Flights To Westchester County - Cheap Flights Starting at CA $73

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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.

Wed, Aug 26 - Wed, Sep 2
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
CA $187 Roundtrip, found 20 hours ago
CA $187
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Wed, Aug 26 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Sep 2, priced at CA $187 found 20 hours ago
Thu, Aug 13 - Sun, Aug 16
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $199 Roundtrip, found 5 days ago
CA $199
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Aug 13 from Raleigh - Durham Intl. to Westchester County, returning Sun, Aug 16, priced at CA $199 found 5 days ago
Thu, Sep 10 - Mon, Sep 14
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $220 Roundtrip, found 2 days ago
CA $220
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Stewart Intl., returning Mon, Sep 14, priced at CA $220 found 2 days ago
Thu, Aug 13 - Mon, Aug 17
MCO
Orlando Intl.
HPN
Westchester County
CA $227 Roundtrip, found 6 days ago
CA $227
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Aug 13 from Orlando Intl. to Westchester County, returning Mon, Aug 17, priced at CA $227 found 6 days ago
Wed, Oct 21 - Sat, Oct 24
MCO
Orlando Intl.
LGA
LaGuardia
CA $252 Roundtrip, found 16 hours ago
CA $252
Roundtrip
found 16 hours ago
Select JetBlue Airways flight, departing Wed, Oct 21 from Orlando Intl. to LaGuardia, returning Sat, Oct 24, priced at CA $252 found 16 hours ago
Thu, Sep 24 - Wed, Sep 30
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
CA $252 Roundtrip, found 17 hours ago
CA $252
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Thu, Sep 24 from Orlando Intl. to Newark Liberty Intl. Airport, returning Wed, Sep 30, priced at CA $252 found 17 hours ago
Fri, Aug 14 - Tue, Aug 18
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
CA $286 Roundtrip, found 10 hours ago
CA $286
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Fri, Aug 14 from Orlando Intl. to John F. Kennedy Intl., returning Tue, Aug 18, priced at CA $286 found 10 hours ago
Wed, Aug 19 - Mon, Aug 24
MCO
Orlando Intl.
LGA
LaGuardia
CA $286 Roundtrip, found 5 days ago
CA $286
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Aug 19 from Orlando Intl. to LaGuardia, returning Mon, Aug 24, priced at CA $286 found 5 days ago
Wed, Dec 9 - Tue, Dec 22
YYZ
Pearson Intl.
LGA
LaGuardia
CA $385 Roundtrip, found 3 days ago
CA $385
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Wed, Dec 9 from Pearson Intl. to LaGuardia, returning Tue, Dec 22, priced at CA $385 found 3 days ago
Wed, Sep 16 - Wed, Sep 23
YYZ
Pearson Intl.
JFK
John F. Kennedy Intl.
CA $388 Roundtrip, found 3 days ago
CA $388
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Sep 16 from Pearson Intl. to John F. Kennedy Intl., returning Wed, Sep 23, priced at CA $388 found 3 days ago
Wed, Jul 29 - Tue, Aug 4
YYZ
Pearson Intl.
EWR
Newark Liberty Intl. Airport
CA $403 Roundtrip, found 2 hours ago
CA $403
Roundtrip
found 2 hours ago
Select Porter Airlines flight, departing Wed, Jul 29 from Pearson Intl. to Newark Liberty Intl. Airport, returning Tue, Aug 4, priced at CA $403 found 2 hours ago
OriginDestinationTravel datesFlights from*
MCOWest HarrisonAugust 13 to August 17CA $227
PBINewarkSeptember 30 to October 3CA $252
MCONewarkSeptember 24 to September 30CA $252
PBINew YorkAugust 22 to August 29CA $258
PBINew YorkSeptember 17 to September 20CA $266
MCONew YorkAugust 12 to August 19CA $286
ATLNew YorkSeptember 8 to September 30CA $301
ATLNew YorkAugust 19 to August 29CA $309
ATLNewarkAugust 4 to August 11CA $316
TPAWest HarrisonSeptember 16 to September 22CA $337
PBIWest HarrisonJuly 28 to August 1CA $344
TPARonkonkomaJuly 22 to August 4CA $389
PBIRonkonkomaJuly 24 to July 30CA $395
MCORonkonkomaJuly 31 to August 5CA $423
FLLRonkonkomaAugust 1 to August 2CA $519
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCONewburghJuly 11 to July 25CA $299
PBINew YorkJuly 10 to July 14CA $447
FLLNew YorkJuly 12 to July 14CA $447
FLLNew YorkJuly 11 to July 20CA $476
MCONewarkJuly 11 to July 14CA $489
PBINew YorkJuly 10 to July 17CA $528
MCOWest HarrisonJuly 10 to July 12CA $545
MCONew YorkJuly 11 to July 12CA $608
MCONew YorkJuly 12 to July 16CA $622
PBINewarkJuly 10 to July 12CA $624
TPARonkonkomaJuly 11 to July 12CA $665
TPAWest HarrisonJuly 12 to July 15CA $676
FLLNewarkJuly 11 to July 13CA $677
ATLNew YorkJuly 10 to July 13CA $816
CLTNew YorkJuly 11 to July 25CA $1,100
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

Sep 24 - Sep 28

4 night stay

Halifax (YHZ) to Newark Liberty Intl. Airport (EWR)

American Airlines • Roundtrip • Coach
Price was CA $2,883, price is now CA $1,826 per person
CA $1,826
per person
found 1 day ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Jul 29 - Aug 3

5 night stay

Montreal (YUL) to New York (JFK)

Air Canada • Roundtrip • Coach
Price was CA $5,667, price is now CA $2,931 per person
CA $2,931
per person
found 1 day ago
Hotel Riu Plaza New York Times Square
4.0-star property

Hotel Riu Plaza New York Times Square

Sep 24 - Sep 28

4 night stay

Halifax (YHZ) to Newark Liberty Intl. Airport (EWR)

American Airlines • Roundtrip • Coach
Price was CA $2,874, price is now CA $1,831 per person
CA $1,831
per person
found 1 day ago
Don't see what you're looking for?
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Travelers ❤️ These Westchester County 🏨

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! (1,541 reviews)
"The hotel loss power it was so hot and unbearable with out power the room was dirty when we arrived spoke with front desk who said it would be handled when we returned that evening the bathroom had not been clean and with the power out no one could come clean it so we were una le to shower"

Reviewed on Jul 5, 2026

Opens in a new windowHampton Inn White Plains/Tarrytown
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 Westchester County Center and The Westchester Mall are located nearby.
8.8/10 Excellent! (1,320 reviews)
"Nicely renovated property."

Reviewed on Jul 4, 2026

Opens in a new windowSonesta White Plains Downtown
Westchester Marriott

Westchester Marriott

4.5 out of 5
670 White Plains Rd Tarrytown NY
Book a stay at this spa hotel in Tarrytown. Enjoy free parking, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westchester County Center and Westchester Skating Academy are located nearby.
8.8/10 Excellent! (569 reviews)
"Staff was very accommodating, friendly and professional. It was as a pleasure to stay there."

Reviewed on Jul 6, 2026

Opens in a new windowWestchester Marriott
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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! (1,155 reviews)
"I had a less than perfect stay but to management's credit they immediately rectified the situation, They were very responsive and accommodating. I look forward to returning with my family,"

Reviewed on Jul 6, 2026

Opens in a new windowTarrytown House Estate
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 CA $187. 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, August 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. CA $187 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 CA $187 and CA $1,100. 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.