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Find cheap flights to Westchester County from $55

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 5/20. 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
0 bags
Mon 6/3
Mon 6/10

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Best Westchester County Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

New York
New Yorknonstop$78

Good to know

Low season

February

High season

December

Cheapest flight

$55
Best time to beat the crowds with an average 32% drop in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from Raleigh to White Plains

FAQs - booking Westchester County flights

  • How long is the flight to Westchester County?

    An average nonstop flight from the United States to Westchester County takes 4h 37m, covering a distance of 1238 miles. The most popular route is Charleston - White Plains with an average flight time of 2h 12m.

  • What is the cheapest flight to Westchester County?

    The cheapest ticket to Westchester County from the United States found in the last 72 hours was $78. The most popular route is from Charleston to White Plains and the cheapest round-trip airline ticket found on this route in the last 72 hours was $98.

  • Which airlines fly to Westchester County?

    JetBlue, American Airlines & Delta fly the most frequently from the United States to Westchester County.

  • What is the most popular destination in Westchester County?

    Based on KAYAK flight searches, the most popular destination is White Plains (100% of total searches to Westchester County).

  • How does KAYAK’s flight Price Forecast tool help me choose the right time to buy?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a given destination and date is likely to change within 7 days, so travelers know whether to wait or book now.

See more FAQs

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.

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.
8.1
Breeze AirwaysOverall score based on 75 reviews
6.7Food
8.1Comfort
8.3Boarding
8.9Crew
6.4Entertainment
Airline reviews

The only thing that would make the experience better is a little more leg room and the overhead bins are very low. I hit my head when I was settling into the middle seat and was nervous about poking my eye on the corner of a lowered bin when I was deplaning.

8.0 ExcellentKaren, Apr 2024CAK - LAS
Read more about Breeze Airways reviews

The only thing that would make the experience better is a little more leg room and the overhead bins are very low. I hit my head when I was settling into the middle seat and was nervous about poking my eye on the corner of a lowered bin when I was deplaning.

It helps manage expectations to know that this is a discount airline. I brought my own snacks so that I wouldn't have to buy something if I got hungry or thirsty for soda during the flight. One of my seat mates was unaware that he would have to pay $4 for a Coke and was a bit upset. He hadn't listened to the flight attendant say "Drinks for purchase?". All of the employees I interacted with were friendly and professional. My one complaint is that the overhead bins are very low when they are open. I was heading for the middle seat and unexpectedly hit the top of my head on the bottom of the open overhead bin. The headrests were also a little uncomfortable. But overall, for the price, it was a decent value, and I would fly Breeze again.

Flight was on time. The crew was efficient and kind.

Did not like the fact that I was charged to take on a bag I usually put in the overhead

My flight was delayed, not by much.?very good communication during fest and waiting to board.

Communication with airline electronically was difficult. No number seemed available to talk to customer service.

What could have been better is if Discover credit card would be able to purchase food

Crew was inconsistent in instructions in advising passengers about seat backs during take off. Perfunctory announcements except from cabin.

The experience with Breeze was really great. The app makes managing flights easy. You can check in on there 24 hours in advance, and your boarding pass is there, too. The flight crew and the staff at both our airports were wonderful. Snacks and drinks were reasonably priced. The seats were very comfortable, they even had adjustable headrests on every seat. The only downside is not having entertainment or Wi-Fi available onboard.

The price is amazing. I was worried about how the flight would be as I never flew then. Seats were very comfortable. We had lots of legroom. The Akron airport was really nice. Overall it didn't have the stress we usually experience with flying. Highly recommend

It was a crowded flight. They did the best they could.

Boarding was great. The flight landed early. It took the crew over an hour and a half to bring out drinks. I paid to upgrade my seat to Comfort+ only to be near a crying/screaming baby who was seldom quiet. Noise-cancelling earbuds didn’t even help. Waste of money to upgrade.

