$39 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 9/29. 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.
1 adult
1 adult, Economy

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These are the airlines KAYAK users have selected most often from within our search results for flights to Westchester County
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Cheap Flights to Westchester County

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
New York
New Yorknonstop$108
New York
New Yorknonstop$108

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

ven., janv. 9 - lun., janv. 12
Breeze Airways Logo
9:45 am - 11:28 amRDU-HPN
1h 43mnonstop
Breeze Airways Logo
12:08 pm - 1:56 pmHPN-RDU
1h 48mnonstop
$87Breeze Airways
Find Deal
jeu., oct. 30 - dim., nov. 2
JetBlue Logo
6:40 pm - 9:37 pmFLL-HPN
2h 57mnonstop
JetBlue Logo
7:00 pm - 10:02 pmHPN-FLL
3h 02mnonstop
$97JetBlue
Find Deal
lun., sept. 29 - mer., oct. 1
Breeze Airways Logo
9:47 am - 11:28 amRDU-HPN
1h 41mnonstop
Breeze Airways Logo
1:14 pm - 2:59 pmHPN-RDU
1h 45mnonstop
$97Breeze Airways
Find Deal
sam., sept. 13 - mer., sept. 17
JetBlue Logo
7:25 pm - 10:16 pmTPA-HPN
2h 51mnonstop
JetBlue Logo
7:30 am - 10:18 amHPN-TPA
2h 48mnonstop
$97JetBlue
Find Deal
sam., sept. 27 - sam., oct. 4
American Airlines Logo
10:25 am - 4:59 pmRDU-HPN
6h 34m1 stop
American Airlines Logo
6:30 am - 10:00 amHPN-RDU
3h 30m1 stop
$159American Airlines
Find Deal
mar., sept. 16 - mar., sept. 23
American Airlines Logo
7:02 pm - 11:26 pmTPA-HPN
4h 24m1 stop
American Airlines Logo
5:29 pm - 9:59 pmHPN-TPA
4h 30m1 stop
$159American Airlines
Find Deal
sam., sept. 13 - mer., sept. 17
Delta Logo
5:45 am - 11:59 amRDU-HPN
6h 14m1 stop
Delta Logo
6:00 am - 11:13 amHPN-RDU
5h 13m1 stop
$177Delta
Find Deal
jeu., déc. 4 - dim., déc. 7
Delta Logo
7:30 am - 9:49 amATL-HPN
2h 19mnonstop
Delta Logo
6:00 am - 8:31 amHPN-ATL
2h 31mnonstop
$197Delta
Find Deal
mer., nov. 26 - dim., nov. 30
Cape Air Logo
3:20 pm - 8:52 amBOS-HPN
17h 32m1 stop
Cape Air Logo
9:20 am - 5:44 pmHPN-BOS
8h 24m1 stop
$378Cape Air
Find Deal
ven., déc. 26 - dim., déc. 28
Cape Air Logo
12:40 pm - 4:52 pmBOS-HPN
4h 12m1 stop
Cape Air Logo
5:20 pm - 5:44 pmHPN-BOS
24h 24m1 stop
$396Cape Air
Find Deal
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 72 hours.

The cheapest ticket to Westchester County from the United States found in the last 72 hours was to White Plains, at $157 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 72 hours was $157.

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 $298 on average. The cheapest price found on KAYAK in the last 2 weeks was $44 for the route Raleigh (RDU) to White Plains (HPN). The most popular routes on KAYAK are Tampa to White Plains which costs $177 on average, and Fort Lauderdale to White Plains, which costs $223 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 March, when tickets cost $316 (return) on average. On the other hand, the most expensive months are February and November, when the average cost of round-trip tickets is $461 and $454 respectively.

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 $317.

Good to know

Low seasonFebruary
Cheapest flight$39
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 22% 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 $315. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $423 on average.

  • 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 $365 on average. Morning departures are around 25% 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 $458.

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.
8.0
Alaska AirlinesOverall score based on 10000 reviews
7.0Entertainment
8.1Boarding
7.8Comfort
8.5Crew
7.1Food
Airline reviews

This time it is good, no delay and right on time

10.0 ExcellentGRACE, Aug 2025JFK - SAN
Read more Alaska Airlines reviews

This time it is good, no delay and right on time

Staff inside Portland terminal were rude, made us fell rushed and not at all accommodating to seniors. For this alone I will probably never booked from them again.

