$51 Find Cheap Flights to Westchester County - Compare and Save

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Cheap Flights to Westchester County

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
White Plains
1h 24mNonstop
from $98per person
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?

The cheapest ticket to Westchester County from the United States found in the last 5 days was to White Plains, at $293 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 $293.

How much is a flight to Westchester County?

A flight to Westchester County costs $348 on average. The cheapest price found on KAYAK in the last 2 weeks was $51 for the route Charleston (CHS) to White Plains (HPN). The most popular routes on KAYAK are Raleigh to White Plains which costs $198 on average, and Atlanta to White Plains, which costs $532 on average.

See prices from:

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

The cheapest month for flights from the United States to Westchester County is December, when tickets cost $200 (return) on average. On the other hand, the most expensive months are February and May, when the average cost of round-trip tickets is $285 and $278 respectively.

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

The cheapest time of day to fly to Westchester County is generally in the evening, when round-trip flights cost $418 on average. Morning departures are around 22% 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 $510.

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 $340.

Good to know

Low season

February

Cheapest flight

$51
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 3% lower on average.
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 $335. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $415 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

 
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.
9.4
Cape AirOverall score based on 32 reviews
9.4Crew
8.8Food
8.6Comfort
9.1Boarding
9.0Entertainment
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
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.

Support for wheel chair was not good. Desk did not open until 2 hours before takeoff not check in time.

Boarding process was super smooth and the staff and crew were wonderful. Seats made me feel like I was being bent forward. Might be because I'm shorter and the puffy head rest pushes my head down. I would have liked to have been able to remove it

What entertainment!? Snack i bought was unusual and in very small quantity. Very limited selection of snacks to buy. Taste was mediocre.

Leg room was good. Seat pockets were good. Especially the one for menu. Personal Explanation for potential of needing help since i came on a wheelchair was excellent! That has never happened to me flying before. It happened before many passengers had boarded and the attendant leaned way over in front of me. Great help with my carry on since i was in a wheelchair. I was surprised about cost of drinks and snacks. Didn't know there was no free snack. I was cold on both legs of flight. Asked for a blanket but none was brought. Does Breeze even have them? Temperature was adjusted for a short time. Had to put on jacket and put a shirt from my carry on across my legs. Guy next to me pulled his collar up. My nose was cold to touch. I asked flight attendant if they always kept it that cold. She said she thought they had adjusted the temp. When i suggested she feel how cold my nose was, she said she would note it. Casual dress of crew was interesting to me. I thought tennis shoes was very practical. Observed the captain had gone to get food at a fast food place for the crew before we took off. They did not have time to go having moved from one plane to the next at a different gate than planned. Thought that was great commaradiery! And i told him so. Hard to reach call button and air control. Gate staff suggested we use restrooms before boarding since one on board was so small. Thought that was amusing and thoughtful. Pilot made announcements about delays--mechanical warning light, weather delay, traffic on runway and construction near gate and weather where we were landing. Interesting about crew having to do cleanup. Nice about offering upgrades a couple days before flight. Nice sbout sending reminder to check in.

Flying with this airline is a true nightmare. We got delayed than stranded on layovers due to maintenance issues both ways of our flight and there’s no way to communicate with anyone other than AI bots that are absolutely useless. Never again.

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.

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

No headphones, forced to sit in another seat that I did not book, had to check my carry on when I boarded the plane I saw backpacks and other non carry on items stuffed in the carry on holder! Horrible experience Wi-Fi did not work either

Terrible - the flight was delayed taking off after boarding. Then the flight circled lga before landing. Significant delay

Our flight from Detroit to LaGuardia on Thursday 8/20 was delayed from 555 to 910 due to storms and a ground stop at LGA. It’s never fun to be stuck at the airport but I thought the desk crew and captain handled it well and kept us informed. I especially liked how they referred to us as their “LaGuardia family.” I am a loyal delta customer and this is one of the reasons why.

Pushing back flight and ultimately cancelling it after multiple changes and hours of delays. Comm were terrible as to what was going on and what options were available.

Although I know the Airlines cannot control the situation when there’s a ground stoppage, it would’ve been nicer if we would have had more up-to-date information clarity around the delays. Additionally, I think the delays also took a toll on the Cabin crew, particularly the lead flight attendant in first class. She was not very friendly when we boarded the plane for many of the passengers. Number one she refused to hang a garment bag in the front closet for a first class passenger, she was unwilling to dispose of an empty bottle in the trash as I was boarding (despite drinking a bottle of water herself and needing to disregard), and she was very combative with a passenger, who needed to access something from his bag that was Gate checked. Frankly, it was really unfortunate as I’ve never seen a flight attendant behave that way directly to the passengers, particularly when none of us had done anything wrong.

the flight got cancelled - few hours before the departure time - no time to change

The meal tray was not usable it was completely uneven

Flight from Savannah arrived very late and we did not take off till 2 hours after scheduled departure!

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.