Boarding was a sh!t show. JFK BOARDING was awful. The agent called three sections at a time Clogging the area then yelling at people to not block the walk way. How are you going to call delta one , premium select and comfort plus at once and the yell at highest paying passengers. Need to do a lot better and the flight attendants in the galley need to understand that their voices travel. They were talking about others and everyone in the cabin heard them

The main person that was coordinating everything was a short white/light skin Spanish man and he was very rude. It honestly made me feel like it was everyone’s First day at work. His announcements were very not reasonable and they did not make sense. The stewardess on the flight that made the announcements she didn’t even know what she was talking about she sounded inebriated. There were no snacks or drinks on our flight there wasn’t even much turbulence. This flight was not enjoyable nor was it what a Delta flight should be and just this past week I flew with Delta 3 times.

Horrible. First delta flight was delayed. I ran to my connecting flight and arrived to the gate 13 mins before departure. I told the gate agent “I’m here”, she told me flight was closed while giving my already confirmed seat to an stand by passenger. I said again “madam, I’m here with my confirmed seat” and she said “no you’re not here@ and gave two stand by people a boarding pass and let them board. I asked “madam, why do you do that?”, and she repeated “you’re not here”. That was very rude. I’m disappointed of delta. It used to have a good customer service. Things have changed, but not for good.

full flihgt but crew and passengers all helped eachother we landed early! however we then had to wait 40 minutes on the tarmac to get into the gate there were people trying get connecting flights, assume its an airport issue but still frustrating

We flew early evening on New Year's Eve. Our plane was less than half full... Great for the passenger experience -- not so much for the airline lol. Comfortable, spacious, smooth flight -- and early arrival!

The crew was horrible. Cleo was the most unwelcoming flight attendant I’ve ever had.

Do not get fooled by the term “Delta One” flat bed! The seats were super narrow. The ottoman for the feet was so narrow that when you recline the seat in flat bed position, you can only fit one foot in the 8” width space. There was only 1 flight attendant for First Class. The breakfast took 2 hours to get served. Instead of offering French Toast, the served bread pudding. The champagne with orange juice or Mimosa tasted terrible. Almost all the movies offered were ridiculously old. For a long flight from San Francisco to NY, it was frustrating! I DO NOT RECOMMEND this flight!!!

Really big guy next to me Attendants moved him to an open row

Great. Loved that there was WiFi on flight to keep in touch and excellent service of beverages and snacks.

great flight. Pilot was communicative, flight attendants were excellent. Really nice experience except my tv didn’t work.

Overall, the flight was better than the flight I took to go to Florida, which had a bunch of problems. The crew is really nice and the plane was new so it had a small problem when we were on the runway, but the flight itself was great. They even made some time back up, which is always a good thing.

Everything was good except for deplaning in NY. Took way too long!!

Jet Blue keeps getting iit wrong. 4 hour mechanical delay followed by terrible boarding experience. This is my third horrific jet blue flight in 2024. I am going to try to avoid this loser in the sky

no wifi and the aircraft was very old with tiny 4” screens.

After we landed, we were held on the plane for 30 minutes. There was no one at the gate once we landed and we forced to sit on a plan that had already over an hour delayed.

Flawless trip. Pilot came out and introduced himself, welcomed everyone, made a light joke to put everyone at ease. Arrived quite early.

JetBlue's check-in was great, but there was an in-flight flight attendant who was very rude and unkind. I didn't realize that the bathrooms were already locked 30 mins prior to landing and needed to use the restroom. Instead of politely asking me to return, she rudely told me, 'No, bathrooms are locked! Go back to your seat!' The flight was more than an hour delay, which made me almost miss my connecting flight. I understand the reasoning, but the action they took to get a hold of maintenance was time consuming. It took them so long to get a hold of maintenance and for maintenance to get started. Most importantly, my 3 checked baggages are missing! I'm writing this review 3 days after my arrival to the Philippines, and my 3 checked baggages, where my wedding dress is, are all missing!

Safe takeoff and landing Better snacks and coffee. Headphones for the TV monitors.

