Cheap Flights to Westchester County from $33 (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.

Sat, Nov 14 - Wed, Nov 18
MCO
Orlando Intl.
SWF
Stewart Intl.
$35 Roundtrip, found 2 days ago
$35
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Nov 14 from Orlando Intl. to Stewart Intl., returning Wed, Nov 18, priced at $35 found 2 days ago
Tue, Dec 15 - Tue, Jan 5
MCO
Orlando Intl.
LGA
LaGuardia
$110 Roundtrip, found 9 hours ago
$110
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Tue, Dec 15 from Orlando Intl. to LaGuardia, returning Tue, Jan 5, priced at $110 found 9 hours ago
Tue, Dec 8 - Tue, Dec 8
MCO
Orlando Intl.
HPN
Westchester County
$142 Roundtrip, found 3 days ago
$142
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Tue, Dec 8 from Orlando Intl. to Westchester County, returning Tue, Dec 8, priced at $142 found 3 days ago
Thu, Nov 12 - Mon, Nov 16
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$159 Roundtrip, just found
$159
Roundtrip
just found
Select JetBlue Airways flight, departing Thu, Nov 12 from Orlando Intl. to John F. Kennedy Intl., returning Mon, Nov 16, priced at $159 just found
Tue, Dec 8 - Mon, Dec 14
MCO
Orlando Intl.
ISP
MacArthur
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Dec 8 from Orlando Intl. to MacArthur, returning Mon, Dec 14, priced at $159 found 1 day ago
Sat, Feb 27 - Mon, Mar 1
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$170 Roundtrip, found 11 hours ago
$170
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Sat, Feb 27 from Orlando Intl. to Newark Liberty Intl. Airport, returning Mon, Mar 1, priced at $170 found 11 hours ago
Tue, Dec 1 - Wed, Dec 9
MCO
Orlando Intl.
LGA
LaGuardia
$192 Roundtrip, found 6 hours ago
$192
Roundtrip
found 6 hours ago
Select Southwest Airlines flight, departing Tue, Dec 1 from Orlando Intl. to LaGuardia, returning Wed, Dec 9, priced at $192 found 6 hours ago
Wed, Jan 20 - Tue, Jan 26
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$199 Roundtrip, found 7 hours ago
$199
Roundtrip
found 7 hours ago
Select United flight, departing Wed, Jan 20 from Orlando Intl. to Newark Liberty Intl. Airport, returning Tue, Jan 26, priced at $199 found 7 hours ago
OriginDestinationTravel DatesFlights From*
MCONewburghNovember 14 to November 18$35
FLLNewburghJanuary 14 to January 17$96
MCONew YorkDecember 15 to January 5$110
MCOWest HarrisonDecember 8 to December 15$146
MCONew YorkNovember 12 to November 16$159
MCORonkonkomaDecember 8 to December 15$161
CLTRonkonkomaNovember 11 to November 22$167
FLLRonkonkomaJanuary 23 to January 25$182
MCONewarkJanuary 23 to January 26$188
FLLWest HarrisonDecember 4 to December 9$226
DJTRonkonkomaJanuary 21 to January 24$229
ATLNew YorkNovember 13 to November 17$239
DJTNewarkJanuary 21 to January 24$239
DJTWest HarrisonNovember 6 to November 9$247
CLTWest HarrisonNovember 21 to November 25$476
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCONewburghNovember 1 to November 14$164
MCORonkonkomaOctober 31 to November 3$258
ATLNew YorkNovember 1 to November 4$351
ATLNewarkOctober 31 to November 5$367
MCONewarkOctober 30 to November 2$380
ATLRonkonkomaOctober 30 to November 1$380
DJTRonkonkomaOctober 31 to November 7$397
DJTNewarkNovember 1 to November 20$413
DJTNew YorkNovember 1 to November 6$421
TPAWest HarrisonNovember 1 to November 7$431
DJTNew YorkNovember 1 to November 6$432
MCOWest HarrisonOctober 30 to November 1$450
MCONew YorkOctober 30 to November 2$451
DJTWest HarrisonNovember 1 to November 9$482
ATLWest HarrisonOctober 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.
33 Hotel, New York City, Seaport
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
Price was $2,321, price is now $1,203 per person
$1,203
per person
found 1 day ago
Lotte New York Palace
4.5-star property

Lotte New York Palace

Dec 8 - Dec 11

3 night stay

Atlanta (ATL) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Price was $2,840, price is now $1,432 per person
$1,432
per person
found 1 day ago
Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

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
Price was $2,859, price is now $1,490 per person
$1,490
per person
found 1 day ago
Don't see what you're looking for?
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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 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.
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! (1,369 reviews)
"Peaceful place to stay for a few days."

Reviewed on Oct 23, 2026

Opens in a new windowTarrytown House Estate
Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

3.5 out of 5
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

Opens in a new windowSleepy Hollow Hotel, a Dolce by Wyndham
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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.
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 $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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