Cheap Flights to Westchester County from $28 (2024/2025)

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How Much Does it Cost To Fly To Westchester County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

OriginDestinationTravel DatesFlights From*
CLTNewarkMay 21 to May 21$49
ATLNew YorkMay 21 to May 29$54
ATLRonkonkomaMay 21 to May 28$59
PBIRonkonkomaJuly 4 to July 16$76
ORDNewarkMay 30 to June 4$94
MCONew YorkMay 21 to May 22$117
CLTRonkonkomaMay 18 to May 19$117
ORDRonkonkomaMay 18 to May 21$150
JAXNew YorkMay 22 to May 26$165
JAXWest HarrisonMay 22 to May 30$188
TPAWest HarrisonAugust 9 to August 12$191
MCOWest HarrisonJuly 30 to July 30$191
RSWWest HarrisonJune 11 to June 18$207
CLTWest HarrisonJune 5 to June 11$385
FCONew YorkMay 25 to May 31$512
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
TPARonkonkomaMay 11 to May 11$60
FLLRonkonkomaMay 11 to June 12$70
RSWRonkonkomaMay 12 to May 12$86
ATLNew YorkMay 11 to May 14$94
FLLNew YorkMay 11 to May 12$117
ORDNew YorkMay 11 to May 14$126
PBINew YorkMay 11 to May 13$137
ATLNewarkMay 11 to May 14$143
CLTRonkonkomaMay 11 to May 15$154
ATLNew YorkMay 11 to May 14$167
PBIWest HarrisonMay 11 to May 29$217
ATLWest HarrisonMay 12 to May 22$247
FLLWest HarrisonMay 10 to May 12$308
CLTNew YorkMay 10 to May 20$378
FCONewarkMay 11 to May 26$509
*Prices include taxes and fees

Best Westchester County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Westin New York Grand Central
RIU Plaza Manhattan Times Square
Hotel Riu Plaza New York Times Square
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Travelers ❤️ These Westchester County 🏨

The Manhattan at Times Square Hotel

The Manhattan at Times Square Hotel

4 out of 5
790 7th Ave, New York, NY
Book a stay at this eco-certified hotel in New York. Enjoy breakfast (surcharge), a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Radio City Music Hall and Broadway are located nearby.
5.4/10 (4,245 reviews)
"Great location, staff was helpful. The room was small, the patio door wouldn’t close so cold air and loud noises were coming in all night. Furniture was old and beat up."

Reviewed on Apr 30, 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
Book a stay at this business-friendly hotel in New York. Enjoy 2 restaurants, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Madison Square Garden and Empire State Building are located nearby.
8/10 Very Good! (4,352 reviews)
"was very lovely"

Reviewed on May 1, 2024

The New Yorker A Wyndham Hotel
Paramount Times Square

Paramount Times Square

4 out of 5
235 West 46th Street, New York, NY
Stay at this hotel in New York. Enjoy a 24-hour fitness center, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Broadway and Times Square are located nearby.
7/10 Good! (2,197 reviews)
"Great location - no frills"

Reviewed on May 1, 2024

Paramount Times Square
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Empire Hotel

Empire Hotel

4 out of 5
44 W 63rd St, New York, NY
Book a stay at this boutique hotel in New York. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the restaurant and the bar in our reviews. Popular attractions Columbus Circle and Manhattan Cruise Terminal are located nearby.
7.4/10 Good! (3,249 reviews)
"The hotel was very beautiful and had a nice atmosphere to it. Most attractions and restaurants were well within walking distance."

Reviewed on May 2, 2024

Empire Hotel
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.

Frequently asked questions

Can I fly to Westchester County right now?
With the COVID-19 situation ever evolving, research government websites for important information before booking your fare. Whether you’re able to book a flight to Westchester County depends on a variety of factors, such as where you’re arriving from and current COVID-19 restrictions. Another reliable source of info is our Covid-19 Travel Advisor. It features guidance on physical distancing, mask requirements, quarantine rules and more at your destination.
How much is the cheapest flight to Westchester County?
Based on prices found over the last seven days, a roundtrip flight to Westchester County started at as little as $49. If you’re flexible with your dates, it’s easier to snap up a great bargain. This price was available on Travelocity for flights to Westchester County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Westchester County?
If you’re thinking about an escape to Westchester County, May is the cheapest period to hop on a plane. This is according to Travelocity’s direct return flight demand between January and December last year. Choose your ideal travel dates and secure your spot today.
How can I check my flight status to Westchester County?
Check the status of your flight to Westchester County, make changes and loads more from our helpful Trips portal. Found at the top right of our homepage, it’s the place to manage and view your bookings. All you need to do is sign in or open a new account. Wise wanderers will also enjoy the Travelocity app. You’ll get alerts for any gate changes and flight delays, along with the ability to find great deals on hotels, flights and rental cars while you’re on the go. If you have family flying with you, it’s also an useful way to share your flight details with each other.
How do I find the best deals on flights to Westchester County?
Snag the best deal with Travelocity — our “Flexible dates” search tool makes it that much easier. Enter the dates you prefer, then click the flexible dates box above the search results to compare prices with the surrounding days. $49 was the best price for a roundtrip flight to Westchester County in the last seven days on our site. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Westchester County with Travelocity?
Search for cheap flights to Westchester County with Travelocity and begin packing for your next break. With round-the-clock customer service during all stages of your trip and our Price Match Guarantee, we take the difficulty out of finding cheap family flights, places to stay, activities and more. Lock in a superb deal today and prepare yourself for an epic adventure.
What are the most popular flight routes to Westchester County?
As a popular vacation destination, you’ll find excellent connections to Westchester County. Here’s just a sample of the popular routes:

  • Nantucket, MA (ACK-Nantucket Memorial) to Westchester County Airport (HPN) - 1,265 flights a month.
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Westchester County Airport (HPN) - 918 flights a month.
  • Chicago, IL (ORD-O’Hare Intl.) to Westchester County Airport (HPN) - 537 flights a month.

How much is a flight to Westchester County on average?
In the last seven days, roundtrip flights to Westchester County were priced between $49 and $512. No matter what kind of ticket you’re after, we’ve got some excellent deals to help you keep to your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Westchester County?
Cast your eyes over these favorite routes to get a sense of how long you’ll be cruising the skies during a direct flight to Westchester County:

  • Nantucket, MA (ACK-Nantucket Memorial) to Westchester County Airport (HPN) - 1 hour and 15 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Westchester County Airport (HPN) - 2 hours and 14 minutes
  • Chicago, IL (ORD-O’Hare Intl.) to Westchester County Airport (HPN) - 2 hours and 13 minutes

What can I expect on a flight to Westchester County?
The time your flight takes and whether you go with a full-service or budget airline will determine what you can expect. If you’re on the lookout for long-haul flights to Westchester County, entertainment, food and drinks should come as standard. After cheap flights for family vacations? Look into the deals from budget carriers. Normally, these airlines don’t offer as many inclusions, or you’ll have to pay extra to access them.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.