Flights To Westchester County - Cheap Flights Starting at CA $216

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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.

Thu, Aug 6 - Sat, Aug 15
YYZ
Pearson Intl.
EWR
Newark Liberty Intl. Airport
CA $342 Roundtrip, found 2 hours ago
CA $342
Roundtrip
found 2 hours ago
Select Air Canada flight, departing Thu, Aug 6 from Pearson Intl. to Newark Liberty Intl. Airport, returning Sat, Aug 15, priced at CA $342 found 2 hours ago
Thu, Sep 17 - Sat, Sep 26
YYZ
Pearson Intl.
LGA
LaGuardia
CA $358 Roundtrip, just found
CA $358
Roundtrip
just found
Select Porter Airlines flight, departing Thu, Sep 17 from Pearson Intl. to LaGuardia, returning Sat, Sep 26, priced at CA $358 just found
Wed, Nov 25 - Sat, Dec 5
YYZ
Pearson Intl.
JFK
John F. Kennedy Intl.
CA $358 Roundtrip, found 4 hours ago
CA $358
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, Nov 25 from Pearson Intl. to John F. Kennedy Intl., returning Sat, Dec 5, priced at CA $358 found 4 hours ago
Sat, Aug 8 - Wed, Aug 12
YUL
Pierre Elliott Trudeau Intl.
EWR
Newark Liberty Intl. Airport
CA $367 Roundtrip, just found
CA $367
Roundtrip
just found
Select Porter Airlines flight, departing Sat, Aug 8 from Pierre Elliott Trudeau Intl. to Newark Liberty Intl. Airport, returning Wed, Aug 12, priced at CA $367 just found
Sat, Aug 8 - Wed, Aug 12
YUL
Pierre Elliott Trudeau Intl.
EWR
Newark Liberty Intl. Airport
CA $373 Roundtrip, just found
CA $373
Roundtrip
just found
Select Porter Airlines flight, departing Sat, Aug 8 from Pierre Elliott Trudeau Intl. to Newark Liberty Intl. Airport, returning Wed, Aug 12, priced at CA $373 just found
Sat, Aug 29 - Tue, Sep 1
YUL
Pierre Elliott Trudeau Intl.
EWR
Newark Liberty Intl. Airport
CA $384 Roundtrip, just found
CA $384
Roundtrip
just found
Select Porter Airlines flight, departing Sat, Aug 29 from Pierre Elliott Trudeau Intl. to Newark Liberty Intl. Airport, returning Tue, Sep 1, priced at CA $384 just found
Tue, Aug 25 - Fri, Aug 28
YUL
Pierre Elliott Trudeau Intl.
EWR
Newark Liberty Intl. Airport
CA $388 Roundtrip, just found
CA $388
Roundtrip
just found
Select Air Canada flight, departing Tue, Aug 25 from Pierre Elliott Trudeau Intl. to Newark Liberty Intl. Airport, returning Fri, Aug 28, priced at CA $388 just found
Sat, Aug 29 - Tue, Sep 1
YUL
Pierre Elliott Trudeau Intl.
EWR
Newark Liberty Intl. Airport
CA $389 Roundtrip, just found
CA $389
Roundtrip
just found
Select Porter Airlines flight, departing Sat, Aug 29 from Pierre Elliott Trudeau Intl. to Newark Liberty Intl. Airport, returning Tue, Sep 1, priced at CA $389 just found
Wed, Sep 2 - Sat, Sep 12
YUL
Pierre Elliott Trudeau Intl.
LGA
LaGuardia
CA $395 Roundtrip, found 2 days ago
CA $395
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Sep 2 from Pierre Elliott Trudeau Intl. to LaGuardia, returning Sat, Sep 12, priced at CA $395 found 2 days ago
Sat, Sep 5 - Sat, Sep 12
YUL
Pierre Elliott Trudeau Intl.
JFK
John F. Kennedy Intl.
CA $400 Roundtrip, found 5 days ago
CA $400
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Sep 5 from Pierre Elliott Trudeau Intl. to John F. Kennedy Intl., returning Sat, Sep 12, priced at CA $400 found 5 days ago
Wed, Sep 2 - Sat, Sep 12
YUL
Pierre Elliott Trudeau Intl.
LGA
LaGuardia
CA $403 Roundtrip, found 2 days ago
CA $403
Roundtrip
found 2 days ago
Select United flight, departing Wed, Sep 2 from Pierre Elliott Trudeau Intl. to LaGuardia, returning Sat, Sep 12, priced at CA $403 found 2 days ago
OriginDestinationTravel datesFlights from*
MCOWest HarrisonAugust 13 to August 31CA $188
MCONewarkSeptember 11 to September 14CA $252
MCONew YorkSeptember 8 to September 11CA $252
PBINew YorkSeptember 17 to September 20CA $266
PBINewarkSeptember 29 to October 3CA $280
PBINew YorkJuly 24 to July 31CA $280
MCONew YorkAugust 11 to August 19CA $286
ATLNew YorkAugust 6 to August 10CA $309
ATLNew YorkAugust 19 to August 29CA $309
MCORonkonkomaAugust 22 to September 30CA $320
PBIWest HarrisonJuly 28 to August 1CA $344
PBIRonkonkomaJuly 24 to July 30CA $395
CLTNewarkJuly 26 to August 2CA $485
FLLRonkonkomaAugust 1 to August 2CA $519
ATLRonkonkomaAugust 1 to August 8CA $792
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
FLLNew YorkJuly 11 to August 1CA $525
ORDNew YorkJuly 12 to July 15CA $547
MCONew YorkJuly 11 to July 25CA $552
MCONew YorkJuly 11 to July 25CA $554
FLLNew YorkJuly 12 to July 30CA $598
ATLNewarkJuly 11 to July 20CA $729
FLLNewarkJuly 12 to July 19CA $746
PBINewarkJuly 11 to July 13CA $763
TPANew YorkJuly 11 to July 12CA $770
MCONewarkJuly 11 to July 25CA $860
JAXNew YorkJuly 12 to July 14CA $894
ATLNew YorkJuly 11 to July 12CA $982
CLTNew YorkJuly 11 to July 21CA $1,043
ATLNew YorkJuly 11 to July 13CA $1,135
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Hotel St. James
3.0-star property

