Flights To Westchester County - Cheap Flights Starting at CA $239

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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.

Tue, Oct 6 - Tue, Oct 6
YYZ
Pearson Intl.
EWR
Newark Liberty Intl. Airport
CA $324 Roundtrip, found 18 hours ago
CA $324
Roundtrip
found 18 hours ago
Select United flight, departing Tue, Oct 6 from Pearson Intl. to Newark Liberty Intl. Airport, returning Tue, Oct 6, priced at CA $324 found 18 hours ago
Mon, Sep 21 - Mon, Sep 28
YYZ
Pearson Intl.
LGA
LaGuardia
CA $404 Roundtrip, found 2 hours ago
CA $404
Roundtrip
found 2 hours ago
Select Delta flight, departing Mon, Sep 21 from Pearson Intl. to LaGuardia, returning Mon, Sep 28, priced at CA $404 found 2 hours ago
Fri, Nov 6 - Tue, Nov 10
YYZ
Pearson Intl.
JFK
John F. Kennedy Intl.
CA $404 Roundtrip, found 1 hour ago
CA $404
Roundtrip
found 1 hour ago
Select Delta flight, departing Fri, Nov 6 from Pearson Intl. to John F. Kennedy Intl., returning Tue, Nov 10, priced at CA $404 found 1 hour ago
Tue, Sep 22 - Tue, Sep 29
YYZ
Pearson Intl.
JFK
John F. Kennedy Intl.
CA $411 Roundtrip, found 1 hour ago
CA $411
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, Sep 22 from Pearson Intl. to John F. Kennedy Intl., returning Tue, Sep 29, priced at CA $411 found 1 hour ago
Tue, Dec 22 - Thu, Dec 31
YYZ
Pearson Intl.
LGA
LaGuardia
CA $425 Roundtrip, just found
CA $425
Roundtrip
just found
Select Porter Airlines flight, departing Tue, Dec 22 from Pearson Intl. to LaGuardia, returning Thu, Dec 31, priced at CA $425 just found
Sat, Sep 12 - Tue, Sep 22
YYZ
Pearson Intl.
HPN
Westchester County
CA $516 Roundtrip, found 1 day ago
CA $516
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 12 from Pearson Intl. to Westchester County, returning Tue, Sep 22, priced at CA $516 found 1 day ago
Tue, Sep 29 - Sat, Oct 3
YVR
Vancouver Intl.
LGA
LaGuardia
CA $525 Roundtrip, found 13 hours ago
CA $525
Roundtrip
found 13 hours ago
Select Porter Airlines flight, departing Tue, Sep 29 from Vancouver Intl. to LaGuardia, returning Sat, Oct 3, priced at CA $525 found 13 hours ago
Sat, Oct 10 - Fri, Oct 16
YVR
Vancouver Intl.
JFK
John F. Kennedy Intl.
CA $538 Roundtrip, just found
CA $538
Roundtrip
just found
Select JetBlue Airways flight, departing Sat, Oct 10 from Vancouver Intl. to John F. Kennedy Intl., returning Fri, Oct 16, priced at CA $538 just found
OriginDestinationTravel datesFlights from*
MCORonkonkomaSeptember 15 to September 29CA $157
MCONewburghSeptember 14 to September 23CA $210
MCONewarkSeptember 24 to September 27CA $249
DJTNew YorkSeptember 26 to October 3CA $265
FLLNew YorkOctober 3 to October 10CA $265
DJTNew YorkNovember 7 to November 14CA $275
FLLRonkonkomaSeptember 19 to September 21CA $302
DJTWest HarrisonSeptember 23 to October 3CA $327
MCOWest HarrisonSeptember 25 to September 27CA $331
ATLNew YorkOctober 24 to October 24CA $341
ATLNew YorkNovember 3 to November 10CA $341
CLTNew YorkNovember 15 to December 8CA $385
DJTRonkonkomaOctober 30 to November 1CA $412
CLTRonkonkomaSeptember 19 to September 28CA $423
CLTNewarkOctober 19 to October 21CA $717
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCONewburghAugust 29 to September 3CA $461
MCONew YorkAugust 29 to September 5CA $530
MCORonkonkomaAugust 29 to August 31CA $539
TPANew YorkAugust 28 to August 30CA $565
DJTNew YorkAugust 29 to August 30CA $591
DJTNew YorkAugust 29 to August 30CA $594
CLTNew YorkAugust 28 to September 2CA $627
FLLNew YorkAugust 30 to September 5CA $631
MCONewarkAugust 30 to September 1CA $632
ATLNewarkAugust 28 to September 2CA $640
ATLNew YorkAugust 28 to September 2CA $640
DJTNewarkAugust 30 to August 31CA $648
FLLWest HarrisonAugust 28 to September 6CA $714
ATLNew YorkAugust 29 to September 1CA $730
MCONew YorkAugust 28 to August 30CA $768
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Seven Beach Lane
2.0-star property

Seven Beach Lane

Oct 4 - Oct 10

6 night stay

Toronto (YYZ) to New York (JFK)

Delta • Coach

New York (JFK) to Toronto (YYZ)

American Airlines • Coach
Price was CA $2,472, price is now CA $1,535 per person
CA $1,535
per person
found 1 day ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Oct 4 - Oct 7

3 night stay

Toronto (YTO) to New York (JFK)

Delta • Roundtrip • Coach
Price was CA $3,628, price is now CA $2,054 per person
CA $2,054
per person
found 1 day ago
Hotel Riu Plaza New York Times Square
4.0-star property

Hotel Riu Plaza New York Times Square

Oct 9 - Oct 14

5 night stay

Detroit (DTW) to New York (JFK)

Delta • Coach

New York (JFK) to Detroit (DTW)

American Airlines • Coach
Price was CA $3,359, price is now CA $2,042 per person
CA $2,042
per person
found 1 day ago
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Travelers ❤️ These Westchester County 🏨

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! (1,263 reviews)
"The hotel is quite the experience. A grand estate in a grand area with lots of history the hotel is beautiful and expansive. The layout is a bit confusing, and you might want to pack light as you will likely end up carrying luggage up or down at least one flight of stairs. We enjoyed the pool and ..."

Reviewed on Aug 24, 2026

Opens in a new windowTarrytown House Estate
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! (2,861 reviews)
"This property is very nice looking and the room was very clean, which we appreciated. There were 2 towels in the bathroom and only 1 washcloth (there were 2 of us) which we shared. It was an 'accessible' room, so there were quite a number of grab bars in the bathroom, but it was a tub, not a walk-in ..."

Reviewed on Aug 23, 2026

Opens in a new windowRoyal Regency Hotel
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.
Opens in a new windowSonesta White Plains Downtown
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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 spa hotel in Tarrytown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westchester County Center and Lyndhurst Mansion are located nearby.
Opens in a new windowSleepy Hollow Hotel, a Dolce by Wyndham
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 $157. 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, October 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 $157 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 $157 and CA $768. 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.