$41 Find Cheap Flights to Westchester County - Compare and Save

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 9/29. 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.
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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

Sâ, sept 12 - Lu, sept 14
Breeze Airways Logo
7:18 pm - 9:00 pm
RDU
-
HPN
1h 42mnonstop
Breeze Airways Logo
7:40 pm - 9:27 pm
HPN
-
RDU
1h 47mnonstop
$82Breeze Airways
Sâ, sept 12 - Mi, sept 16
Breeze Airways Logo
7:18 pm - 9:00 pm
RDU
-
HPN
1h 42mnonstop
Breeze Airways Logo
7:40 pm - 9:27 pm
HPN
-
RDU
1h 47mnonstop
$87Breeze Airways
Jo, sept 24 - Sâ, sept 26
Multiple Airlines Logo
6:00 am - 9:00 pm
ATL
-
HPN
15h 00m
1 stop
Multiple Airlines Logo
7:40 pm - 8:22 am
HPN
-
ATL
12h 42m
1 stop
$174Multiple Airlines
Jo, sept 24 - Sâ, sept 26
Multiple Airlines Logo
6:00 am - 9:00 pm
ATL
-
HPN
15h 00m
1 stop
Multiple Airlines Logo
7:40 pm - 8:22 am
HPN
-
ATL
12h 42m
1 stop
$177Multiple Airlines
Vi, sept 18 - Du, sept 20
JetBlue Logo
8:11 pm - 11:00 pm
PBI
-
HPN
2h 49mnonstop
JetBlue Logo
8:00 am - 10:49 am
HPN
-
PBI
2h 49mnonstop
$225JetBlue
Vi, sept 11 - Ma, sept 22
JetBlue Logo
5:11 pm - 8:00 pm
PBI
-
HPN
2h 49mnonstop
JetBlue Logo
4:29 pm - 7:24 pm
HPN
-
PBI
2h 55mnonstop
$227JetBlue
Mi, sept 2 - Sâ, sept 26
American Airlines Logo
5:05 am - 4:53 pm
SFO
-
HPN
8h 48m
1 stop
American Airlines Logo
12:24 pm - 6:09 pm
HPN
-
SFO
8h 45m
1 stop
$271American Airlines
Mi, sept 9 - Sâ, sept 26
Delta Logo
6:00 am - 3:45 pm
SFO
-
HPN
6h 45m
1 stop
Delta Logo
6:40 pm - 11:57 pm
HPN
-
SFO
8h 17m
1 stop
$297Delta
Mi, sept 2 - Sâ, sept 5
Delta Logo
5:36 am - 3:48 pm
SFO
-
HPN
7h 12m
1 stop
Delta Logo
3:10 pm - 9:02 pm
HPN
-
SFO
8h 52m
1 stop
$307Delta
Mi, aug 5 - Mi, aug 12
American Airlines Logo
10:53 pm - 11:29 am
SFO
-
HPN
9h 36m
1 stop
American Airlines Logo
6:00 am - 11:26 am
HPN
-
SFO
8h 26m
1 stop
$347American 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 $263 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 $263.

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 $315 on average. The cheapest price found on KAYAK in the last 2 weeks was $54 for the route Raleigh (RDU) to White Plains (HPN). The most popular routes on KAYAK are Raleigh to White Plains which costs $223 on average, and Atlanta to White Plains, which costs $437 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 September, when tickets cost $193 (return) on average. On the other hand, the most expensive months are February and May, when the average cost of round-trip tickets is $284 and $276 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 $398 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 $492.

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 $398.

Good to know

Low season

February

Cheapest flight

$41
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 1% 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 $316. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $407 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
8.6Comfort
8.9Entertainment
9.0Boarding
8.7Food
9.4Crew
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 was great except for lunatic lady and her mother sitting middle/window who went nuts when the woman on the aisle wouldn’t stand up right away to let them out even though the aisle was full. Police had to be called. Some people just shouldn’t be allowed to fly.

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.

Why do I need to spend $$$ to sit together as a family? It’s beyond frustrating, we were all sitting apart.