AA was fine....the overall experience was subpar, but not due to the airline due to broader issues

Good flight, regional jet so old and seats could use an upgrade

Flying on this airline is nothing short of a full blown circus clown show. On a recent return from my mother’s funeral, my only available choice from IND to PWM was American, which I hesitantly booked as I rarely fly them for many of the following reasons and never will again. I was booked IND-PHL-PWM totaling about six hours. The flight was cancelled due to NE weather. They rebooked me on a two stop flight IND-DFW (Yes DALLAS)-PHL-PWM, still all on the same day. After arriving in DFW, they continually delayed the DFW-PHL flight due to maintenance issues on the arriving flight. Finally it was delayed to the point that my PHL-PWM connection was no longer possible. They then rebooked me thru LGA with the short flight the NEXT DAY to PWM and offered to put me up for the night in NYC (or so I assumed). The flight DFW-LGA was then delayed so much that I asked to be put in an earlier flight with a lessor delay. Throughout this day chats with their AI assistant were useless as were subsequent chats supposedly with a real person(?). Only one customer service agent in DFW was actually helpful and appeared to care. Upon arrival at LGA post midnight, they issued me car and hotel vouchers in Trenton NEW JERSEY at a very old Howard Johnsons ONE HALF HOUR from LGA. The hotel was an $85, 1.5 rated hotel in a very sketchy area of NJ that I would have never voluntarily booked. As I prepared to catch the car back to LGA the next morning I received a text that my flight was cancelled. TWICE IN TWO DAYS. I went to LGA hoping to have AA book me on an earlier Delta flight. The full service line was at least 200 people deep, so I tried to reach a real person agent by phone. After 1/2 hours on hold I gave up and waited for my later LGA-PWM flight. It actually started boarding on-time, but only shortly after announced a maintenance hold. We were told it was nothing serious, just an adjustment to the Captains seat. Only one update was given while we waited 1.5+ hours for a “SEAT ADJUSTMENT”. Can’t forget to mention that on all of these planes the WiFi only worked on two. During that time at least three others flights in my area announced that they were overbooked and were taking volunteers before bumping people. Another flight to ORD announced a gate change and less than five minutes after announced that they were really not changing and announced for everyone to return to that gate. Can’t forget to mention that on all of these planes the WiFi only worked on two.🤡🤡

Boarding was horrendous! Took absolutely forever… and the delay from the broken coffee pot was really kind of ridiculous

gate crew was courteous and helpful, flight attendant was nice and friendly once we got going. But we pushed off from the gate relatively on time, then sat there like 10 ft away, for an hour, with no announcement or explanation. Taxiing then took forever, and I get that there was runway congestion, but would be helpful to keep us posted on whats going on

Uncomfortable seats, spotty WiFi, only Biscoff for snack (no one likes those).

boarding announcements werent clear/loud. Tired of those cookies. Of the 3 staff/attendants, 1 was good and the other 2 were mediocre.

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

My original flight was cancelled. My replacement flight was delayed over 2 hours. I lost my whole day in NY

Delays were crazy long (over an hour) both for boarding and baggage claim

awful expereince. boarding was a mess and not communicated, then we sat on a hot plane and were at risk of getting kicked off

2 hour delay and a lack of air conditioning on the plane. Not a good combination

Poor, had a 5+ hours delay. Kept sitting in the aircraft with three kids. It was terrible

I have flown Jet Blue many times between JFK and SFO. I appreciate how clean the planes are, the ability to select my onboard entertainment and the flight crews have always been amazing! Unfortunately, my trip from SFO to JFK on August 23 was unusual. I arrived early at SFO for the 12:00 noon scheduled boarding. The flight was supposed to take off at 12:45pm but after sitting for a while, the plane had to return to the gate to have a generator inspected. After deplaning and then reboarding, we eventually took off around 3:30 pm. It was explained to the passengers that because the plane was using a backup generator, additional fuel was needed and the flight would take longer than originally scheduled. We were originally supposed to arrive at JFK at 9:32 pm but instead, arrived at midnight. Unfortunately, I was exhausted for the funeral I attended the next morning. As a passenger, I have always expected that the plane will be in good mechanical order and that all parts will function as expected. I'm not entirely certain that if I fly Jet Blue in the future, that I will have the same level of confidence that I had become accustomed to. Thanks for the opportunity to provide this feedback. Kathy Nigro

3 hours late JetBlue flight made me miss my connecting flight to Nairobi Kenya, they did not even offer me hotel accommodation, I paid out of my pocket, they did not know where my luggage was, let say my experience with JetBlue was nightmare.

My screen didn’t work, my seat didn’t recline, the flight attendant was rude and completely dismissive, the airplane was freezing, the seats are way old, slanted and uncomfortable. I payed for a full ticket and got a horrific experience, with a flight attendant who dismissed me even though I was calm respectful and polite.

It was my worse flying experience. It was my first time and last time flying with Jet Blue.

It was my first time in Jetblue flight in 10+ years(?) and the experience was horrible. You were better before. There were ATC delays sitting/waiting in the tarmac for 2 hours, I understand that this isn't Jetblue's problem but how the matter was handled poorly is. Cabin was so warm and hot couldn't get it to cool down for the entire waiting period worse, even during cruise flight. Start, the passengers were spoken to and treated like a little children with no respect. Constant/multiple annoying tone/voice PA announcements of mentioning "... only big/large suitcases are for the bin and small ones need to be placed under the seat, etc,..." I see that flight was delayed and crew were trying to get the plane ready to board as soon as they can but the way they presented was lack of better word, condesending and scolding tone to cattle. It was definite unpleasant, unwelcoming flight experience I have ever had with Jetblue. Whatever happen to smiles and fun employees , pleasant/helpful gate agents, flight attendants, crews, where have they gone? It was dissapointing flight experience overall from everyone. Sorry for the direct transparency.

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