It was a good experience! Thank you:) No sparkling mineral water… 🥲

Mid flight we were bothered by a bee. Kind of odd, but a bee allergy made it a bit stressful. Attendants passed by our aisle during service multiple times. Otherwise, it was fine.

After we boarded there was quite a long time before we actually took off, and there were no announcements from crew about why we were delayed. Later when they did make announcements they were largely inaudible. There was no food (other than for purchase) on the flight and no entertainment. Thats not a complaint, just explaining my ratings in those categories. The flight was smooth. Baggage claim was rapid.

5 1/2 hour flight with no food service or options is inexcusable.

On time, WiFi worked, reasonable legroom, helpful staff. Unfortunately there was no water for handwashing in the rear lavatory.

The airline staff was great! The best safety review ive ever had!

Great flight - efficient and cheerful team on board, at SFO gate. Also, PAE (Paine Field, Everett, WA) is a great little airport to fly out or in to!

Mostly good. Delayed which in my experience so far happens often with Alaska Airlines. Thank you.

Our gate was changed twice, but since they were super close it wasn't an issue. We were delayed 90 mins or so, which wasn't great, but sometimes that's just what happens. Communication was the issue. We weren't kept informed about delays--with more information I would have gotten a real meal, taken a "bio break" and purchased a new book. Because another. flight was being updated more frequently about their delays, I thought ours would be shorter and stayed close by. It left me feeling more frustrated than was necessary.

Your feedback should include a "not applicable" button. There was no food, nor entertainment on our flight. Also, a snack on a short flight will be nice to have

Boarding at BDL gate 24 was confused, but balanced out by friendly, responsive gate attendants. The crew were friendly and made for a straightforward flight. Seats were fine, but the aircraft needs to go in for cabin maintenance. The air nozzles overhead were all loose and could not be closed or adjusted.

Head rest did not move, very uncomfortable. Staff was great. There was no entertainment, would be nice not to have to pay for snack.

Worst airline - on our flight down from MCO to EYW, there was a huuuuuge delay. We were supposed to take off 12p and it was pushed back to almost 2:30p. We boarded the plane and then sat on the tarmac forever because we were "over" weight and had to burn fuel. Rather than ask guests to volunteer and leave, they kept us on the plane. Finally a family decided to off board and take their luggage with them. Shortly after, we left the terminal but then the pilot told us we may have to sit at the end of the runway for 15-20mins to burn more fuel. Which we ended up doing and of course it started to rain. We finally took off 2:50p. We were supposed to land 1p and didn't land until 3:45p. Basically had time to scramble off the plane, grab our luggage, request transportation to our hotel, unpack, rinse off and hustle over to our 6:30p dinner ressy. It's a shame Breeze is the only non-stop airline from MCO to EYW. For this, not sure I'd ever go back to EYW - most def will not take Breeze again.

Flight was rescheduled from (originally) early Saturday departure to a late Sunday departure. Then the late Sunday departure was delayed again (weather) and got in very late. We’ve enjoyed Breeze a lot, but this particular experience was a little disappointing.

Breeze was good but the sandiego airport had traffic and waiting 1 hour in the plane till take off

The return flight was soooooo much colder than the departure flight to Connecticut! I appreciated the layover because I didn't have to change planes. The staff and the service were the best! Everyone was so professional and accommodating. Having internet was great, but for the movies the flight offers through the app could be updated. THANKS EVERYONE! I fly BREEZE every opportunity I can get.

The flight was comfortable with the usual slight turbulence. Macadamia Nuts would be great snacks to purchase in flight.

This is one of the worst trips that I have ever had. Ending up with an overnight delay. I’m not happy with the fact that they did not provide and set up the arrangement needed for lodging that we had to do it on our own. I also feel there should’ve been Compensation for food.

