$25 Cheap flights to Westchester County

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Top places to visit in Westchester County

Cheap flights to Westchester County from $25 One Way, $49 Round Trip

$49 return flights and $25 one-way flights to Westchester County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
MCONew YorkFebruary 6 to February 9$88
MCORonkonkomaFebruary 6 to February 23$104
ATLNewarkFebruary 6 to February 10$108
PBINewarkFebruary 6 to February 9$108
MCONewarkFebruary 6 to February 9$126
MCOWest HarrisonFebruary 6 to February 9$145
MCONewburghFebruary 8 to February 22$159
MCONew YorkFebruary 8 to February 11$208
ATLNew YorkFebruary 8 to February 11$242
ATLNew YorkFebruary 8 to February 11$242
PBIWest HarrisonFebruary 6 to February 7$318
PBINew YorkFebruary 6 to February 9$320
PBINew YorkFebruary 6 to February 15$328
PBIRonkonkomaFebruary 6 to February 11$372
ATLWest HarrisonFebruary 6 to February 9$383
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Westchester County Accommodation Deals

Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains

2 out of 5
25 Valley Ave Elmsford NY
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $114 total per night from Feb 16 to Feb 17
$114 total
Feb 16 - Feb 17
Total with taxes and fees
Book a stay at this business-friendly motel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.8/10 (1,002 reviews)
Great room clean and cozy

Reviewed on Jan 19, 2026

Opens in a new windowDays Inn by Wyndham Elmsford / White Plains
Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester

2 out of 5
560 Saw Mill River Rd Ardsley NY
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $126 total per night from Feb 4 to Feb 5
$126 total
Feb 4 - Feb 5
Total with taxes and fees
Book a stay at this business-friendly hotel in Ardsley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,002 reviews)
Beautiful scenery. Very pleasant staff and management. An amazing place to stay in Westchester. 5 stars all around

Reviewed on Jan 28, 2026

Opens in a new windowArdsley Acres Hotel Westchester
Extended Stay America Suites White Plains Elmsford

Extended Stay America Suites White Plains Elmsford

2.5 out of 5
118 West Main Street Elmsford NY
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $141 total per night from Feb 9 to Feb 10
$141 total
Feb 9 - Feb 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.8/10 (1,000 reviews)
Yes the room was clean and the staff were excellent

Reviewed on Jan 26, 2026

Opens in a new windowExtended Stay America Suites White Plains Elmsford
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Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $137 total per night from Feb 9 to Feb 10
$137 total
Feb 9 - Feb 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,520 reviews)
Nice and clean room Non smoking

Reviewed on Jan 30, 2026

Opens in a new windowBaymont by Wyndham White Plains - Elmsford
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Our Top Westchester County Apartment Hotels

HYATT house White Plains

HYATT house White Plains

3 out of 5
101 Corporate Park Drive West Harrison NY
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $180 total per night from Feb 28 to Mar 1
$180 total
Feb 28 - Mar 1
Total with taxes and fees
Book a stay at this business-friendly hotel in West Harrison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,001 reviews)
Clean room, friendly staff

Reviewed on Jan 18, 2026

Opens in a new windowHYATT house White Plains
Residence Inn By Marriott New Rochelle

Residence Inn By Marriott New Rochelle

3 out of 5
35 Le Count Pl New Rochelle NY
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $193 total per night from Feb 17 to Feb 18
$193 total
Feb 17 - Feb 18
Total with taxes and fees
Book a stay at this business-friendly hotel in New Rochelle. Enjoy free breakfast, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful ...
8.4/10 Very Good! (1,005 reviews)
Spotless, friendly staff and great service. I left something behind as well, and housekeeping was honest about it and returned it! I appreciate it so much.

Reviewed on Jan 7, 2026

Opens in a new windowResidence Inn By Marriott New Rochelle
Extended Stay America Suites White Plains Elmsford

Extended Stay America Suites White Plains Elmsford

2.5 out of 5
118 West Main Street Elmsford NY
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $141 total per night from Feb 9 to Feb 10
$141 total
Feb 9 - Feb 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.8/10 (1,000 reviews)
Yes the room was clean and the staff were excellent

Reviewed on Jan 26, 2026

Opens in a new windowExtended Stay America Suites White Plains Elmsford
Save an average of 15% on thousands of hotels when you're signed in
Residence Inn by Marriott Yonkers Westchester County

Residence Inn by Marriott Yonkers Westchester County

3 out of 5
7 Executive Blvd Yonkers NY
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $165 total per night from Feb 8 to Feb 9
$165 total
Feb 8 - Feb 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,001 reviews)
We had a great stay. We were traveling with 2 toddlers, the hotel was quiet, friendly, breakfast was excellent for us and the kids (with high chairs.) The rooms were clean with daily house keeping. I would have given 5 stars, accept for the fact that the winter storm affected our trip and canceled ...

