$41 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, 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
These are the airlines KAYAK users have selected most often from within our search results for flights to Westchester County
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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

Sat, Sep 19 - Sat, Sep 26
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
Wed, Sep 16 - Wed, Sep 23
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
Fri, May 29 - Mon, Jun 1
Multiple Airlines Logo
9:10 am - 11:59 am
MCO
-
HPN
2h 49mnonstop
Multiple Airlines Logo
6:09 pm - 10:25 pm
HPN
-
MCO
4h 16m
1 stop
$193Multiple Airlines
Mon, Jun 8 - Fri, Jun 12
Multiple Airlines Logo
9:10 am - 11:58 am
MCO
-
HPN
2h 48mnonstop
Multiple Airlines Logo
6:09 pm - 10:25 pm
HPN
-
MCO
4h 16m
1 stop
$197Multiple Airlines
Wed, Jul 15 - Wed, Jul 22
JetBlue Logo
7:55 pm - 10:59 pm
FLL
-
HPN
3h 04mnonstop
JetBlue Logo
8:29 pm - 11:25 pm
HPN
-
FLL
2h 56mnonstop
$212JetBlue
Sat, Jun 13 - Sat, Jun 27
JetBlue Logo
7:25 pm - 10:34 pm
FLL
-
HPN
3h 09mnonstop
JetBlue Logo
8:29 pm - 11:23 pm
HPN
-
FLL
2h 54mnonstop
$217JetBlue
Sat, Oct 24 - Wed, Oct 28
Delta Logo
6:00 am - 4:33 pm
SFO
-
HPN
7h 33m
1 stop
Delta Logo
3:15 pm - 8:22 pm
HPN
-
SFO
8h 07m
1 stop
$297Delta
Wed, Jul 8 - Thu, Jul 16
American Airlines Logo
6:54 pm - 9:28 am
SFO
-
HPN
11h 34m
2 stops
American Airlines Logo
1:43 pm - 10:07 pm
HPN
-
SFO
11h 24m
1 stop
$317American Airlines
Wed, Aug 19 - Wed, Aug 26
Delta Logo
5:10 am - 3:48 pm
SEA
-
HPN
7h 38m
1 stop
Delta Logo
5:17 pm - 10:05 pm
HPN
-
SEA
7h 48m
1 stop
$317Delta
Wed, Jun 3 - Tue, Jun 9
American Airlines Logo
10:27 am - 11:26 pm
SEA
-
HPN
9h 59m
2 stops
American Airlines Logo
4:30 pm - 12:41 am
HPN
-
SEA
11h 11m
1 stop
$322American 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 72 hours.

The cheapest ticket to Westchester County from the United States found in the last 72 hours was to White Plains, at $262 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 $262.

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 $304 on average. The cheapest price found on KAYAK in the last 2 weeks was $28 for the route Raleigh (RDU) to White Plains (HPN). The most popular routes on KAYAK are Raleigh to White Plains which costs $188 on average, and Chicago to White Plains, which costs $469 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 February, when tickets cost $272 (return) on average. On the other hand, the most expensive months are May and June, when the average cost of round-trip tickets is $377 and $358 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 at night, when round-trip flights cost $379 on average. Morning departures are around 15% 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 $434.

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 $329.

Good to know

Low seasonFebruary
Cheapest flight$41
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly with an average 6% 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 $285. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $394 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
9.4Crew
8.9Entertainment
8.7Food
9.0Boarding
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.

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.

Great experience and In love flying in and out of Provo airport

You get what you pay for. It’s like a bus but flying. No frills, no snacks. Leg room was fine, boarding was good.

Overall good. Plenty of legroom and fairly comfortable seats. No issues with capacity and the overhead been even though most people brought several carry-ons on. I don’t think Breeze really enforces the pay for a carry-on rule.

Surprised at how much I enjoyed Breeze. Paid for the Nicer upgrade which made it closer in price to a flag ship carrier but with more comfortable seats and much more leg room. Crew was polite and since we brought our food no loss there. Would make the point that the ‘have to pay for a carry-on is BS’. Most people did not and had several. Still was plenty of room in the overheads.

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.

Got to fly my favorite plane, the Boeing 767-400ER, to Milan. The soft blush pink mood lighting during meal service was very beautiful and gorgeous. The service was top-notch, and our flights were on time. I highly recommend Delta.

Cabin was not pressurized properly. Several passengers had respiratory difficulties.

The staff was fine. The plane was extremely tight, and I paid for the wifi and it did not work at all. I was actually going to ask for a refund.

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.

Jet blue was great But the Jayak system Wasa pure nightmare and wasted so much of my time and energy by not giving me a way to access jet blue to check in the flight back I didn’t even get the number confirmation code 24 hours before. Because I didn’t receive the email with the confirmation code I could NoT CHECk IN. I spoke to a kayak third party and they informed me I could not carry a carry on, on the flight which caused me so much extra stress it was just too much. You can be sure I will not be using it recommending your site. Again.

My experience with JetBlue was fine BUT I am very upset with Kayak! JetBlue had delayed our scheduled departure by an hour and you NEVER notified me of the change. I did not hear directly from JetBlue because the trip was booked through Kayak, a mistake I will not repeat. Your reminder of the our trip last week still had the WRONG departure time. Our return trip has also changed, and again no notice from you.

Right now I’m still in Jamaica waiting on a flight to New York which I should be in New York from the 30th and I’m here in Jamaica

Flight was as expected. But it was delayed an hour. Also, my luggage got damaged. So that sucked especially since the damage made navigating the airport difficult. Walking to get ground transportation is sooo far away now and my checked bag was difficult to carry.

Flight team was very courteous only complaint wS the boarding process and mandatory bag check

It was a great flight got here on time wish they would give headphones out for free

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

THe flight was an hour late. You got us on the plan and we sat on the ground for 45 minutes with no information from the pilot whatsoever. Worst flight this year.

We left at 1030 am pacific from LA and supposed to land at 7 pm Eastern in NY. They made a detour, stopped in Philadelphia and didn’t land till 1130 PM Eastern!!! Worst flight experience with no pilot communication with no explanation as to what was going on. Everyone was very frustrated to say the least.

Found that the plane used for this short flight is smaller and therefore the seats are really squeezed tight.

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.