Cheap Flights to Westchester County from $29 (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*
ATLNew YorkAugust 27 to August 28$41
FLLNew YorkJune 12 to June 12$63
ATLNewarkAugust 21 to August 27$69
FLLRonkonkomaJune 11 to June 12$72
PBIRonkonkomaJune 11 to June 16$108
MCORonkonkomaJune 11 to June 12$108
FLLNew YorkJune 12 to June 12$111
PBINew YorkJune 18 to June 18$111
MCONew YorkJune 11 to June 12$117
PBINewarkJune 11 to June 12$117
MCOWest HarrisonJune 10 to June 13$147
FLLWest HarrisonJune 10 to June 15$147
ATLNew YorkJune 11 to June 16$157
CLTRonkonkomaJune 11 to June 15$179
CLTWest HarrisonJuly 1 to July 16$285
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
FLLRonkonkomaJune 1 to June 11$85
ATLRonkonkomaJune 2 to June 11$98
CLTNew YorkJune 1 to June 4$106
MCORonkonkomaMay 31 to June 2$108
PBIRonkonkomaJune 2 to June 4$118
MCOWest HarrisonJune 1 to June 2$147
CLTRonkonkomaJune 1 to June 12$149
CLTNewarkJune 1 to June 5$152
MCONew YorkJune 1 to June 4$157
FLLNew YorkJune 2 to June 4$165
FLLNewarkJune 1 to June 3$180
ATLNew YorkJune 1 to June 3$252
ATLWest HarrisonJune 1 to June 5$292
CLTNew YorkJune 2 to June 2$292
CLTWest HarrisonMay 31 to June 11$591
*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
The Towers at Lotte New York Palace
NobleDEN Hotel
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Travelers ❤️ These Westchester County 🏨

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 free WiFi, a 24-hour fitness center, and a 24-hour front desk. 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! (2,364 reviews)
"Great location, nice, clean rooms"

Reviewed on May 25, 2024

Paramount Times Square
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.
5.6/10 (4,273 reviews)
"Ice machine on my floor was broken"

Reviewed on May 25, 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! (4,452 reviews)
"Good"

Reviewed on May 26, 2024

The New Yorker A Wyndham Hotel
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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
Book a stay at this business-friendly hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grand Central Terminal and Bryant Park are located nearby.
7.8/10 Good! (3,443 reviews)
"Amazing and excellent service"

Reviewed on May 26, 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.

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 $41. 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, June 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. $41 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 $41 and $591. 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.