$27 Cheap flights to Westchester County

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Top places to visit in Westchester County

Cheap flights to Westchester County from $27 One Way, $53 Round Trip

$53 return flights and $27 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*
CMHNew YorkMay 4 to May 7$217
CMHNewarkMay 4 to May 7$244
CMHNew YorkMay 5 to May 13$249
*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 $102 per night from May 5 to May 6
$102
per night
May 5 - May 6
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 rooms ...
6/10 (1,004 reviews)
"The room is old and in need of upgrades. The end tables are full of water marks and are really old. There’s a clock but it doesn’t work. The fridge is rusty on the bottom. The bed had dirt or something in it. When we pulled back the covers we had to sweep it all off. We were so tired we just wanted ..."

Reviewed on Apr 28, 2024

Days 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 $105 per night from May 5 to May 6
$105
per night
May 5 - May 6
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 rooms in ...
7.8/10 Good! (1,001 reviews)
"A good experience."

Reviewed on Apr 23, 2024

Ardsley 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 $120 per night from Apr 30 to May 1
$120
per night
Apr 30 - May 1
Stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Westchester County Center and Old Croton ...
6.4/10 (1,000 reviews)
"The staff here were absolutely fantastic. The only things I would change is the fact that I got a parking ticket for where i was told to park(26ft box truck) and I wish the windows in the rooms opened a bit as its pretty stuffy in there. Otherwise, good place for a decent price!"

Reviewed on Apr 3, 2024

Extended 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
The price is $123 per night from May 12 to May 13
$123
per night
May 12 - May 13
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 in ...
8/10 Very Good! (1,003 reviews)
"It was clean, and the staff was very nice,friendly and helpful."

Reviewed on Apr 26, 2024

Baymont 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 refundable
The price is $184 per night from May 27 to May 28
$184
per night
May 27 - May 28
Stay at this 3-star 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! (1,005 reviews)
"Excellent customer service from Front desk Jermaine and Andy our bartender was great I would definitely go back. Thanks Jermaine for providing an outstanding client experience."

Reviewed on Apr 28, 2024

HYATT 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 $152 per night from May 28 to May 29
$152
per night
May 28 - May 29
Stay at this 3-star business-friendly hotel in New Rochelle. Enjoy free breakfast, an outdoor pool, and a 24-hour fitness center. Our guests praise the breakfast ...
8.4/10 Very Good! (742 reviews)
"We reserve for oir family of 4, everything nice, clean staff A-1, I just didnt like that for a bottle water the charge $6 at the end of the day."

Reviewed on Apr 21, 2024

Residence 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 $120 per night from Apr 30 to May 1
$120
per night
Apr 30 - May 1
Stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Westchester County Center and Old Croton ...
6.4/10 (1,000 reviews)
"The staff here were absolutely fantastic. The only things I would change is the fact that I got a parking ticket for where i was told to park(26ft box truck) and I wish the windows in the rooms opened a bit as its pretty stuffy in there. Otherwise, good place for a decent price!"

Reviewed on Apr 3, 2024

Extended Stay America Suites White Plains Elmsford
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Furnished Quarters Bank Street Commons

Furnished Quarters Bank Street Commons

4 out of 5
15/25 Bank Street, White Plains, NY
Stay at this 4-star business-friendly apartment in White Plains. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Popular attractions Westchester ...
8.6/10 Excellent! (20 reviews)
Quiet and spacious
"I enjoyed how quiet the place was. The laundry and dryer were very useful . The kitchen could be equipped with better useful utensils for cooking. The floors were also somewhat sticky ."

Reviewed on Dec 18, 2020

Furnished Quarters Bank Street Commons
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

The Manhattan at Times Square Hotel

The Manhattan at Times Square Hotel

4 out of 5
790 7th Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is $76 per night from Apr 30 to May 1
$76
per night
Apr 30 - May 1
Stay at this business-friendly hotel in New York. Enjoy breakfast, a 24-hour fitness center, and onsite parking. Our guests praise the helpful staff and the ...
5.4/10 (4,236 reviews)
"Great!"