Hotel St. James

Aug 19 - Aug 25

6 night stay

Detroit (DTW) to New York (JFK)

American Airlines • Roundtrip • Coach
Price was CA $1,804, price is now CA $1,058 per person
CA $1,058
per person
found 1 day ago
Night Hotel Broadway
3.0-star property

Night Hotel Broadway

Sep 18 - Sep 25

7 night stay

Toronto (YTO) to New York (JFK)

Porter Airlines • Roundtrip • Coach
Price was CA $3,721, price is now CA $1,910 per person
CA $1,910
per person
found 12 hours ago
The Wall Street Inn
3.0-star property

The Wall Street Inn

Sep 18 - Sep 25

7 night stay

Toronto (YTO) to New York (JFK)

Porter Airlines • Roundtrip • Coach
Price was CA $4,196, price is now CA $2,475 per person
CA $2,475
per person
found 12 hours ago
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Travelers ❤️ These Westchester County 🏨

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 Lyndhurst Mansion and Westchester County Center are located nearby.
8/10 Very good! (1,543 reviews)
"Avoid at all costs! Price was great, but now I know why. Not sure if maintenance has EVER been done at this property and the room MIGHT have been cleaned at some point in the last few months."

Reviewed on Jul 9, 2026

Opens in a new windowHampton Inn White Plains/Tarrytown
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! (1,325 reviews)
"I enjoyed my stay down to the pool but is far from the main museums"

Reviewed on Jul 9, 2026

Opens in a new windowSonesta White Plains Downtown
Westchester Marriott

Westchester Marriott

4.5 out of 5
670 White Plains Rd Tarrytown NY
Book a stay at this spa hotel in Tarrytown. Enjoy free parking, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westchester County Center and Westchester Skating Academy are located nearby.
8.8/10 Excellent! (570 reviews)
"Staff was very accommodating, friendly and professional. It was as a pleasure to stay there."

Reviewed on Jul 6, 2026

Opens in a new windowWestchester Marriott
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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! (1,159 reviews)
"Great grounds, good restaurant and bar, it was movie night outside on the grounds so fun and cozy"

Reviewed on Jul 9, 2026

Opens in a new windowTarrytown House Estate
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 $188. 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, August 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 $188 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 $188 and CA $1,135. 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.