Flights To Westchester County - Cheap Flights Starting at

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Westchester County's top cities

Beautiful view of the Tappan Zee Bridge in New York at night

Yonkers

Flights
Yonkers
OriginDestinationTravel datesFlights from*
MCONewarkSeptember 9 to September 14CA $230
MCONewburghJune 11 to June 13CA $237
ATLNew YorkJune 30 to July 7CA $244
PBINew YorkAugust 8 to August 11CA $271
PBINewarkAugust 2 to August 18CA $272
PBIWest HarrisonJuly 19 to August 2CA $291
TPARonkonkomaJune 16 to June 20CA $296
MCONew YorkSeptember 5 to September 5CA $305
PBINew YorkJune 13 to June 22CA $312
ATLNew YorkJune 27 to July 4CA $321
MCORonkonkomaJune 19 to June 20CA $338
FLLRonkonkomaJuly 31 to August 3CA $390
ATLNewarkAugust 27 to September 5CA $415
PBIRonkonkomaAugust 1 to August 6CA $437
ATLWest HarrisonJuly 1 to July 19CA $543
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
FLLNew YorkMay 30 to June 15CA $488
PBINew YorkMay 31 to June 2CA $533
FLLNew YorkMay 30 to May 31CA $559
PBINew YorkMay 30 to May 31CA $573
ATLNew YorkMay 30 to June 3CA $637
MCONewburghMay 30 to June 1CA $654
MCONewarkMay 30 to June 1CA $658
FLLNewarkMay 30 to June 1CA $670
JAXNew YorkMay 30 to June 2CA $694
JAXNew YorkMay 30 to June 2CA $694
JAXNewarkMay 30 to June 2CA $722
MCONew YorkMay 30 to June 2CA $727
MCONew YorkMay 30 to June 1CA $841
FLLRonkonkomaMay 31 to June 2CA $864
FLLWest HarrisonMay 31 to June 1CA $911
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Heritage Hotel
2.5-star property

Heritage Hotel

Jul 20 - Jul 24

4 night stay

Toronto (YYZ) to New York (JFK)

Porter Airlines • Roundtrip • Coach
Price was CA $1,835, price is now CA $1,092 per person
CA $1,092
per person
found 1 day ago
2 bedroom luxury Empire State VIEW
2.0-star property

2 bedroom luxury Empire State VIEW

Jun 22 - Jun 26

4 night stay

Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)

Porter Airlines • Roundtrip • Coach
Price was CA $7,210, price is now CA $3,534 per person
CA $3,534
per person
found 13 hours ago
Topping Rose House
4.5-star property

Topping Rose House

Jul 12 - Jul 15

3 night stay

Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)

Porter Airlines • Roundtrip • Coach
Price was CA $2,781, price is now CA $1,699 per person
CA $1,699
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Toronto to Westchester County
View all trips

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 Sportime USA are located nearby.
8.4/10 Very Good! (1,694 reviews)
"My stay was pleasant the breakfast was a bonus very clean and well stocked. The room was very nice and clean . The pool was a plus also thank you"

Reviewed on May 26, 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 Westchester County Center and The Westchester Mall are located nearby.
8.8/10 Excellent! (1,315 reviews)
"Very good"

Reviewed on May 25, 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.
8.6/10 Excellent! (2,644 reviews)
"This is our go to hotel. We highly recommend. Our son and daughter-in-law live nearby and we always stay here for family events. We most likely be staying more often as our first grandchild is arriving soon!"

Reviewed on May 26, 2026

Opens in a new windowRoyal Regency Hotel
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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 Sportime USA are located nearby.
8/10 Very Good! (1,467 reviews)
"I came in late at night. Staff was nice."

Reviewed on May 28, 2026

Opens in a new windowHampton Inn White Plains/Tarrytown
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 $230. 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. CA $230 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 $230 and CA $911. 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.