On this flight I felt the food offering was not as complete as on previous flights. The tomato salad was a bit off and there was nothing additional such a bread or butter. The breakfast was only one option, so you either ate what they had or ate nothing. The crew was efficient, but most seemed frustrated throughout the flight. The flight arrived early and was obstacle-free, so I’m overall quite happy, but the shine in the rest of the experience just wasn’t there.

Great flight with Delta! Boarding was quick and easy, the amenities were solid, and the plane was in great shape. The flight attendants had a fun, lively energy while staying professional. All in all, a smooth trip — even managed to catch up on some rest. Thanks, Delta!

De planning was an absolute mess. We were never told that we weren’t at the gate and that we had to go down unstable stairs and then hop on a bus. People were falling, we couldn’t tell who was in charge. Overall terrible communication that ended up leaving a bad impression at the very end of the experience.

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

My flight was canceled after being rescheduled for four days canceling my trip. Kayak and everyone affiliated with it I.e the airlines, and just fly have been excruciating to deal with. My trip to visit family had to be canceled as there was no way to make it. I am furious at all of you.

They delayed our flight because of bad weather in NY which was completely understandable. Then they cancelled our flight and a later flight that evening. The earliest we could fly was the next morning. We ended up buying last minute tickets on another airline and made it home slightly delayed but safely that evening. Delta kept saying it was weather related but if that was the case how did we make it back on another airline? The weather in NY was cloudy but not bad.

I like for how they process during check in. It was very smoothly.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

Great overall. There was a bit of turbulence so they could only serve water because too much turbulence for the carts. Was glad they prioritized safety though

There was no TV's on the plane? I tried to activated the WiFi multiple times before the plane took off but it wasn't work well.

Air Marco’s fleet of airplanes are old and pathetic. The seats are torn and stained. The monitors don’t work properly. If this wasn’t a business trip and I had control of booking the flight, I would not travel on this carrier.

Good service, friendly staff. Food was average for airlines and the seats were small.

Pathetic check in experience once again. Not enough staff scheduled at bag drop or for special assistance at LHR. Really need to rethink the whole self check in procedure. The crew was good. A very decent selection of special meals in this leg as compared to the JFK-LHR leg.

Flight was cancelled 3 hrs AFTER etd. Thetefore Missed connection from JFK to New Zealand . No accommodation provided… This cost ne aporox 1000 USD in extra expenses and turned whst should have been a 24 hr trip ftom Boston - New Zealand into a VERY expensive , late 70+ hr nightmare … Complete nonsense!!!

Overall fine, but the delay was annoying and the reasons for the delay were not communicated. The crew on board were phenomenal!

A cookie and a soda, packed like sardines, will never be a positive experience. Also, boarded a 5:30 flight at 7:45pm

Whenever a passenger purchase a ticket his advantage number should automatically to his information. It's not everyone remember the number. You request for your number and American airline agent say they will email it....and they never email anything and you loose your mileage just because you don't remember your number. It should automatically go your information and associate with your email account at all times

The flight was two hours late to take off. The captain kept making announcements in English, but the volume on the speakers was low and we could not hear him. The flight attendant’s French translation was loud and clear, but we couldn’t understand French. The crew was nowhere to be found to relay what the captain was announcing. Very frustrating experience. American has to do better.

Paid $35 and not able to access the internet at all.

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

flight cancelled after 2 delays. left us sitting in JFK at 1am. no customer service to assist rebooking.

To not have food or proper snacks on a 5 hour flight was the worst.

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

It would have been nice if they had offered more than one set of snacks

Ground crew gave me interference about carrying a laptop and a small shoulder bag, even though I told them I traveled with them all the time. I then placed my laptop bag in my carryon and took out a medical device, and ground crew still tried to give interference. I had to remind them that medical devices don't count towards luggage limits. It was quite annoying and unne

Flight was delayed several 3 hours - no reason was given and no communication what so ever.

The gate and ground staff were excellent, friendly, went out of their way to acknowledge my Mosaic status. The plane was an older Airbus, so the seats were a little worn. The in flight attendant was not very nice, and seemed to be annoyed to be at work or be on this flight. Flight was fast and we landed early and pilots kept us informed.

The regular feedback of any changes to our flights. The Jetblue staff were very helpful. Our flights were great. Lots of leg room!

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.

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