My flight was canceled, and instead of rebooking me on a non-stop first-class flight for the same day, which I originally had, Delta rebooked me on a one-stop flight for the following day. When I checked the Delta app, I noticed that there were available flights for both the same day and the next day. I believe this indicates poor management on their part.

So terrible. My flight was 4 hours delayed and we weren't notified til last second within an hour of boarding. WE had to sit on the plane for 4 hours. ridiculous.

The CRJ-900 was clean but the overhead air vents were broken in our First Class row, making the cabin very hot until about 30 mins into the flight. The flight attendants were both extremely apologetic and accommodating though so that is why I rated the flight as very good. They checked on us many times and truly showed they cared. The snacks for an hour and a half flight could be better. Would be nice if there was a small plated meal over convenient store snacks. WiFi also was not working. And it would be nice if Delta had adjustable headrests on these planes.

The plane was old and thus the seats were not good. No cushion left whatsoever, and it all was a bit worn out.

flight was delayed 4+ hours. there was really no understanding of why? weather? the last hour of delay was post boarding. pilot seat was broken. was that the real reason? nonetheless, long day of inconveniences.

Horrible. Faucet in sink not working, wifi not working. Didn’t bring food or snacks

Gate agent showed up 20 minutes before boarding and was not at all friendly. Had to take this flight due to the one on the day before being cancelled and any later options were already full with long standby lists. Despite having paid for Delta Comfort seats, Delta did not allow me (or anyone) to choose their seat. The agent assigned them for everyone just prior to boarding. Self seat selection was allowed on the original flight. Flight staff was great - very friendly.

Be on time? When not on time a circling for over an hour offer more than 1 bag of chips to the passengers? It was a 7 hour flight by the time we got done.

Five hour delays every hour, I wish it were all at once

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.

They cancelled our flight two times after rebooking us for a later flight. We never got on the plane. We found another solution by driving.

Long delays to board due to mechanical issues with plane.

Flight canceled because they didn’t have enough flight attendants. No refunds or credits for future flights

Boarding was awful - no order, people cutting in line, completely chaotic Planes are very old and uncomfortable. Noticeable difference between Delta and United on same route.

The plane was spartan, the seats not that comfortable. It was like flying a super low budget airline. They charged for coffee!!! I have never, ever experienced that before.

This flight moved Gates several times in a short time period, from B to C, which required a substantial walk or rail ride. Then the flight was delayed more than 2 hours and the food was subpar compared to other flights.

Excellent service. Flight attendance like Jessica,, on our flight, is a reason I wouldn’t mind flying through British Airways again. Jessica,, was very courteous and helpful.

Significant delays on my trip to Chicago and my trip back to NY

Terrible boarding and first class experience. Nice staff but overall disorganized, dirty plane.

Flight was delayed due to connecting passengers. Lack of snack options bad. Sitting in Aisle, last cart run pulled the cart directly into my knee. Rude awakening.

The seats were roomier than other airplanes I’ve been on.

Horrible - for the first time in my life i was denied boarding an international flight because the name used on my ticket - Josh - was not exactly the same as my passport - Joshua. At no time during ticketing, online check-in, or at the airport flying from Boston to NY was i notified of a problem. It was only at boarding from NY to Costa Rica I was informed of the problem and by then it was too late. After missing the flight I was told by airport Jet Blue staff, including a supervisor, that it was my problem and they could not assist because i bought "the cheapest fare". i was hung up on twice by JetBlue customer service, including once by a supervisor. I blame Kayak and your awful partner ChatDeal for even allowing me to purchase an international ticket without verifying this - you effectively sold me a ticket i could not use. Shame on you and shame on ChatDeal for doing nothing to help me resolve the situation. What a scam.

Complete and total debacle from start to finish. HUGE mistake picking this airline. NEVER again! Rudest staff in the business.

Domestic flights are good. Just stay away from international travel

I tried to book a flight with Jet Blue. Your third party company hijacked my attempt with a website that looked like I was booking with Jet Blue. I realized it when I paid. I tried to cancel and was told by a man in India that there were no refunds. $735 stolen, Thanks Kayak!

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

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

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.