I paid $380 for my one-way ticket from California to Minnesota. The fair did not include online check-in. I received instructions from their app to check in at a kiosk. At the kiosk, the boarding pass would not print until an actual person came to verify that I had a personal item and not a carry-on item, On the plane, the person next to me was drunk and allowed to continue to order alcohol. United is garbage I’d rather fly spirit.

The plane was dirty and the in seat air wasn't blowing as planes usually do.

Generally good but there wasn’t any staff available when my luggage didn’t appear at baggage claim in Fresno. It took about half an hour to locate a staff member to open up the locked room where it was being kept.

Do not like the feeling of being in the basic economy. Everyone should feel good no matter what.

All flights were on time and boarding was issue free

Terrible! The plane was old and you are required to connect your own device to their Wi-Fi rather than have entertainment options in the back of the seat in front of you. The Wi-Fi went out during the flight and there was only one plug for the devices every two seats. Three out of five surrounding my family did not work. The seats and spaces under them were so small I could not fit my backpack, which I’ve always brought on flights and fit before no problem. The crew were unpleasant and patronizing.

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Water service would be great. The way they board is terrible. Slow passengers first😂😂 They need to smart up a bit

Our original business class flight was cancelled so we not only downgraded but we were also spread out across the plane not sitting together in separate middle seats. My poor kids were scared and couldn’t see me on the flight and the crew wasn’t sensitive to the situation and what the airlines did to us. Very dissatisfied with United airlines.

Crew were fine, drinks and snacks were as well but we were delayed for around 2 hrs which made our entry into Mexico delayed as well with the influx of arrivals at the same time. Sort of wasted our first day of vacation. We left Pittsburgh at 630am and did not arrive in Mexico until late dinner time.

Not being able to purchase my check in baggage online was a negative.

Comfort of seats, ease of boarding. Food selection could be better

I arrived to the airport 2 hours before my American Airlines flight was scheduled to take off. I have TSA pre-check. The airport was crazy packed when I arrived. After momentarily standing in the pre-check line, the TSA agent said that I am not pre-check. Of course I said that I am because I entered my KTN number on all my traveling sites and programs. I had to get out of line and go back to the AA counter to discover that American Airlines did not add my KTN to my boarding pass. I had to call TSA to find out my number, then have AA enter it onto my boarding pass. The emblem would not load onto my boarding pass. By this time, I decided to use my Clear in order to get through TSA but the line was ridiculous long. By the time I made through TSA, I missed my 11:08am flight and was re-booked for the 5:30pm. This is after the AA employee told me I should have gotten to the airport early. AA use to be a dependable airline not I use them only if I have too.

Horrible people at the gate, they force me to check in my carry on, even thought no one behind me has to do it. I had to get out of the airport in NY to get my bag and go thru security again on my way to Honk Kong. The worst part is the employee threatened me with loosing the flights if don’t comply.

Cut off carry ons, had to check, got on and there was plenty of bin space. Disappointing.

One of the worst flights I have ever taken Delayed over an hour without communication from the crew; very scary Entertainment not working Crew NASTY cabin cold

May never fly American again Delay in take off WITHOUT EXPLANATION Cabin freezing Crew NASTY entertainment did not work entire flight

The flight was so short that the lack of leg room didn't bother me for long. The plane was smaller so only two seats per row and there were chargers. However, they didn't serve any snacks.

We liked quick boarding and on time departure. Seats were very uncomfortable.

Horrible trip. I won't fly AA again Boarding was a nightmare because they squeezed people into the waiting like sardines. My connection was 30 minutes and the run to the gate was horrible. Then the flight was canceled AFTER boarding. The Flight attendants did not know what to do and gave out the wrong instructions. They finally sent us to a different gate. Again, the waiting was like a sardine tin. The flight was okay and my baggage arrived fine.