Reviewed on Apr 28, 2024

The Manhattan at Times Square Hotel
The New Yorker A Wyndham Hotel

The New Yorker A Wyndham Hotel

4 out of 5
481 Eighth Ave., New York, NY
Fully refundableReserve now, pay when you stay
The price is $169 per night from May 19 to May 20
$169
per night
May 19 - May 20
Stay at this business-friendly hotel in New York. Enjoy 2 restaurants, breakfast, and a 24-hour fitness center. Our guests praise the breakfast and the restaurant ...
8/10 Very Good! (4,329 reviews)
"The location was great. The staff was fried my and helpful. The halls and rooms were a bit dated."

Reviewed on Apr 26, 2024

The New Yorker A Wyndham Hotel
Paramount Times Square

Paramount Times Square

4 out of 5
235 West 46th Street, New York, NY
Fully refundableReserve now, pay when you stay
The price is $131 per night from May 12 to May 13
$131
per night
May 12 - May 13
Stay at this hotel in New York. Enjoy WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
7/10 Good! (2,167 reviews)
"Great place close to shows. Wish they had coffee in the rooms. But for the money and decent option for week of shows!"

Reviewed on Apr 26, 2024

Paramount Times Square
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Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
109 East 42nd Street, at Grand Central Terminal, New York, NY
Fully refundable
The price is $179 per night from May 27 to May 28
$179
per night
May 27 - May 28
Stay at this business-friendly hotel in New York. Enjoy free WiFi, breakfast, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (3,295 reviews)
"No p more small Anne iTunes like a bottle of water or coffee in the rooms anymore. For the $, a bit skimpy, you only get 19 hrs!"

Reviewed on Apr 28, 2024

Hyatt Grand Central New York
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
Great for families

HYATT house White Plains

3 out of 5
101 Corporate Park Drive, West Harrison, NY
Fully refundable
The price is $184 per night from May 27 to May 28
$184
per night
May 27 - May 28
Stay at this 3-star 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! (1,005 reviews)

Families like: Pool, extra beds/cribs, free breakfast for the whole family, laundry

Travelers say...
"Excellent customer service from Front desk Jermaine and Andy our bartender was great I would definitely go back. Thanks Jermaine for providing an outstanding client experience."

Reviewed on Apr 28, 2024

HYATT house White Plains
Hampton Inn & Suites Yonkers
Great for families

Hampton Inn & Suites Yonkers

2.5 out of 5
160 Corporate Blvd, Yonkers, NY
Fully refundableReserve now, pay when you stay
The price is $127 per night from May 27 to May 28
$127
per night
May 27 - May 28
Stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the clean rooms in ...
7.8/10 Good! (1,004 reviews)

Families like: Indoor pools, free breakfast for the whole family, laundry

Travelers say...
"The hotel was clean and the staff was friendly. Breakfast was good and there was a large area to accommodate everyone. The facilities were functioning, including the pool!"

Reviewed on Apr 27, 2024

Hampton Inn & Suites Yonkers
Tarrytown House Estate on the Hudson
Great for families

Tarrytown House Estate on the Hudson

3.5 out of 5
49 E Sunnyside Lane, Tarrytown, NY
Fully refundableReserve now, pay when you stay
The price is $152 per night from May 27 to May 28
$152
per night
May 27 - May 28
Stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the restaurant in our reviews. ...
7.8/10 Good! (1,004 reviews)

Families like: Outdoor pool, bicycle rentals nearby, extra beds/cribs, laundry

Travelers say...
"Beautiful grounds. Delicious breakfast."

Reviewed on Apr 27, 2024

Tarrytown House Estate on the Hudson
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Hyatt Place New York/Yonkers
Great for families

Hyatt Place New York/Yonkers

3 out of 5
7000 Mall Walk, Yonkers, NY
The price is $138 per night from May 27 to May 28
$138
per night
May 27 - May 28
Stay at this 3-star business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,007 reviews)

Families like: Free breakfast for the whole family, laundry

Travelers say...
"Loved it"

Reviewed on Apr 26, 2024

Hyatt 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 30 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 $53 to $249. But it was passengers flying in from Orlando (MCO) who snapped up the really big bargains. One-way flights to Westchester County started from a low $27.
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.

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.