Reviewed on Jan 25, 2026

Opens in a new windowResidence Inn by Marriott Yonkers Westchester County
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Score Epic Westchester County Accommodation Deals

Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
$180 nightly
The price is $206 total per night from Mar 1 to Mar 2
$206 total
Mar 1 - Mar 2
Total with taxes and fees
Book a stay at this business-friendly hotel in White Plains. Enjoy free WiFi, breakfast (surcharge), and free airport pick-up. Our guests praise the bar and ...
8.6/10 Excellent! (1,260 reviews)
Very nice room, comfortable bed, spacious and clean. The staff was very friendly and helpful. The food was excellent. I would stay here again.

Reviewed on Jan 30, 2026

Opens in a new windowSonesta White Plains Downtown
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $137 total per night from Feb 9 to Feb 10
$137 total
Feb 9 - Feb 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,520 reviews)
Nice and clean room Non smoking

Reviewed on Jan 30, 2026

Opens in a new windowBaymont by Wyndham White Plains - Elmsford
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd Yonkers NY
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $127 total per night from Feb 8 to Feb 9
$127 total
Feb 8 - Feb 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant ...
8.2/10 Very Good! (2,467 reviews)
We love staying at the Royal Regency. Your staff is always courteous and ready to assist us with anything we need. From the front desk, the breakfast service and housekeeping!! They are All the best!!

Reviewed on Jan 29, 2026

Opens in a new windowRoyal Regency Hotel
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Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester

2 out of 5
560 Saw Mill River Rd Ardsley NY
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $126 total per night from Feb 4 to Feb 5
$126 total
Feb 4 - Feb 5
Total with taxes and fees
Book a stay at this business-friendly hotel in Ardsley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,002 reviews)
Beautiful scenery. Very pleasant staff and management. An amazing place to stay in Westchester. 5 stars all around

Reviewed on Jan 28, 2026

Opens in a new windowArdsley Acres Hotel Westchester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Westchester County

HYATT house White Plains

HYATT house White Plains

3 out of 5
101 Corporate Park Drive West Harrison NY
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $180 total per night from Feb 28 to Mar 1
$180 total
Feb 28 - Mar 1
Total with taxes and fees
Book a stay at this business-friendly hotel in West Harrison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,001 reviews)
Clean room, friendly staff

Reviewed on Jan 18, 2026

Opens in a new windowHYATT house White Plains
Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
160 Corporate Blvd Yonkers NY
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $134 total per night from Feb 8 to Feb 9
$134 total
Feb 8 - Feb 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,750 reviews)
Front desk staff was polite, friendly and professional Room was clean and very comfortable Would definitely return

Reviewed on Jan 28, 2026

Opens in a new windowHampton Inn & Suites Yonkers
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $187 total per night from Feb 16 to Feb 17
$187 total
Feb 16 - Feb 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful ...
8.2/10 Very Good! (1,000 reviews)
Clean room, courteous staff, and dinner at Goosefeathers to die for! A wonderful stay. .

Reviewed on Jan 25, 2026

Opens in a new windowTarrytown House Estate
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Hyatt Place New York/Yonkers

Hyatt Place New York/Yonkers

3 out of 5
7000 Mall Walk Yonkers NY
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $153 total per night from Feb 9 to Feb 10
$153 total
Feb 9 - Feb 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,327 reviews)
Excellent no complaints

Reviewed on Feb 1, 2026

Opens in a new windowHyatt Place New York/Yonkers
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Need a Car For After Your Flight?

Westchester County

If you are looking for discount prices on flights to Westchester County then look no further than Orbitz. With some of the best deals available, cutting-edge technology, and great customer service, Orbitz makes booking Westchester County flights easy and affordable.

Booking Made Easy

With Orbitz’s Display Matrix, booking flights to Westchester County is simple. Just one glance gives you all the pricing information you need, including your discounts and savings. View all your options before selecting and booking your perfect Westchester County flights.

Manage Travel Plans on the Move

By using Orbitz’s free apps for iPhone and Android, and an easy-to-use mobile browser at m.orbitz.com, booking flights to Westchester County has never been so convenient. Check for updates and alerts wherever you are, or manage your booking quickly. And we also offer mobile exclusive deals on hotels, so don’t delay—book right away.

The Complete Package

Orbitz makes it stress-free to book Westchester County flights, and we can also help you figure out the rest of your trip just as easily. If you need great deals on hotels and car rentals following your flights to Westchester County, just add the details to your booking and search for the cheapest deals out there. And why waste time lining up for admission to attractions and events? With Orbitz, you can book tickets in advance and waltz straight in.

Low Price Guarantee

Booking your Westchester County flights with Orbitz guarantees low prices every day, all day—no matter when and where you book. You will always find the best deals available, coupled with extra great savings and discounts for all around great value.

