Cheap Flights to Westchester County from $41 (2026/2027)

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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.

Mon, Sep 14 - Mon, Sep 21
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$82 Roundtrip, found 8 hours ago
$82
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Mon, Sep 14 from Raleigh - Durham Intl. to Westchester County, returning Mon, Sep 21, priced at $82 found 8 hours ago
Sat, Sep 12 - Wed, Sep 16
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$102 Roundtrip, found 11 hours ago
$102
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Sat, Sep 12 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Sep 16, priced at $102 found 11 hours ago
Wed, Aug 26 - Sat, Aug 29
RDU
Raleigh - Durham Intl.
ISP
MacArthur
$102 Roundtrip, found 2 days ago
$102
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Aug 26 from Raleigh - Durham Intl. to MacArthur, returning Sat, Aug 29, priced at $102 found 2 days ago
Mon, Oct 26 - Mon, Nov 2
MCO
Orlando Intl.
LGA
LaGuardia
$108 Roundtrip, found 12 hours ago
$108
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Mon, Oct 26 from Orlando Intl. to LaGuardia, returning Mon, Nov 2, priced at $108 found 12 hours ago
Mon, Sep 14 - Tue, Sep 22
MCO
Orlando Intl.
ISP
MacArthur
$108 Roundtrip, found 6 hours ago
$108
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Mon, Sep 14 from Orlando Intl. to MacArthur, returning Tue, Sep 22, priced at $108 found 6 hours ago
Thu, Aug 13 - Tue, Aug 25
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$108 Roundtrip, found 14 hours ago
$108
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Thu, Aug 13 from Orlando Intl. to Newark Liberty Intl. Airport, returning Tue, Aug 25, priced at $108 found 14 hours ago
Thu, Sep 3 - Sun, Sep 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$122 Roundtrip, found 12 hours ago
$122
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando Intl. to Stewart Intl., returning Sun, Sep 6, priced at $122 found 12 hours ago
Thu, Aug 20 - Fri, Aug 28
MCO
Orlando Intl.
HPN
Westchester County
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Aug 20 from Orlando Intl. to Westchester County, returning Fri, Aug 28, priced at $147 found 1 day ago
Sat, Aug 15 - Wed, Aug 19
TPA
Tampa Intl.
SWF
Stewart Intl.
$150 Roundtrip, found 16 hours ago
$150
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Sat, Aug 15 from Tampa Intl. to Stewart Intl., returning Wed, Aug 19, priced at $150 found 16 hours ago
Wed, Aug 19 - Wed, Aug 26
TPA
Tampa Intl.
LGA
LaGuardia
$157 Roundtrip, found 13 hours ago
$157
Roundtrip
found 13 hours ago
Select Delta flight, departing Wed, Aug 19 from Tampa Intl. to LaGuardia, returning Wed, Aug 26, priced at $157 found 13 hours ago
Wed, Aug 19 - Wed, Aug 26
TPA
Tampa Intl.
JFK
John F. Kennedy Intl.
$157 Roundtrip, found 13 hours ago
$157
Roundtrip
found 13 hours ago
Select Delta flight, departing Wed, Aug 19 from Tampa Intl. to John F. Kennedy Intl., returning Wed, Aug 26, priced at $157 found 13 hours ago
OriginDestinationTravel DatesFlights From*
MCORonkonkomaSeptember 14 to September 22$108
MCONewburghSeptember 3 to September 6$122
ATLNewarkSeptember 12 to September 21$123
ATLNew YorkAugust 19 to August 20$128
MCONew YorkSeptember 28 to October 6$138
MCONewarkSeptember 22 to September 25$138
ATLNew YorkSeptember 1 to September 3$138
MCOWest HarrisonAugust 27 to August 31$148
PBINew YorkAugust 18 to August 25$177
PBINewarkAugust 19 to August 26$177
PBINew YorkAugust 18 to August 22$177
PBIWest HarrisonAugust 18 to August 24$187
MCONew YorkJuly 28 to August 5$207
PBIRonkonkomaSeptember 2 to September 11$246
ATLRonkonkomaJuly 18 to August 8$264
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCONewburghJune 21 to July 4$201
TPAWest HarrisonJune 20 to August 10$280
PBINew YorkJune 20 to July 1$323
PBINew YorkJune 21 to July 5$331
MCOWest HarrisonJune 20 to July 5$339
CLTNew YorkJune 20 to June 29$355
MCONew YorkJune 21 to July 2$369
MCONewarkJune 21 to July 2$371
PBINewarkJune 19 to June 20$419
CLTNew YorkJune 20 to June 22$422
PBIWest HarrisonJune 21 to June 28$422
MCONew YorkJune 20 to June 22$445
FLLWest HarrisonJune 21 to June 30$466
ATLWest HarrisonJune 20 to June 22$553
ATLRonkonkomaJune 20 to July 27$556
*Prices include taxes and fees

Best Westchester County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square
4.0-star property

Hotel Riu Plaza New York Times Square

Aug 19 - Aug 24

5 night stay

Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

Delta • Coach

Newark Liberty Intl. Airport (EWR) to Atlanta (ATL)

Frontier Airlines • Coach
Price was $1,481, price is now $749 per person
$749
per person
found 1 day ago
2 bedroom luxury Empire State VIEW
2.0-star property

2 bedroom luxury Empire State VIEW

Jul 28 - Jul 31

3 night stay

Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

Delta • Coach

Newark Liberty Intl. Airport (EWR) to Atlanta (ATL)

Frontier Airlines • Coach
Price was $4,035, price is now $1,527 per person
$1,527
per person
found 1 day ago
Hilton Garden Inn New York/Times Square Central
3.0-star property

Hilton Garden Inn New York/Times Square Central

Sep 1 - Sep 8

7 night stay

Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

Frontier Airlines • Roundtrip • Coach
Price was $2,490, price is now $1,213 per person
$1,213
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 Westchester County Center and Captain Lawrence Brewing Company are located nearby.
8.4/10 Very Good! (1,729 reviews)
"The room smelled musty. The walls were thin so I heard a lot hallway noise and noise from neighboring rooms."

Reviewed on Jun 14, 2026

Opens in a new windowBaymont by Wyndham White Plains - Elmsford
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
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 staff in our reviews. Popular attractions Westchester County Center and Lyndhurst Mansion are located nearby.
8.2/10 Very Good! (1,127 reviews)
"I found a mysterious yellow pill on the floor of our hotel room, where my two babies were staying with me and my husband. The hotel knew that I was traveling with babies, as I called 5x to make sure we were all set with their crib beds and early check in. I am extremely disappointed that our safety ..."

Reviewed on Jun 15, 2026

Opens in a new windowTarrytown House Estate
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street 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 Westchester County Center and Westchester Skating Academy are located nearby.
8/10 Very Good! (1,514 reviews)
"Our stay was wonderful. The staff at check in was so friendly and helpful. The room was spacious and clean. Perfect way to end our road trip."

Reviewed on Jun 16, 2026

Opens in a new windowHampton Inn White Plains/Tarrytown
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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.
8.6/10 Excellent! (2,695 reviews)
"Great"

Reviewed on Jun 16, 2026

Opens in a new windowRoyal Regency 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

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 $82. 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, September 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. $82 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 $82 and $556. 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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