Flights To Westchester County - Cheap Flights Starting at CA $224

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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, Nov 10 - Tue, Nov 10
YYZ
Pearson Intl.
EWR
Newark Liberty Intl. Airport
CA $349 Roundtrip, found 3 hours ago
CA $349
Roundtrip
found 3 hours ago
Select United flight, departing Tue, Nov 10 from Pearson Intl. to Newark Liberty Intl. Airport, returning Tue, Nov 10, priced at CA $349 found 3 hours ago
Wed, Nov 25 - Thu, Dec 3
YYZ
Pearson Intl.
EWR
Newark Liberty Intl. Airport
CA $357 Roundtrip, found 3 hours ago
CA $357
Roundtrip
found 3 hours ago
Select Air Canada flight, departing Wed, Nov 25 from Pearson Intl. to Newark Liberty Intl. Airport, returning Thu, Dec 3, priced at CA $357 found 3 hours ago
Wed, Dec 9 - Sat, Dec 12
YYZ
Pearson Intl.
LGA
LaGuardia
CA $378 Roundtrip, just found
CA $378
Roundtrip
just found
Select Air Transat flight, departing Wed, Dec 9 from Pearson Intl. to LaGuardia, returning Sat, Dec 12, priced at CA $378 just found
Tue, Oct 27 - Sat, Oct 31
YYZ
Pearson Intl.
JFK
John F. Kennedy Intl.
CA $378 Roundtrip, found 18 hours ago
CA $378
Roundtrip
found 18 hours ago
Select Delta flight, departing Tue, Oct 27 from Pearson Intl. to John F. Kennedy Intl., returning Sat, Oct 31, priced at CA $378 found 18 hours ago
Sat, Oct 31 - Sun, Nov 1
YVR
Vancouver Intl.
JFK
John F. Kennedy Intl.
CA $496 Roundtrip, found 18 hours ago
CA $496
Roundtrip
found 18 hours ago
Select Delta flight, departing Sat, Oct 31 from Vancouver Intl. to John F. Kennedy Intl., returning Sun, Nov 1, priced at CA $496 found 18 hours ago
Wed, Oct 28 - Wed, Nov 4
YVR
Vancouver Intl.
LGA
LaGuardia
CA $504 Roundtrip, found 7 hours ago
CA $504
Roundtrip
found 7 hours ago
Select Delta flight, departing Wed, Oct 28 from Vancouver Intl. to LaGuardia, returning Wed, Nov 4, priced at CA $504 found 7 hours ago
Wed, Dec 2 - Sat, Dec 12
YVR
Vancouver Intl.
EWR
Newark Liberty Intl. Airport
CA $520 Roundtrip, found 1 day ago
CA $520
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Dec 2 from Vancouver Intl. to Newark Liberty Intl. Airport, returning Sat, Dec 12, priced at CA $520 found 1 day ago
Thu, Nov 5 - Sun, Nov 8
YYZ
Pearson Intl.
HPN
Westchester County
CA $605 Roundtrip, found 17 hours ago
CA $605
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Thu, Nov 5 from Pearson Intl. to Westchester County, returning Sun, Nov 8, priced at CA $605 found 17 hours ago
OriginDestinationTravel datesFlights from*
ATLNew YorkNovember 17 to November 20CA $151
ATLNewarkNovember 10 to November 12CA $155
MCORonkonkomaNovember 3 to November 4CA $206
MCONewburghDecember 3 to December 7CA $220
MCONewarkNovember 11 to November 15CA $227
TPANewburghNovember 7 to November 14CA $246
MCOWest HarrisonNovember 6 to November 9CA $258
DJTNew YorkNovember 4 to November 17CA $283
DJTNewarkNovember 11 to November 14CA $311
DJTNew YorkNovember 10 to November 15CA $341
DJTRonkonkomaNovember 1 to November 14CA $390
TPAWest HarrisonNovember 6 to November 9CA $403
DJTWest HarrisonNovember 4 to November 7CA $414
FLLRonkonkomaOctober 27 to November 9CA $424
ATLRonkonkomaNovember 27 to November 30CA $1,325
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCONewburghOctober 11 to October 17CA $441
ATLNewarkOctober 9 to October 12CA $478
MCONewarkOctober 11 to October 18CA $567
MCONew YorkOctober 10 to October 13CA $635
TPANew YorkOctober 9 to October 12CA $638
CLTNew YorkOctober 10 to October 17CA $646
MCONew YorkOctober 10 to October 12CA $652
DJTNew YorkOctober 10 to October 16CA $678
FLLNewarkOctober 9 to October 13CA $706
FLLNew YorkOctober 9 to October 20CA $706
DJTNewarkOctober 11 to October 14CA $715
ATLNew YorkOctober 9 to October 12CA $787
FLLRonkonkomaOctober 10 to October 12CA $872
DJTWest HarrisonOctober 9 to October 11CA $947
TPAWest HarrisonOctober 9 to October 11CA $1,091
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Lotte New York Palace
4.5-star property

Lotte New York Palace

Dec 27 - Dec 30

3 night stay

Hamilton (YHM) to New York (JFK)

Air Canada • Non-stop roundtrip • Coach
Save 100% on your flight
Price was CA $2,969, price is now CA $1,829 per person
CA $1,829
per person
found 6 hours ago
Beechmont - Perfect for Family Retreat!
5.0-star property

Beechmont - Perfect for Family Retreat!

Nov 14 - Nov 17

3 night stay

Montreal (YUL) to New Haven (HVN)

Porter Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was CA $3,263, price is now CA $1,837 per person
CA $1,837
per person
found 24 hours ago
1 Hotel Central Park
5.0-star property

1 Hotel Central Park

Oct 11 - Oct 16

5 night stay

Toronto (YTO) to New York (JFK)

American Airlines • Coach

New York (JFK) to Toronto (YTO)

Delta • Coach
Save 100% on your flight
Price was CA $6,213, price is now CA $3,776 per person
CA $3,776
per person
found 1 day ago
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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.
8.4/10 Very good! (1,881 reviews)
"Excelente"

Reviewed on Oct 7, 2026

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! (1,339 reviews)
"This stay was the perfect, spooky place for our stay! We had tickets to the Pumpkin Blaze event and saw that this was a local stay and we were so excited to be staying right up the street from Washington Irving’s home! Sleepy Hollow is also not that far and we had a peace of mind knowing that other ..."

Reviewed on Oct 7, 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! (1,011 reviews)
"It was beautiful and the Halloween decor was spot on. The staff was nice and the food at the bar was delicious. There was one thing though....my wife and I were reading in the courtyard and she asked me if there was a basketball next to the gazebo. It was...which was weird because I feel like I should ..."

Reviewed on Oct 6, 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.
8.6/10 Excellent! (2,865 reviews)
"Cabinet was small no place to put clothes"

Reviewed on Oct 7, 2026

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 CA $151. 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. CA $151 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 $151 and CA $1,325. 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.