Frequently asked questions

Which airlines fly to Westchester County?
With 18 airlines traveling to Westchester County Airport (HPN), you'll be exploring every inch of Westchester County in no time at all. Selecting a flight that suits your travel plans is easy as pie. Compare the available fares from these well-known domestic carriers and be ready for a smooth landing at Westchester County Airport (HPN):

  • JetBlue - 243 flights to Westchester County per month
  • American Airlines - 187 flights to Westchester County per month
  • Delta - 153 flights to Westchester County per month

What is the best airport to fly to in Westchester County?
Westchester County Airport (HPN) is a major gateway to Westchester County. While many travelers make this their entry point to the area, others choose to land at LaGuardia Airport (LGA). Compare flight prices and consider which offers the easiest commute based on where you're staying.
How much is a flight to Westchester County?
Loads of excellent deals were on offer this week, with return flights to Westchester County ranging from $49 to $383. But it was passengers flying in from Chicago (ORD) who snapped up the really big bargains. One-way flights to Westchester County started from a low $25.
How to book the cheapest flight to Westchester County?
With some of the most incredible flight deals around, you'll get more for your money with Orbitz. The following handy hints will help you land cheap flights to Westchester County — and leave you with more cash to splash:

  • Taking off from or arriving at other airports can save you money. Enter your preferred departure and arrival airports. Next, click on the 'Nearby airports' function below to explore your options.
  • If your travel plans aren't etched in stone, click on the 'Show flexible dates' link to bring up the flight deals for alternative departure dates. You may find a cheaper fare.
  • Select 'Show options' to refine your search results. You can pick your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even specify whether you want to fly in the morning, afternoon or evening.
  • The early bird gets the best savings, so book your tickets the moment you know your travel dates. The cheapest airfares go like hotcakes and prices climb as the departure date nears.
  • Bundle your flights, hotels and car rentals into a competitive package deal. Save your money for things that really excite you, like exploring Westchester County.
  • Flying during busier seasons often means costly airfares. Try to avoid traveling over popular periods, such as school breaks, Thanksgiving and Easter.

How long is a flight to Westchester County?
The United States is big, so that depends on your departure point. To make things easy, we've selected three of the most well-known routes to Westchester County and worked out their average flight times:

  • Chicago, IL (ORD-O'Hare Intl.) to Westchester County Airport (HPN) - 2 hours and 8 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Westchester County Airport (HPN) - 2 hours and 21 minutes
  • West Palm Beach, FL (PBI-Palm Beach Intl.) to Westchester County Airport (HPN) - 2 hours and 47 minutes

What is the best time to book a flight to Westchester County?
On average, the cheapest month to reserve a plane ticket is January. This is closely followed by February then August. When searching for a cheap flight to Westchester County, make sure you're ready to book. Cheap deals emerge in an instant and don't stick around!
What day of the week is the cheapest to book a flight to Westchester County?
In general, Tuesdays, Wednesdays and Saturdays are the cheapest days of the week to book flights to Westchester County. If you want the best airfares, search across those days and you just might land yourself a fantastic flight deal.
What is the cheapest day of the week to fly to Westchester County?
According to Orbitz data from 2020, Monday is generally the best day for cheap flights to Westchester County. Tuesday also offers budget-friendly airfares, whereas Saturday has the highest ticket rates. Even though leaving at the weekend may be easier to arrange, you'll have more cash in your pocket to play with if you fly out at the start of the week.
What is the cheapest month to fly to Westchester County?
Consider jetting off in August if you don't want to put a dent in your budget. Orbitz data shows that this is generally the best month for cheap flights to Westchester County. June is when ticket prices really go up.
Which airlines allow free cancellation?
We know that plans change and flexibility is important. That's why you can search for flights that include free cancellation and no change fees on Orbitz. Just click on "Filter by flexible change policies" and we'll find you fares with more flexibility than a crayon left in the sun!
What do I need for the flight to Westchester County?
There is so much to sort out for any big trip, so it's great to get a little help along the way. Here's a handy checklist to ensure that you're ready for departure:

  • Travel documentation such as e-tickets and identification are a must. To avoid any delays when checking in, ensure that your booking is under the exact name, birth date and gender as listed on your government-issued ID.
  • A properly packed carry-on bag is the key to flying in comfort. Given your flight to Westchester County is no short hop, take enough snacks and things to keep you happy. Something to read is sure to help the hours pass.
  • Plane cabins can often get quite cool. If you decide to travel during the height of the Westchester County summer, make sure you carry an extra warm layer just in case.

How many direct flights are there to Westchester County?
Your amazing adventure is just one easy plane ride away, with 112 direct flights to Westchester County each month. Search for a suitable flight with Orbitz and find a terrific deal with JetBlue Airways, American Airlines or Delta Air Lines. Other well-known airlines that offer nonstop services include United Airlines, Tradewind Aviation and Cape Air.
How do I get cheap first-class/business deals to Westchester County?
There are ways of booking first or business-class fares to Westchester County that won't burn a hole through your wallet. Grab a seat in the pointy end of the plane for less with these great tips:

  • Flexibility isn't just a yoga thing. Have some room to move around your travel dates so you can snap up cheaper airfares when a sale pops up.
  • Plenty of low-cost airlines offer superb business or premium-class seating without the hefty fees.
  • Make the most of your airline's customer loyalty program and use points to upgrade your seat. You can also bid for an upgrade in an online auction if available.

What is the best time to go to Westchester County?
You'll have loads of fun no matter what time of year you decide to go to Westchester County, but April, July and August are the most popular months. Want to pack your itinerary with loads of warm-weather experiences? Plan your getaway close to June 20. This is when summertime begins in the Northern Hemisphere. Expect the mercury to hover between 65 ºF and 80 ºF at this time.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.