$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.

Flights Review

Oct 14, 2019

Newark airport is a pain...but it's not United's fault. The actual flight was just fine.

A verified traveler
Philadelphia to Newark · United

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
ATLNewarkJanuary 25 to February 8$68
MCONew YorkJanuary 25 to February 9$120
PBINewarkJanuary 24 to January 26$122
ATLNew YorkJanuary 25 to March 2$137
ATLNew YorkJanuary 25 to February 5$142
MCONew YorkJanuary 24 to February 3$157
MCORonkonkomaJanuary 25 to January 31$171
MCONewarkJanuary 24 to February 6$183
MCONewburghJanuary 25 to February 2$213
ATLRonkonkomaJanuary 24 to February 2$252
MCOWest HarrisonJanuary 25 to February 2$262
PBIRonkonkomaJanuary 24 to January 26$263
PBINew YorkJanuary 24 to January 26$328
PBIWest HarrisonJanuary 25 to February 2$354
PBINew YorkJanuary 24 to February 1$357
*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
The price is $114 total per night from Jan 29 to Jan 30
$114 total
per night
Jan 29 - Jan 30
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 (1,000 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
The price is $126 total per night from Jan 24 to Jan 25
$126 total
per night
Jan 24 - Jan 25
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! (1,007 reviews)
Room was in tip top shape, very clean. Front door parking. The area is very nice especially if you’re staying a while there is very nice walking/ bike trail steps away. Staff are very friendly

Reviewed on Jan 13, 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
The price is $144 total per night from Jan 26 to Jan 27
$144 total
per night
Jan 26 - Jan 27
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 (1,005 reviews)
Exelente localidad

Reviewed on Jan 19, 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
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
The price is $139 total per night from Jan 29 to Jan 30
$139 total
per night
Jan 29 - Jan 30
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! (1,503 reviews)
The stay was great but I picked a night when there was a huge party going on. The guys in the room next door were partying till past 5.30am. If not for that my score for comfort would be better

Reviewed on Jan 18, 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
The price is $188 total per night from Feb 7 to Feb 8
$188 total
per night
Feb 7 - Feb 8
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! (1,005 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
The price is $184 total per night from Feb 15 to Feb 16
$184 total
per night
Feb 15 - Feb 16
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! (1,002 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
The price is $144 total per night from Jan 26 to Jan 27
$144 total
per night
Jan 26 - Jan 27
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 (1,005 reviews)
Exelente localidad

Reviewed on Jan 19, 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
The price is $165 total per night from Feb 1 to Feb 2
$165 total
per night
Feb 1 - Feb 2
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! (991 reviews)
Great customers service

Reviewed on Jan 10, 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
The price is $206 total per night from Feb 14 to Feb 15
$206 total
per night
Feb 14 - Feb 15
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! (1,233 reviews)
.

Reviewed on Jan 19, 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
The price is $139 total per night from Jan 29 to Jan 30
$139 total
per night
Jan 29 - Jan 30
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! (1,503 reviews)
The stay was great but I picked a night when there was a huge party going on. The guys in the room next door were partying till past 5.30am. If not for that my score for comfort would be better

Reviewed on Jan 18, 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
The price is $119 total per night from Jan 25 to Jan 26
$119 total
per night
Jan 25 - Jan 26
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! (2,464 reviews)
The room was clean, the bathroom was clean and the atmosphere was better than I anticipated.

Reviewed on Jan 19, 2026

Opens in a new windowRoyal Regency Hotel
Save an average of 15% on thousands of hotels when you're signed in
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street Elmsford NY
Fully refundableReserve now, pay when you stay
The price is $140 total per night from Jan 29 to Jan 30
$140 total
per night
Jan 29 - Jan 30
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 ...
7.8/10 Good! (1,345 reviews)
Clean nice staff

Reviewed on Jan 17, 2026

Opens in a new windowHampton Inn White Plains/Tarrytown
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
The price is $188 total per night from Feb 7 to Feb 8
$188 total
per night
Feb 7 - Feb 8
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! (1,005 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
The price is $131 total per night from Jan 25 to Jan 26
$131 total
per night
Jan 25 - Jan 26
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! (1,728 reviews)
We had a GREAT stay! Huge room with lots of room for everyone. Can’t overemphasize how awesome it is to have a spacious room while visiting NY. Comfy beds. Breakfast choices were good. Eggs weren’t the best but the waffles you can make yourself are always a win. My son has a dairy allergy and the ...

Reviewed on Jan 16, 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
The price is $195 total per night from Jan 29 to Jan 30
$195 total
per night
Jan 29 - Jan 30
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! (1,006 reviews)
Wonderful place, excellent staff, spotless room.

Reviewed on Jan 19, 2026

Opens in a new windowTarrytown House Estate
Save an average of 15% on thousands of hotels when you're signed in
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
The price is $153 total per night from Feb 1 to Feb 2
$153 total
per night
Feb 1 - Feb 2
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! (1,316 reviews)
Room was spacious and very clean

Reviewed on Jan 20, 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

Orbitz uses cutting edge mobile technology to help get you the best deals on Westchester County flights. We offer guaranteed low prices on air tickets that can be combined with hotels and car rentals to save you even more money.

Find Cheap Westchester County Flights And Hotel Rooms Using Our Mobile App

Orbitz not only guarantees low prices for flights to Westchester County, we also offer Mobile Steals on our Orbitz on the Go mobile app where you can find great mobile-only deals on hotel rooms in the area.

Use the Orbitz Flight Matrix To Save Big On Car Rental

Discount flights to Westchester County can be combined with car rental to get you additional savings. Just use our Flight Matrix to see how your budget air ticket can be combined with a car rental to make your trip not only inexpensive but also more convenient.

Use Multiple Airlines To Ensure You Get The Best Deal

Orbitz allows you to use multiple airlines for flights to Westchester County. By using a combination of airlines for discount flights you are guaranteed to get the lowest fares each way and get the schedule that is most convenient for you.

Store Your Frequent Flyer Information on Orbitz For Easy Access

Booking with Orbitz will still allow you to apply miles for flights to Westchester County to your frequent flyer program. Not only that, but your frequent flyer information will be safely stored on our website, so it will be easy to access the next time you book a discount air ticket with Orbitz.

Frequently asked questions

Which airlines fly to Westchester County?
With 16 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 $357. But it was passengers flying in from Charleston (CHS) 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.