$29 Cheap flights to Westchester County

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Top places to visit in Westchester County

Cheap flights to Westchester County from $29 One Way, $58 Round Trip

$58 return flights and $29 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 17 to February 7$63
PBINewarkJanuary 17 to January 19$76
PBIRonkonkomaJanuary 16 to January 19$89
MCONew YorkJanuary 16 to January 20$103
MCONewarkJanuary 17 to January 19$119
ATLNew YorkJanuary 17 to January 22$120
MCORonkonkomaJanuary 17 to January 19$120
ATLNew YorkJanuary 17 to January 22$125
MCONew YorkJanuary 16 to January 18$130
MCOWest HarrisonJanuary 18 to January 18$168
MCONewburghJanuary 18 to January 23$177
PBINew YorkJanuary 18 to January 27$177
ATLRonkonkomaJanuary 17 to January 22$188
PBINew YorkJanuary 17 to January 20$197
ATLWest HarrisonJanuary 16 to January 17$356
*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
$94 nightly
The price is $111 total per night from Jan 16 to Jan 17
$111 total
Jan 16 - Jan 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 (1,001 reviews)
Good for a short stay!

Reviewed on Jan 8, 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 Jan 11 to Jan 12
$126 total
Jan 11 - Jan 12
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 ...
8.4/10 Very Good! (1,011 reviews)
Always clean and the staff was very helpful.. overall a great stay

Reviewed on Jan 3, 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
$112 nightly
The price is $129 total per night from Jan 18 to Jan 19
$129 total
Jan 18 - Jan 19
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 (1,001 reviews)
Courteous staff

Reviewed on Jan 6, 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
$116 nightly
The price is $132 total per night from Feb 1 to Feb 2
$132 total
Feb 1 - Feb 2
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! (1,477 reviews)
Very clean and spotless

Reviewed on Jan 6, 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
$173 nightly
The price is $198 total per night from Feb 7 to Feb 8
$198 total
Feb 7 - Feb 8
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 ...
8.4/10 Very Good! (1,028 reviews)
yes

Reviewed on Jan 5, 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
$161 nightly
The price is $184 total per night from Jan 15 to Jan 16
$184 total
Jan 15 - Jan 16
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! (1,001 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
$112 nightly
The price is $129 total per night from Jan 18 to Jan 19
$129 total
Jan 18 - Jan 19
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 (1,001 reviews)
Courteous staff

Reviewed on Jan 6, 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
$136 nightly
The price is $160 total per night from Jan 27 to Jan 28
$160 total
Jan 27 - Jan 28
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! (990 reviews)
Good place

Reviewed on Jan 9, 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

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
$105 nightly
The price is $124 total per night from Jan 25 to Jan 26
$124 total
Jan 25 - Jan 26
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! (1,707 reviews)
Clean Room, breakfast was good variety

Reviewed on Jan 8, 2026

Opens in a new windowHampton Inn & Suites Yonkers
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd Yonkers NY
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $129 total per night from Feb 1 to Feb 2
$129 total
Feb 1 - Feb 2
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! (2,436 reviews)
Everything great!!!

Reviewed on Jan 8, 2026

Opens in a new windowRoyal Regency Hotel
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
$179 nightly
The price is $205 total per night from Feb 8 to Feb 9
$205 total
Feb 8 - Feb 9
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! (1,204 reviews)
Great service clean and friendly highly recommend

Reviewed on Jan 4, 2026

Opens in a new windowSonesta White Plains Downtown
Save an average of 15% on thousands of hotels when you're signed in
Hilton Garden Inn Westchester Dobbs Ferry, NY

Hilton Garden Inn Westchester Dobbs Ferry, NY

3 out of 5
201 Ogden Avenue Dobbs Ferry NY
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $120 total per night from Jan 25 to Jan 26
$120 total
Jan 25 - Jan 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Dobbs Ferry. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the clean rooms in our ...
8.2/10 Very Good! (1,001 reviews)
Location was a bit weird, but everything else was perfect.

Reviewed on Jan 6, 2026

Opens in a new windowHilton Garden Inn Westchester Dobbs Ferry, NY
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
$173 nightly
The price is $198 total per night from Feb 7 to Feb 8
$198 total
Feb 7 - Feb 8
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 ...
8.4/10 Very Good! (1,028 reviews)
yes

Reviewed on Jan 5, 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
$105 nightly
The price is $124 total per night from Jan 25 to Jan 26
$124 total
Jan 25 - Jan 26
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! (1,707 reviews)
Clean Room, breakfast was good variety

Reviewed on Jan 8, 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
$142 nightly
The price is $163 total per night from Jan 15 to Jan 16
$163 total
Jan 15 - Jan 16
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 ...
8/10 Very Good! (1,021 reviews)
Lovely grounds. It was nice that there is a good restaurant on the grounds as well.

Reviewed on Jan 2, 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
$127 nightly
The price is $153 total per night from Jan 25 to Jan 26
$153 total
Jan 25 - Jan 26
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! (1,310 reviews)
I I always frequent this Hyatt because of the location, the quiet, and the bed! It’s always a satisfying stay while I’m here for much needed R&R.

Reviewed on Jan 8, 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

Reach your destination without breaking your budget by booking your flights to Westchester County using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.

Get Discount Rates On Your Westchester County Flight

Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Westchester County flights. Using our free mobile phone apps will make you privy to a number of discounts that are unique to mobile phone users. These are perfect for harried travelers who want to find deals that they can qualify for on the same day.

Make Orbitz Your Official Travel Planner

Orbitz can be used for much more than comparing and booking a discount flight to Westchester County. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.

Build A Comprehensive Travel Itinerary

In addition to booking a low cost flight to Westchester County, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.

Using Orbitz to secure your Westchester County flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.

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Frequently asked questions

Which airlines fly to Westchester County?
With 24 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 $58 to $356. But it was passengers flying in from Tampa (TPA) who snapped up the really big bargains. One-way flights to Westchester County started from a low $29.
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.