Cheap Flights to Westchester County from $27 (2026/2027)

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One of my new favorite places off the Metro-North train. River views, lots of feathered visitors, and this possibly haunted house. #OnTheRoad

Yonkers

Flights
Yonkers

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.

Tue, Mar 3 - Wed, Mar 4
CHS
Charleston Intl.
EWR
Newark Liberty Intl. Airport
$50 Roundtrip, found 4 days ago
$50
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Mar 3 from Charleston Intl. to Newark Liberty Intl. Airport, returning Wed, Mar 4, priced at $50 found 4 days ago
Wed, Mar 4 - Tue, Mar 10
MCO
Orlando Intl.
LGA
LaGuardia
$56 Roundtrip, just found
$56
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Mar 4 from Orlando Intl. to LaGuardia, returning Tue, Mar 10, priced at $56 just found
Wed, Mar 4 - Tue, Mar 10
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$56 Roundtrip, just found
$56
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Mar 4 from Orlando Intl. to Newark Liberty Intl. Airport, returning Tue, Mar 10, priced at $56 just found
Thu, Apr 30 - Wed, May 6
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$56 Roundtrip, found 1 hour ago
$56
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Apr 30 from Orlando Intl. to John F. Kennedy Intl., returning Wed, May 6, priced at $56 found 1 hour ago
Wed, Feb 25 - Sun, Mar 1
MCO
Orlando Intl.
ISP
MacArthur
$57 Roundtrip, found 22 hours ago
$57
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Wed, Feb 25 from Orlando Intl. to MacArthur, returning Sun, Mar 1, priced at $57 found 22 hours ago
Fri, Sep 4 - Mon, Sep 7
CHS
Charleston Intl.
SWF
Stewart Intl.
$102 Roundtrip, found 11 hours ago
$102
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Fri, Sep 4 from Charleston Intl. to Stewart Intl., returning Mon, Sep 7, priced at $102 found 11 hours ago
Wed, Aug 26 - Sat, Aug 29
CHS
Charleston Intl.
ISP
MacArthur
$102 Roundtrip, found 2 days ago
$102
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Aug 26 from Charleston Intl. to MacArthur, returning Sat, Aug 29, priced at $102 found 2 days ago
Fri, Mar 6 - Mon, Mar 9
MCO
Orlando Intl.
HPN
Westchester County
$115 Roundtrip, found 4 days ago
$115
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Mar 6 from Orlando Intl. to Westchester County, returning Mon, Mar 9, priced at $115 found 4 days ago
OriginDestinationTravel DatesFlights From*
ATLNewarkMarch 3 to March 4$49
PBINewarkMarch 4 to March 11$54
MCONew YorkMarch 4 to March 10$56
ATLNew YorkApril 15 to April 17$56
MCONew YorkApril 30 to May 6$56
MCORonkonkomaFebruary 25 to March 1$57
MCOWest HarrisonMarch 6 to March 9$115
MCONewburghMarch 20 to March 23$135
PBINew YorkApril 1 to April 14$147
PBINew YorkMarch 10 to March 17$147
PBIWest HarrisonApril 25 to May 2$147
TPANewburghMay 6 to May 13$152
ATLRonkonkomaFebruary 26 to March 4$159
ATLWest HarrisonApril 16 to April 26$197
CLTWest HarrisonApril 28 to May 19$328
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ATLNewarkFebruary 14 to February 21$78
MCONew YorkFebruary 14 to February 28$98
FLLNew YorkFebruary 15 to February 22$103
MCONew YorkFebruary 14 to February 28$108
MCONewarkFebruary 13 to February 17$125
ATLNew YorkFebruary 15 to February 23$130
MCONewburghFebruary 13 to February 23$135
MCORonkonkomaFebruary 13 to March 2$144
MCOWest HarrisonFebruary 13 to February 22$167
PBINew YorkFebruary 15 to February 21$197
PBIWest HarrisonFebruary 15 to February 25$284
ATLRonkonkomaFebruary 14 to February 18$288
ATLWest HarrisonFebruary 13 to February 16$338
CLTWest HarrisonFebruary 14 to February 16$454
TPANewburghFebruary 15 to February 23$718
*Prices include taxes and fees

Best Westchester County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel St. James
2.5-star property

Hotel St. James

Apr 16 - Apr 19

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Price was $772, price is now $392 per person
$392
per person
found 1 day ago
Topping Rose House
4.5-star property

Topping Rose House

Mar 8 - Mar 12

4 night stay

Dallas (DFW) to New York (JFK)

American Airlines • Coach

New York (JFK) to Dallas (DFW)

Frontier Airlines • Coach
Price was $1,572, price is now $700 per person
$700
per person
found 1 day ago
The Inn At Fox Hollow Hotel
4.0-star property

The Inn At Fox Hollow Hotel

Apr 15 - Apr 18

3 night stay

Dallas (DFW) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Price was $771, price is now $396 per person
$396
per person
found 1 day ago
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Travelers ❤️ These Westchester County 🏨

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
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 in our reviews. Popular attractions Captain Lawrence Brewing Company and Westchester Broadway Theatre are located nearby.
8.2/10 Very Good! (1,527 reviews)
Room was very clean and comfortable.

Reviewed on Feb 1, 2026

Opens in a new windowBaymont by Wyndham White Plains - Elmsford
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
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 the helpful staff in our reviews. Popular attractions The Westchester Mall and Galleria at White Plains are located nearby.
8.6/10 Excellent! (1,273 reviews)
Staff were courteous and helpful. Great location!

Reviewed on Feb 3, 2026

Opens in a new windowSonesta White Plains Downtown
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd Yonkers NY
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 in our reviews. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.
8.2/10 Very Good! (2,473 reviews)
Excellent

Reviewed on Feb 7, 2026

Opens in a new windowRoyal Regency Hotel
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Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester

2 out of 5
560 Saw Mill River Rd Ardsley NY
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 rooms in our reviews. Popular attractions Legoland Discovery Center Westchester and Westchester's Ridge Hill are located nearby.
8.6/10 Excellent! (1,001 reviews)
Fine for what i paid. This is a nice room if you just need a place to stay. Wifi was very good. Clean, comfy, warm. Heat and hot water worked well.

Reviewed on Jan 31, 2026

Opens in a new windowArdsley Acres Hotel Westchester
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

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, March 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 $718. 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.

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