Flights To Westchester County - Cheap Flights Starting at CA $199

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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, Jun 9 - Sat, Jun 13
YYZ
Pearson Intl.
LGA
LaGuardia
CA $323 Roundtrip, just found
CA $323
Roundtrip
just found
Select Porter Airlines flight, departing Tue, Jun 9 from Pearson Intl. to LaGuardia, returning Sat, Jun 13, priced at CA $323 just found
Sat, Jun 20 - Tue, Jun 23
YYZ
Pearson Intl.
JFK
John F. Kennedy Intl.
CA $323 Roundtrip, found 4 hours ago
CA $323
Roundtrip
found 4 hours ago
Select Delta flight, departing Sat, Jun 20 from Pearson Intl. to John F. Kennedy Intl., returning Tue, Jun 23, priced at CA $323 found 4 hours ago
Thu, Jul 2 - Mon, Jul 6
YTZ
Billy Bishop Toronto City
LGA
LaGuardia
CA $326 Roundtrip, found 5 days ago
CA $326
Roundtrip
found 5 days ago
Select Air Canada flight, departing Thu, Jul 2 from Billy Bishop Toronto City to LaGuardia, returning Mon, Jul 6, priced at CA $326 found 5 days ago
Thu, Jun 4 - Sat, Jun 6
YYZ
Pearson Intl.
JFK
John F. Kennedy Intl.
CA $329 Roundtrip, found 2 days ago
CA $329
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Jun 4 from Pearson Intl. to John F. Kennedy Intl., returning Sat, Jun 6, priced at CA $329 found 2 days ago
Thu, Oct 29 - Sat, Nov 7
YYZ
Pearson Intl.
JFK
John F. Kennedy Intl.
CA $334 Roundtrip, found 5 days ago
CA $334
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Oct 29 from Pearson Intl. to John F. Kennedy Intl., returning Sat, Nov 7, priced at CA $334 found 5 days ago
Tue, Oct 20 - Wed, Oct 21
YYZ
Pearson Intl.
LGA
LaGuardia
CA $334 Roundtrip, found 4 days ago
CA $334
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Oct 20 from Pearson Intl. to LaGuardia, returning Wed, Oct 21, priced at CA $334 found 4 days ago
Thu, Oct 29 - Sat, Nov 7
YYZ
Pearson Intl.
JFK
John F. Kennedy Intl.
CA $341 Roundtrip, found 5 days ago
CA $341
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Oct 29 from Pearson Intl. to John F. Kennedy Intl., returning Sat, Nov 7, priced at CA $341 found 5 days ago
Fri, Jun 19 - Sun, Jun 21
YUL
Pierre Elliott Trudeau Intl.
LGA
LaGuardia
CA $345 Roundtrip, found 1 day ago
CA $345
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Jun 19 from Pierre Elliott Trudeau Intl. to LaGuardia, returning Sun, Jun 21, priced at CA $345 found 1 day ago
Tue, Jun 9 - Sat, Jun 13
YYZ
Pearson Intl.
LGA
LaGuardia
CA $366 Roundtrip, just found
CA $366
Roundtrip
just found
Select Air Transat flight, departing Tue, Jun 9 from Pearson Intl. to LaGuardia, returning Sat, Jun 13, priced at CA $366 just found
OriginDestinationTravel datesFlights from*
MCOWest HarrisonJuly 29 to August 1CA $214
MCONew YorkJuly 29 to August 1CA $230
ATLNew YorkJuly 3 to July 7CA $244
MCONewburghAugust 27 to August 30CA $253
PBIWest HarrisonJune 17 to June 23CA $263
PBINew YorkAugust 8 to August 11CA $271
PBINewarkJune 13 to June 16CA $271
TPANewburghJune 10 to June 13CA $291
TPAWest HarrisonAugust 14 to August 17CA $304
PBINew YorkJune 13 to June 22CA $312
MCORonkonkomaAugust 14 to August 17CA $318
RSWNewburghAugust 19 to August 21CA $362
ATLNew YorkJuly 10 to July 12CA $418
ATLNewarkJuly 21 to July 28CA $419
PBIRonkonkomaAugust 4 to August 11CA $436
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCONewburghMay 29 to May 31CA $262
FLLNew YorkMay 29 to June 11CA $402
MCONew YorkMay 31 to June 1CA $446
MCONewarkMay 31 to June 1CA $462
PBINew YorkMay 30 to May 31CA $546
MCONew YorkMay 29 to May 31CA $572
PBINew YorkMay 30 to May 31CA $573
TPAWest HarrisonMay 29 to June 1CA $583
MCORonkonkomaMay 29 to June 2CA $599
PBINewarkMay 29 to May 31CA $615
ATLNew YorkMay 31 to June 11CA $628
ATLNew YorkMay 31 to June 3CA $827
FLLWest HarrisonMay 31 to June 1CA $911
ATLNewarkMay 30 to May 31CA $1,206
ATLRonkonkomaMay 29 to May 31CA $1,346
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Sofitel New York
4.5-star property

Sofitel New York

Aug 9 - Aug 14

5 night stay

Winnipeg (YWG) to Newark Liberty Intl. Airport (EWR)

Air Canada • Non-stop • Coach

Newark Liberty Intl. Airport (EWR) to Winnipeg (YWG)

Delta • Non-stop • Coach
Price was CA $2,823, price is now CA $1,866 per person
CA $1,866
per person
found 23 hours ago
Mandarin Oriental, New York
5.0-star property

Mandarin Oriental, New York

Jun 10 - Jun 13

3 night stay

Toronto (YYZ) to New York (JFK)

Porter Airlines • Roundtrip • Coach
Price was CA $5,088, price is now CA $3,089 per person
CA $3,089
per person
found 1 day ago
Seven Beach Lane
2.0-star property

Seven Beach Lane

Jul 9 - Jul 13

4 night stay

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

Porter Airlines • Roundtrip • Coach
Price was CA $3,576, price is now CA $2,387 per person
CA $2,387
per person
found 20 hours 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 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! (1,697 reviews)
"Very clean and comfortable"

Reviewed on May 23, 2026

Opens in a new windowBaymont by Wyndham White Plains - Elmsford
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.
8.4/10 Very Good! (2,651 reviews)
"The location was convenient for our trip into NYC, and the hotel is a reasonably priced option for a place to sleep and go forward. The breakfast had diverse offerings, and the dining room staff were exceptional -- very friendly and helpful with every aspect of the dining; they really brightened ..."

Reviewed on May 24, 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.
8.8/10 Excellent! (1,311 reviews)
"It’s always a pleasure staying at Sonesta. It’s very conveniently located to all major highways and easy walking distance to shopping and restaurants. Staff is always welcoming and courteous. I would only suggest a couple of items to add Showers need grab bar and a towel hook somewhere close to shower ..."

Reviewed on May 21, 2026

Opens in a new windowSonesta White Plains Downtown
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Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
160 Corporate Blvd Yonkers NY
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Untermyer Gardens Conservancy and Legoland Discovery Center Westchester are located nearby.
8.4/10 Very Good! (1,873 reviews)
"Floor at the elevator were not clean at at all super dirty and he lobby too and now you have to pay for parking $15 dollars every day of your stay"

Reviewed on May 22, 2026

Opens in a new windowHampton Inn & Suites Yonkers
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 $214. 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, June 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 $214 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 $214 and CA $1,346. 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.