day to fly to Westchester County?

    Based on KAYAK data, the cheapest day to fly to Westchester County is Thursday where round-trip tickets can be as cheap as $301. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $403 on average.

Top tips for finding cheap flights to Westchester County

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Westchester County flight deals.

Reviews of the top 5 airlines flying to Westchester County

 
See real verified KAYAK customer reviews for airlines flying to Westchester County. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from the United States to Westchester County. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from the United States to Westchester County? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
9.3
Cape AirOverall score based on 33 reviews
8.9Entertainment
8.7Food
9.4Crew
9.0Boarding
8.6Comfort
Airline reviews

We were the only ones on the plane to Culebra, and left 24 minutes early. Flight was beautiful to boot!

10.0 ExcellentAnonymous, Oct 2025
CPX - SJU
Read more Cape Air reviews

We were the only ones on the plane to Culebra, and left 24 minutes early. Flight was beautiful to boot!

Cape Air was great. Kayak was very poor. No ticket to print or explanation that they transferred to another service.

It was good. It was convenient and frequent enough to be a very useful flight to reach more regional hubs. I felt comfortable enough to sleep. During the flight but loved seeing the countryside when I was awake.

It’s less complicated from Culebra to SJU airport. Next time I will prefer to leave from Isla Grande airport to Culebra !!

10 seat Cesna. Equal parts transportation and adventure. 20 minute hop at 10000 feet and 160 mph, sitting 10 feet from the pilot. Panoramic views of the island. Very simple boarding, very low stress. VQS airport tiny, undeveloped. Highly recommended flight, Cape Air doing a great job here.

We traveled in a small Cesna so there was no food or entertainment. The pilot was excellent enjoy being able to see the places we were flying above. It was an OK flight.

Very smooth flight and landing. Pilot delivered his safety instruction in such a monotone that it wasn’t easily understandable. Words were said but he didn't communicate to us. If he was communicating to someone he cared about, he would have used inflection and other nuances of speaking. Virtually all emphasis was removed so it was just blah blah blah (really fast, like the end of a Pharma commercial)

My pilot on Cape Air was AMAZING!!!! I hoping that next time I fly I have him as my pilot. He made me feel safe and secure in his skills.

I so appreciate this service into and out of Glendive. Always a good experience with crew and support team.

It was not what I had expected but it was a great way to see the landscape.

Flight attendants were wonderful. Seats were comfortable “Nicest” bundle). No screens or meal, but it is a budget airline.

it is an economy airline so lack of perks expected .. however an efficient board, clean plane, pleasant crew and an early arrival for half the price of full service airline

Very quick and easy process from check in to deboarding and baggage claim. Crew was professional and friendly. Flight was smooth and on time. Very convenient for short flights.

It was easy and very comfortable! The crew was accommodating and cheerful. I enjoyed myself!

I normally have very good experiences with Breeze. The crew is great, pricing is excellent, and the planes are new and usually clean. This time in Huntsville we were delayed, which I understand can happen, however we were moved from one gate to the opposite side of the terminal and then back again... There was a lot of confusion. Also, my seat had a lot of food crumbs still on the floor where I had to stow my bookbag, so that was a bit disappointing. Other than that, all was good. Crew was great as usual!

Our flight was delayed 7 hours. Due to a change in equipment we were downgraded from "Nicest" to "Nicer," even having to pay for a soft drink. Disappointing. To Breeze's credit that issued a $100 flight credit. A refund would have been more appreciated.

Lost my luggage and terrible experience with customer service trying to track it down

10 hour delay with minimal updates. Couldn’t leave terminal and then ended up on redeye with a dirty broken plane. It is literally impossible to reach customer service via gate agent, app, phone, text or email.

I thought that I had pre-purchased carry-on luggage and was surprised when I tried to check in that I did not have it.

Flight departure was 90 min delayed, and the boarding experience was confused, stressful, and generally poor. Additionally, the wifi on the plane was malfunctioning for all but the final 15 min of the flight into ILM.

Left /arrived on time. Decent seat space. Like the wifi/plugs and entertainment. Windows and tray table were kinda gross. Attendants didn't start snack service til 40mins before landing. Two rows before us, captain came on to say there's turbulence and recalled staff to seats. So, no drink/snack. Later, attendants didn't stop to see if we had trash nor even look our way. Felt invisible! Almost all pilot announcements were not only unintelligible, but so quiet. We had no idea what she said.

Gate agent was unhelpful for handicapped boarding. Flight attendant seemed untrained.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

Delta does a great job with entertainment and free wifi. I can still be in touch with my colleagues while in the air.

Very easy to use and convenient, you can perform any action within the same portal

The baggage belt was not updated on the Delta App and was displayed on the wrong belt board. Was not expecting this to happen.

Landed without a gate ready. Plane is extremely old and dirty.

