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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 $297 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 $297.

How much is a flight to Westchester County?

A flight to Westchester County costs $391 on average. The cheapest price found on KAYAK in the last 2 weeks was $49 for the route Raleigh (RDU) to White Plains (HPN). The most popular routes on KAYAK are Raleigh to White Plains which costs $273 on average, and West Palm Beach to White Plains, which costs $507 on average.

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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 $213 (return) on average. On the other hand, the most expensive months are February and May, when the average cost of round-trip tickets is $286 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 $438 on average. Morning departures are around 21% 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 $529.

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 $388.

Good to know

Low season

February
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly and prices are also 1% lower on average.

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 $350. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $444 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.
9.2
Cape AirOverall score based on 33 reviews
8.9Boarding
8.6Food
9.2Crew
8.8Entertainment
8.4Comfort
Airline reviews

The flight to Boston segment of my round trip was abruptly canceled (eventually citing Logan Airport construction as the reason) leaving those of us flying from Boston in a very tough spot. I had to get a ride to the Martha’s Vineyard Ferry, sail to Woods Hole and then hire a very expensive ride all the way to Boston, as the remaining scheduled buses wouldn’t get me to my 5:10 pm Paris flight on time. This cancellation wasn’t Cape Air’s fault, but even an hour earlier warning would have allowed me to ferry to the mainland and catch the 12:00 bus to Logan for $38 instead of over $200.

2.0 MediocreChip, Sep 2026
Read more Cape Air reviews

The flight to Boston segment of my round trip was abruptly canceled (eventually citing Logan Airport construction as the reason) leaving those of us flying from Boston in a very tough spot. I had to get a ride to the Martha’s Vineyard Ferry, sail to Woods Hole and then hire a very expensive ride all the way to Boston, as the remaining scheduled buses wouldn’t get me to my 5:10 pm Paris flight on time. This cancellation wasn’t Cape Air’s fault, but even an hour earlier warning would have allowed me to ferry to the mainland and catch the 12:00 bus to Logan for $38 instead of over $200.

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.

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.

Driving 1.5 hours to connect in Charleston to New Haven CT was a waste. New Haven is the worst airport in the US. Everything is outside and this is an issue in bad weather. Zero parking. Only opening 2 hours before wheels up gives you no flexibility. I am done with Breeze. By the time i buy everything i need, im saving no money.

Flight Grand Jct to Las Vegas the internet wasn't working. Flight Las Vegas to Grand Jct we didnt have internet & my air vents was broken making the plane a bit warm. I understand not having a lot of food choices for such a short flight, but not pretzels, cookies or anything offered & only free beverage choices were water, tea, or coffee; not even ginger ale or a soda. Like everything else, you get less & pay more these days.

Breeze Airways is a no nonsense, no extra fluff kind of airline. They have just the basics, boarding is short and easy, and the cost for flights are fair. Will definitely be flying Breeze again!

I thought I paid for a round trip for carry-on and my ticket only had one way when I purchased a round trip Didn't make sense to me .Not what you want to hear when it's time to go home.

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.

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.

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

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

Another pleasant experience flying Delta! Boarding was easy and efficient. The gate area was clean and uncrowded, and the gate agent was friendly, courteous, and professional. The flight itself went like clockwork. We experienced a slight delay, but that appeared to be related to operations at LaGuardia rather than Delta. Once underway, the flight was smooth, and the landing was gentle and uneventful. The flight attendants were equally courteous, attentive, and professional throughout the journey. Overall, a very pleasant experience. Thank you, Delta, and well done to the entire crew! 🙏🏽💗

No beverage/snack service without any explanation or reason. Late boarding and delayed flight.

Gate agent in LAS named Juliett should win an award for excellent customer service.

Leslie the gate agent was incredibly helpful with helping me get on an earlier flight! I saved several hours of airport time thanks to her, and she made the process easy and quick.

The flight was delayed to board, then delay in landing and extremely bumpy landing.

For some reason, there was very little volume on the cabin announcements. You could not hear what the pilot or crew were saying.

Carmen was an absolute delight on the flight staff! Everyone was lovely and made it a very pleasant flight.

I don't know why the crew decided to board 15 minutes early without informing anyone not at the gate. Why would you have the app send a notification that we're boarding on time, instead board early, and then rush me to the gate. Then have me check my carry-on when I specifically packed my bag as to not do so.

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 seats were moved for no reason. The plane was old and wifi and tv were slow. The flight was delayed over an hour for a paperwork issue. Only bright spot was the flight attendants good service.

The crew did not ensure the Evermore seats had their carry on space available. When my family and I boarded, we saw people putting their carry on suitcases in the overhead spaces above our seats and then proceed to the rear part of the plane. This resulted in us having to check our bags and being late to our meetings/events.

The crew was friendly and helpful. The entertainment system in my row did not work for movies and TV shows and the Direct TV cut off in parts and stopped showing the baseball playoff game.

Non-stop commercials were frustrating when trying to view direct TV

Great. I was in mint class. Security was spectacular. A lot of room on the flight! And the WiFi worked this time- it didn’t work the last time and I am on a business trip so that was a problem.

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

At 5:46 am EST, when I arrived at my departing gate, your gqte agent told me that I could not board the flight because the flight is closed 15 minuets before departure. However, the same gate agent escorted a woman (standing right next to me) at the gate onto the flight which, proves that I could have boarded the flight just like the woman I watched board the flight. The gate agent stated "she was here before you". 1-why was she not already on the flight & 2-how and why was she able to board a "closed" flight that I was not. Additionally, although 6am EST was the time of departure, the plane did not 'pullback' from the gate until 6:15am EST The same gate agent told me that the "boarding closes 15 before departure time" is printed on my boarding pass. This statement is not displayed on my digital boarding pass that I downloaded from AA.com. She also told me that this in stated on AA.com whent I booked my ticket however, since am travelling for work, I booked my flight thru my firm's (Deloitte Consulting) corporate travel app, not AA.com. Marc W Brown

We had bad delays and waited for hours on end, we did receive a 12 dollar coupon to use in the airport though. Oh wait, we got that on the plane so we couldn't even use it. I truly never want to fly American ever again.

I was able to enlist on standby for an earlier flight, and eventually made it (last row). However, the experience was poor and felt unfair. On the standby list, I was ranked #2 (#1 had been cleared a seat). The person ranked as #3, who was also in the queue alongside me was given a seat much earlier - with group 4 boarding (a seat within the first 2 rows after business class). When inquired about why I was skipped-over on the priority list, the gate agent first paused (likely cuz she couldn't explain) - and then gave me the standard expectation that if a space opens up, she'll give me the seat. Despite my priority ranking being higher, I was unduly held-back, and could have missed the plane - unfairly giving advantage to someone else. Luckily one seat opened up; but given the unfair assignment of standby seat by gate-agent, this was a subpar boarding experience.

It was a short flight so there were no entertainments nor super comfortable which is OKAY, just the review system doesnt allow for N/A which is why okay was put, but overall good! No delays and nice crew

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).

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