Flights To Westchester County - Cheap Flights Starting at CA $72

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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, Jan 7 - Sun, Jan 10
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $145 Roundtrip, found 21 hours ago
CA $145
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Thu, Jan 7 from Raleigh - Durham Intl. to Westchester County, returning Sun, Jan 10, priced at CA $145 found 21 hours ago
Sat, Oct 31 - Sat, Nov 7
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
CA $187 Roundtrip, found 3 days ago
CA $187
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Oct 31 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, Nov 7, priced at CA $187 found 3 days ago
Tue, Nov 3 - Wed, Nov 4
MCO
Orlando Intl.
ISP
MacArthur
CA $206 Roundtrip, found 2 days ago
CA $206
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Nov 3 from Orlando Intl. to MacArthur, returning Wed, Nov 4, priced at CA $206 found 2 days ago
Mon, Nov 2 - Mon, Nov 16
RDU
Raleigh - Durham Intl.
ISP
MacArthur
CA $217 Roundtrip, found 3 days ago
CA $217
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Nov 2 from Raleigh - Durham Intl. to MacArthur, returning Mon, Nov 16, priced at CA $217 found 3 days ago
Thu, Dec 3 - Mon, Dec 7
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $220 Roundtrip, found 2 days ago
CA $220
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Stewart Intl., returning Mon, Dec 7, priced at CA $220 found 2 days ago
Thu, Nov 5 - Mon, Nov 9
MCO
Orlando Intl.
HPN
Westchester County
CA $253 Roundtrip, found 3 days ago
CA $253
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Nov 5 from Orlando Intl. to Westchester County, returning Mon, Nov 9, priced at CA $253 found 3 days ago
Sat, Jan 16 - Sat, Jan 23
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
CA $280 Roundtrip, found 1 day ago
CA $280
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jan 16 from Orlando Intl. to Newark Liberty Intl. Airport, returning Sat, Jan 23, priced at CA $280 found 1 day ago
Wed, Oct 28 - Thu, Oct 29
MCO
Orlando Intl.
LGA
LaGuardia
CA $283 Roundtrip, found 1 day ago
CA $283
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Oct 28 from Orlando Intl. to LaGuardia, returning Thu, Oct 29, priced at CA $283 found 1 day ago
Tue, Nov 10 - Tue, Nov 10
YYZ
Pearson Intl.
EWR
Newark Liberty Intl. Airport
CA $349 Roundtrip, found 1 day ago
CA $349
Roundtrip
found 1 day 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 1 day ago
Thu, Nov 19 - Wed, Nov 25
YYZ
Pearson Intl.
LGA
LaGuardia
CA $378 Roundtrip, just found
CA $378
Roundtrip
just found
Select Air Transat flight, departing Thu, Nov 19 from Pearson Intl. to LaGuardia, returning Wed, Nov 25, priced at CA $378 just found
Wed, Nov 18 - Mon, Nov 23
YYZ
Pearson Intl.
JFK
John F. Kennedy Intl.
CA $378 Roundtrip, just found
CA $378
Roundtrip
just found
Select Delta flight, departing Wed, Nov 18 from Pearson Intl. to John F. Kennedy Intl., returning Mon, Nov 23, priced at CA $378 just found
OriginDestinationTravel datesFlights from*
MCORonkonkomaNovember 3 to November 4CA $206
MCONewburghDecember 3 to December 7CA $220
TPANewburghNovember 7 to November 14CA $241
ATLNew YorkNovember 14 to November 14CA $255
ATLNew YorkNovember 7 to November 9CA $268
MCOWest HarrisonNovember 6 to November 9CA $271
DJTNew YorkNovember 3 to November 17CA $283
MCONew YorkOctober 28 to October 29CA $283
MCONew YorkNovember 11 to November 15CA $284
DJTNew YorkOctober 23 to October 27CA $326
DJTRonkonkomaNovember 1 to November 14CA $390
TPAWest HarrisonNovember 6 to November 9CA $398
FLLRonkonkomaOctober 27 to November 9CA $424
CLTRonkonkomaNovember 13 to November 15CA $1,117
ATLRonkonkomaNovember 27 to November 30CA $1,325
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCONewburghOctober 18 to October 19CA $358
ATLNew YorkOctober 17 to October 21CA $360
MCONewarkOctober 16 to October 25CA $428
DJTNew YorkOctober 17 to October 24CA $472
DJTNewarkOctober 17 to October 24CA $500
MCOWest HarrisonOctober 16 to October 23CA $523
ATLNewarkOctober 16 to October 18CA $551
MCONew YorkOctober 17 to October 22CA $562
DJTNew YorkOctober 17 to October 31CA $593
MCONew YorkOctober 16 to October 25CA $637
ATLNew YorkOctober 17 to October 20CA $784
FLLRonkonkomaOctober 17 to October 18CA $797
TPAWest HarrisonOctober 17 to October 18CA $808
MCORonkonkomaOctober 18 to October 22CA $1,072
ATLRonkonkomaOctober 16 to October 17CA $1,212
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Arthouse Hotel New York City
4.0-star property

Arthouse Hotel New York City

Nov 12 - Nov 15

3 night stay

Montreal (YUL) to New York (JFK)

Air Canada • Roundtrip • Coach
Save 100% on your flight
Price was CA $2,064, price is now CA $1,310 per person
CA $1,310
per person
found 1 day ago
Lotte New York Palace
4.5-star property

Lotte New York Palace

Dec 7 - Dec 10

3 night stay

Halifax (YHZ) to New York (JFK)

Air Canada • Non-stop roundtrip • Coach
Save 100% on your flight
Price was CA $4,703, price is now CA $2,607 per person
CA $2,607
per person
found 1 day ago
1 Hotel Central Park
5.0-star property

1 Hotel Central Park

Dec 11 - Dec 18

7 night stay

Halifax (YHZ) to New York (JFK)

Air Canada • Non-stop roundtrip • Coach
Save 100% on your flight
Price was CA $8,943, price is now CA $5,542 per person
CA $5,542
per person
found 18 hours ago
Don't see what you're looking for?
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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.
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.
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! (1,004 reviews)
"It was clean and conveniently located. There were stairs in the middle of the walkway that didn’t allow us to bring the cart to the room, which was annoying. Definitely ask about that if you have a lot of stuff."

Reviewed on Oct 8, 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.
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 $145. 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, January 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 $145 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 $145 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.