Flights To Westchester County - Cheap Flights Starting at CA $230

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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 21 hours ago
CA $324
Roundtrip
found 21 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 21 hours ago
Tue, Oct 6 - Tue, Oct 6
YYZ
Pearson Intl.
EWR
Newark Liberty Intl. Airport
CA $376 Roundtrip, found 21 hours ago
CA $376
Roundtrip
found 21 hours ago
Select United flight, departing Tue, Oct 6 from Pearson Intl. to Newark Liberty Intl. Airport, returning Tue, Oct 6, priced at CA $376 found 21 hours ago
Fri, Nov 13 - Mon, Nov 16
YYZ
Pearson Intl.
LGA
LaGuardia
CA $387 Roundtrip, just found
CA $387
Roundtrip
just found
Select Porter Airlines flight, departing Fri, Nov 13 from Pearson Intl. to LaGuardia, returning Mon, Nov 16, priced at CA $387 just found
Fri, Sep 18 - Mon, Sep 21
YYZ
Pearson Intl.
JFK
John F. Kennedy Intl.
CA $404 Roundtrip, just found
CA $404
Roundtrip
just found
Select Delta flight, departing Fri, Sep 18 from Pearson Intl. to John F. Kennedy Intl., returning Mon, Sep 21, priced at CA $404 just found
Thu, Sep 24 - Tue, Sep 29
YYZ
Pearson Intl.
LGA
LaGuardia
CA $404 Roundtrip, just found
CA $404
Roundtrip
just found
Select American Airlines flight, departing Thu, Sep 24 from Pearson Intl. to LaGuardia, returning Tue, Sep 29, priced at CA $404 just found
Fri, Nov 13 - Mon, Nov 16
YTZ
Billy Bishop Toronto City
EWR
Newark Liberty Intl. Airport
CA $404 Roundtrip, just found
CA $404
Roundtrip
just found
Select Porter Airlines flight, departing Fri, Nov 13 from Billy Bishop Toronto City to Newark Liberty Intl. Airport, returning Mon, Nov 16, priced at CA $404 just found
Sat, Nov 21 - Sat, Nov 21
YYZ
Pearson Intl.
LGA
LaGuardia
CA $406 Roundtrip, just found
CA $406
Roundtrip
just found
Select Porter Airlines flight, departing Sat, Nov 21 from Pearson Intl. to LaGuardia, returning Sat, Nov 21, priced at CA $406 just found
Tue, Sep 22 - Tue, Sep 29
YYZ
Pearson Intl.
JFK
John F. Kennedy Intl.
CA $411 Roundtrip, found 3 hours ago
CA $411
Roundtrip
found 3 hours 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 3 hours ago
OriginDestinationTravel datesFlights from*
MCORonkonkomaSeptember 15 to September 29CA $157
MCONewburghSeptember 14 to September 23CA $210
TPANewburghSeptember 9 to September 12CA $217
DJTNew YorkSeptember 26 to October 3CA $265
MCONew YorkOctober 31 to November 3CA $274
DJTNew YorkNovember 7 to November 14CA $275
MCONew YorkSeptember 22 to September 29CA $278
DJTWest HarrisonSeptember 23 to October 3CA $327
DJTNewarkOctober 22 to October 24CA $331
ATLNew YorkOctober 24 to October 24CA $341
TPANewarkSeptember 12 to September 16CA $344
DJTRonkonkomaOctober 16 to October 19CA $409
CLTRonkonkomaSeptember 19 to September 28CA $423
ATLWest HarrisonOctober 24 to November 14CA $428
ATLRonkonkomaOctober 16 to October 19CA $944
*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
FLLNew YorkAugust 30 to September 5CA $631
MCONewarkAugust 30 to September 1CA $632
ATLNew YorkAugust 28 to September 2CA $640
ATLNewarkAugust 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
CLTRonkonkomaAugust 28 to September 6CA $1,455
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Aura Hotel Brooklyn
4.0-star property

Aura Hotel Brooklyn

Oct 28 - Nov 1

4 night stay

Detroit (DTW) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Price was CA $1,488, price is now CA $955 per person
CA $955
per person
found 1 day ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Sep 3 - Sep 7

4 night stay

Toronto (YTO) to New York (JFK)

American Airlines • Coach

New York (JFK) to Toronto (YTO)

Air Canada • Coach
Price was CA $4,576, price is now CA $2,571 per person
CA $2,571
per person
found 15 hours ago
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
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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! (1,264 reviews)
"Grounds were beautiful and well kept, liked evening entertainment on lawn. Disappointed that there was not a cafe on the property to have a cup of sit down coffee or tea or a small breakfast or lunch. The Rockland building could use some freshening up with new carpet and some pictures on the wall, ..."

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.
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 $1,455. 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.