Pilots lied about waiting on “paperwork”. Sat in the plane for over an hour, waiting on some papers to be printed according to the pilot and then all of a sudden he says good news maintenance is finally on their way. Maybe they can fix it before we get our paperwork. Ended up missing my connection in LaGuardia and as a result, had a fly home to Lexington instead of the Louisville airport. Then paid $100 to uber to Louisville since it was midnight by the time I got in. I wish they would just be transparent with passengers sometimes and not try to beat around the bush on why things are delayed.

The flight was delayed 90 minutes The Gate was wrong The Restroom on Aircraft was not clean There was a half used water bottle in my seat

Too many people are taking up space in the overhead bins with their extra piece of luggage. Since they cannot fit their backpacks or extra luggage piece under the seat in front of them, they store it in the overheads and thus taking up room for other passengers. It wasn’t only one or two persons; more like 12 or 13 passengers.

Our flight from JFK to Madrid was delayed. We had to go from one side of the Madrid airport (Terminal 4s to the far end of terminal 4 - Gate K98) to our gate in less than 30 minutes. Put passport control and security/baggage check and that’s very hard unless you’re Usain Bolt. I called Iberia Airlines and the telephone customer service told me that I was going to have to pay to re-book. Luckily the help desk in the airport (who was dealing with dozens of people from the same JFK-Madrid flight) did not charge us extra to reschedule to a flight 8 hours later. They also gave us a voucher for breakfast and lunch. Glad the actual person at the airport had some actual sense.

Our flight was repeatedly delayed for maintenance problems: scheduled for 9.30am, eventually delayed to 7pm! Very very inconvenient! AA should have provided a substitute plane much earlier.. On the other hand, Customer Service crew in Charlotte helped us to reach NY (LGA) by late afternoon. Thank you Patricia!! The actual flight was quick and very comfortable. As always a. excellent, professional crew. [no food on a a short hop).

The flight was peaceful, just s slight turbulence, pilots and crews were all nice and made a great job! Arrived safely in the Philippines. Thank you ya’ll!

Terrible steward... Plane was quite empty... I asked to move "back" in the plane and the steward said no... Unnecessary power trip of mediocre people.

Boarding gate at LAX was too crowded—two gates next to one another

It was really a terrific experience both going and returning on AA. Staff and crew were professional.

This short sector between Miami and JFK was undertaken purely for business purposes, with efficiency as the primary objective rather than a full inflight experience. Overall, the journey met its intended purpose; however, the ground experience at Miami stood out significantly. During check-in, I was unable to link my frequent flyer details from Qatar Airways (oneworld alliance) through either the self-service kiosk or web check-in. The situation was handled exceptionally well by the check-in agent, who demonstrated remarkable ownership. She coordinated across multiple counters, ensured my frequent flyer number was correctly reflected, reissued the boarding pass, and confirmed that mileage accrual would be recognized. Additionally, she ensured the boarding pass reflected priority status, enabling a seamless priority check-in experience without delays. This level of proactive service was both commendable and impactful. Boarding and the inflight experience, operated by American Airlines under a codeshare arrangement, were efficient but largely transactional. While operational delivery was smooth, there was no visible recognition of oneworld frequent flyer status onboard. In comparison to the consistently personalized engagement typically experienced with Qatar Airways, this absence was noticeable—though understandably a potential limitation of codeshare alignment rather than a direct service shortfall. In summary, while the flight itself fulfilled its operational intent, the exceptional professionalism and commitment demonstrated at the Miami check-in counter was the defining highlight of this journey. Greater consistency in elite recognition across partner airlines would further enhance the overall experience.

I almost missed my flight and they helped me out enormously

Flight was fine, but not having WiFi was a major negative

Everything was excellent and I enjoyed myself. Thank for everything

They lost my luggage and refuse to help. Terrible airline. I've never experienced worse customer service in my life. Pretty much just told me too bad that I lost all my luggage, not caring that I am stuck in Europe for 2 weeks with absolutely nothing.

You should have had Wifi to make it much enjoyable.

The flight was delayed for more than 3 hours the flight attendant was so angry, it was my first flight with JetBlue but i don’t think I flight with them again.

Since we started at syr the service, crews, and flights were just excellent

Jet blue is always good - the one weird thing was that they started boarding about 20-30 minutes before the official boarding time on the app. Just something to be aware of!

Not very happy because of the long delaying which causes our luggages were not on the connection flight and nearly missed our connection flight.

It was good. I’m very disappointed that they don’t give commentary ear pods for the movie. I forgot mine at home

Jetblue provided a very good service during the flight, the plane in a very good condition, the crew is professional, everything was on time. That's it!

I have always loved JetBlue and had no complaints on my last trip… I will always recommend then. Thank you JetBlue

The comfortability was very good. Except, when entering the craft the the first steward never greeted us upon entering the airplane. He spoke too fast where his words were all jumbled and difficult to understand.

Everything you need to know for your flight to Westchester County

Cabin class types available on flights to Westchester County

Cabin classes available on flights to Westchester County. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.