Book Cheap Westchester County Plane Tickets

Recent round-trip flight deals

6/1Sat
nonstopBreeze Airways
2h 12mCHS-HPN
6/3Mon
nonstopBreeze Airways
2h 06mHPN-CHS
$87
5/31Fri
nonstopBreeze Airways
2h 12mCHS-HPN
6/3Mon
nonstopBreeze Airways
2h 06mHPN-CHS
$95
6/19Wed
nonstopJetBlue
2h 00mCHS-HPN
6/26Wed
nonstopJetBlue
1h 59mHPN-CHS
$177
6/3Mon
1 stopAmerican Airlines
4h 38mPBI-HPN
6/6Thu
1 stopAmerican Airlines
4h 46mHPN-PBI
$186
6/8Sat
nonstopJetBlue
2h 05mCHS-HPN
6/11Tue
nonstopJetBlue
2h 04mHPN-CHS
$187
5/22Wed
1 stopAmerican Airlines
4h 24mCHS-HPN
5/29Wed
1 stopAmerican Airlines
4h 17mHPN-CHS
$193
5/15Wed
1 stopDelta
5h 30mFLL-HPN
5/18Sat
1 stopDelta
5h 13mHPN-FLL
$216
7/25Thu
1 stopDelta
7h 49mMCO-HPN
7/31Wed
1 stopDelta
6h 31mHPN-MCO
$216
5/31Fri
1 stopAlaska Airlines
7h 26mLAX-HPN
6/3Mon
2 stopsAlaska Airlines
11h 05mHPN-LAX
$536
5/31Fri
2 stopsAlaska Airlines
11h 11mLAX-HPN
6/3Mon
2 stopsAlaska Airlines
11h 05mHPN-LAX
$580

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Recent one-way flight deals

5/20Mon
nonstopBreeze Airways
1h 30mRDU-HPN
$55
8/2Fri
nonstopBreeze Airways
2h 12mCHS-HPN
$55
8/16Fri
1 stopAmerican Airlines
4h 29mRDU-HPN
$92
5/22Wed
nonstopJetBlue
2h 57mMCO-HPN
$99
5/26Sun
1 stopAmerican Airlines
7h 36mMCO-HPN
$100
6/14Fri
nonstopJetBlue
3h 03mFLL-HPN
$104
6/18Tue
nonstopDelta
1h 41mDTW-HPN
$104
6/1Sat
1 stopDelta
5h 30mFLL-HPN
$108
7/10Wed
1 stopAlaska Airlines
8h 30mSFO-HPN
$183
6/1Sat
1 stopAlaska Airlines
9h 04mSFO-HPN
$253

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Last minute flights to Westchester County

Last minute flight, train and bus deals

5/7Tue
nonstopBreeze Airways
2h 12mCHS-HPN
5/13Mon
nonstopBreeze Airways
2h 06mHPN-CHS
$128
5/6Mon
nonstopBreeze Airways
1h 30mRDU-HPN
5/13Mon
nonstopBreeze Airways
1h 37mHPN-RDU
$134
5/9Thu
multi-stopAmerican Airlines
6h 26mPBI-HPN
5/10Fri
multi-stopAmerican Airlines
5h 24mHPN-PBI
$197
5/9Thu
multi-stopAmerican Airlines
6h 26mPBI-HPN
5/15Wed
multi-stopAmerican Airlines
6h 54mHPN-PBI
$214
5/9Thu
nonstopJetBlue
2h 52mPBI-HPN
5/9Thu
nonstopJetBlue
2h 51mHPN-PBI
$221
5/9Thu
nonstopJetBlue
2h 53mPBI-HPN
5/10Fri
nonstopJetBlue
2h 53mHPN-PBI
$227
5/6Mon
multi-stopDelta
4h 30mRDU-HPN
5/11Sat
multi-stopDelta
4h 34mHPN-RDU
$287
5/8Wed
multi-stopDelta
7h 40mMIA-HPN
5/11Sat
multi-stopDelta
6h 04mHPN-MIA
$306
5/7Tue
multi-stopAlaska Airlines
7h 20mLAX-HPN
5/8Wed
multi-stopAlaska Airlines
10h 57mHPN-LAX
$877
5/7Tue
multi-stopAlaska Airlines
7h 20mLAX-HPN
5/8Wed
multi-stopAlaska Airlines
10h 57mHPN-LAX
$917

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Flights to Westchester County

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$94
$124
$65
$24

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