Cheap Flights to Westchester County from $33 (2026/2027)| Travelocity

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Yonkers

Flights

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.

Sat, Nov 14 - Wed, Nov 18

MCO

Orlando Intl.

SWF

Stewart Intl.

$35

Roundtrip

found 2 days ago

Tue, Dec 15 - Tue, Jan 5

MCO

Orlando Intl.

LGA

LaGuardia

$110

Roundtrip

found 7 hours ago

Thu, Feb 11 - Sat, Feb 20

PIE

St. Petersburg-Clearwater Intl.

SWF

Stewart Intl.

$132

Roundtrip

found 12 hours ago

Tue, Dec 8 - Tue, Dec 8

MCO

Orlando Intl.

HPN

Westchester County

$142

Roundtrip

found 3 days ago

Sat, Nov 14 - Wed, Nov 18

TPA

Tampa Intl.

SWF

Stewart Intl.

$152

Roundtrip

found 3 days ago

Thu, Nov 12 - Mon, Nov 16

MCO

Orlando Intl.

JFK

John F. Kennedy Intl.

$159

Roundtrip

just found

Tue, Dec 8 - Mon, Dec 14

MCO

Orlando Intl.

ISP

MacArthur

$159

Roundtrip

found 1 day ago

Wed, Jan 13 - Wed, Jan 20

TPA

Tampa Intl.

ISP

MacArthur

$162

Roundtrip

found 4 days ago

Wed, Jan 20 - Sat, Jan 23

LAX

Los Angeles Intl.

LGA

LaGuardia

$264

Roundtrip

found 1 hour ago

Wed, Dec 16 - Thu, Jan 7

SFO

San Francisco Intl.

LGA

LaGuardia

$282

Roundtrip

found 1 hour ago

Tue, Dec 1 - Sat, Dec 5

LAX

Los Angeles Intl.

EWR

Newark Liberty Intl. Airport

$320

Roundtrip

just found

Origin	Destination	Travel Dates	Flights From*
MCO	Newburgh	November 14 to November 18	$35
MCO	New York	December 15 to January 5	$110
ATL	Newark	December 3 to December 9	$138
MCO	West Harrison	December 8 to December 15	$146
MCO	New York	November 12 to November 16	$159
MCO	Ronkonkoma	December 8 to December 15	$161
MCO	Newark	November 12 to November 16	$198
DJT	New York	January 7 to January 11	$222
DJT	Ronkonkoma	January 21 to January 24	$229
ATL	New York	November 13 to November 16	$239
DJT	New York	November 13 to November 15	$239
DJT	Newark	January 21 to January 24	$239
DJT	West Harrison	November 6 to November 9	$247
ATL	West Harrison	November 14 to November 21	$299
ATL	Ronkonkoma	November 12 to November 15	$326

*Prices include taxes and fees

Origin	Destination	Travel Dates	Flights From*
MCO	Newburgh	November 1 to November 14	$164
MCO	Ronkonkoma	October 31 to November 3	$258
ATL	Newark	October 31 to November 7	$284
ATL	Ronkonkoma	October 30 to November 1	$380
MCO	Newark	November 1 to November 5	$396
DJT	Ronkonkoma	October 31 to November 7	$397
DJT	Newark	November 1 to November 20	$413
DJT	New York	November 1 to November 6	$421
MCO	New York	November 1 to November 4	$429
DJT	New York	November 1 to November 6	$432
MCO	West Harrison	October 30 to November 1	$450
DJT	West Harrison	November 1 to November 9	$482
ATL	New York	November 1 to November 9	$512
MCO	New York	October 31 to November 1	$549
ATL	West Harrison	October 30 to November 1	$633

*Prices include taxes and fees

Best Westchester County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.

4.0-star property

Hotel Riu Plaza Manhattan Times Square

Jan 6 - Jan 12

6 night stay

Atlanta (ATL) to New York (JFK)

JetBlue Airways • Roundtrip • Coach

Save 100% on your flight

$786

per person

found 1 day ago

5.0-star property

33 Hotel, New York City, Seaport

Dec 28 - Jan 2

5 night stay

Atlanta (ATL) to New York (JFK)

JetBlue Airways • Coach

New York (JFK) to Atlanta (ATL)

Frontier Airlines • Coach

$1,203

per person

found 1 day ago

5.0-star property

1 Hotel Central Park

Dec 28 - Jan 2

5 night stay

Atlanta (ATL) to New York (JFK)

JetBlue Airways • Coach

New York (JFK) to Atlanta (ATL)

Frontier Airlines • Coach

$1,975

per person

found 1 day ago

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Travelers ❤️ These Westchester County 🏨

Baymont by Wyndham White Plains - Elmsford

540 Saw Mill River Rd Elmsford NY

Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free parking, and a 24-hour fitness center. 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.

Tarrytown House Estate

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! (1,369 reviews)

"Peaceful place to stay for a few days."

Reviewed on Oct 23, 2026

Sleepy Hollow Hotel, a Dolce by Wyndham

455 S Broadway Tarrytown NY

Book a stay at this family-friendly hotel in Tarrytown. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westchester County Center and Lyndhurst Mansion are located nearby.

7/10 Good! (1,001 reviews)

"Great and plesent place"

Reviewed on Oct 22, 2026

Save an average of 15% on thousands of hotels when you're signed in

Royal Regency Hotel

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.

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.

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Things to do in Westchester County

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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 $35. 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, November 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. $35 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 $35 and $633. 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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Cheap Flights to Westchester County from $33 (2026/2027)

Travelers

Jet to one of Westchester County's top cities

Yonkers

Tarrytown

White Plains

New Rochelle

Peekskill

Elmsford

How Much Does it Cost To Fly To Westchester County?

Best Westchester County Flight and Hotel Packages

Hotel Riu Plaza Manhattan Times Square

Jan 6 - Jan 12

Atlanta (ATL) to New York (JFK)

33 Hotel, New York City, Seaport

Dec 28 - Jan 2

Atlanta (ATL) to New York (JFK)

New York (JFK) to Atlanta (ATL)

1 Hotel Central Park

Dec 28 - Jan 2

Atlanta (ATL) to New York (JFK)

New York (JFK) to Atlanta (ATL)

Travelers ❤️ These Westchester County 🏨

Baymont by Wyndham White Plains - Elmsford

Tarrytown House Estate

Sleepy Hollow Hotel, a Dolce by Wyndham

Royal Regency Hotel

More Ways To Wander Westchester County

Frequently asked questions

Explore More Ways to Travel with Travelocity