C$ 242+ Cheap flights to Westchester County

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/2. Fares are subject to change and may not be available on all flights or dates of travel.
— HPN
28 Feb — 7 Mar1
1 adult
1 adult, Economy, 0 bags

Flights to Westchester County in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Westchester County
Explore the most affordable flight options available to Westchester County. Find the lowest fares based on data from user searches, with prices last updated on 29 January 2026.

Thu 26/26:10 a.m.
YYZ
-
HPN
1 stop5h 46m
Delta
Mon 2/35:12 p.m.
HPN
-
YYZ
1 stop5h 28m
Delta
Deal found 28/1C$ 407
Sat 14/26:30 a.m.
YYZ
-
HPN
1 stop10h 02m
Delta
Tue 17/23:15 p.m.
HPN
-
YYZ
1 stop7h 56m
Delta
Deal found 28/1C$ 425
Fri 13/27:45 a.m.
YYZ
-
HPN
1 stop8h 04m
Delta
Tue 17/23:15 p.m.
HPN
-
YYZ
1 stop7h 56m
Delta
Deal found 28/1C$ 462
Sat 14/25:22 p.m.
YYZ
-
HPN
1 stop17h 36m
American Airlines
Tue 17/211:28 a.m.
HPN
-
YYZ
1 stop5h 13m
American Airlines
Deal found 27/1C$ 481
Mon 25/56:08 p.m.
YYZ
-
HPN
1 stop22h 25m
WestJet
Fri 29/55:10 p.m.
HPN
-
YYZ
1 stop20h 15m
WestJet
Deal found 28/1C$ 497
Fri 6/26:10 a.m.
YYZ
-
HPN
2 stops9h 39m
Delta
Sun 8/212:38 p.m.
HPN
-
YYZ
2 stops11h 20m
Delta
Deal found 28/1C$ 596
Fri 13/27:45 a.m.
YYZ
-
HPN
1 stop8h 04m
Delta
Mon 16/25:12 p.m.
HPN
-
YYZ
1 stop5h 28m
Delta
Deal found 28/1C$ 607
Fri 13/210:59 a.m.
YYZ
-
HPN
1 stop9h 09m
American Airlines
Mon 16/211:28 a.m.
HPN
-
YYZ
1 stop5h 13m
American Airlines
Deal found 28/1C$ 635
Thu 5/210:05 a.m.
YYZ
-
HPN
1 stop5h 44m
WestJet
Sun 15/212:36 p.m.
HPN
-
YYZ
1 stop10h 04m
WestJet
Deal found 27/1C$ 665

Find flight deals to Westchester County

Find the latest flights to Westchester County in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 29 January 2026.

Round-trip from

C$ 235

One-way from

C$ 242

Popular in

December

Cheapest in

May

Average price

C$ 310
Air Canada
  • Air Canada
  • 16/3-17/3
  • 1 total stop
  • 7h 14m total
  • Toronto to New York
Search Deals
Delta
  • Delta
  • 11/2
  • 1 total stop
  • 10h 02m total
  • Toronto to Westchester County
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Locate flights to Westchester County that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 29 January 2026.
Use the filters below to find and compare flights to Westchester County that are best for you.

Fly from

Toronto

Route

Depart

Return

Price

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Thu 26/2

6:10 a.m.-11:56 a.m.

1 stop5h 46m

White Plains Westchester County

Mon 2/3

5:12 p.m.-10:40 p.m.

1 stop5h 28m

C$ 407

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Fri 13/2

7:45 a.m.-3:49 p.m.

1 stop8h 04m

White Plains Westchester County

Tue 17/2

3:15 p.m.-11:11 p.m.

1 stop7h 56m

C$ 462

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sat 14/2

5:22 p.m.-2:30 p.m.

1 stop21h 08m

White Plains Westchester County

Mon 16/2

3:00 p.m.-11:51 a.m.

1 stop20h 51m

C$ 481

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Mon 25/5

6:08 p.m.-4:33 p.m.

1 stop22h 25m

White Plains Westchester County

Fri 29/5

5:10 p.m.-1:25 p.m.

1 stop20h 15m

C$ 497

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sat 14/2

6:30 a.m.-4:32 p.m.

1 stop10h 02m

White Plains Westchester County

Tue 17/2

12:36 p.m.-10:54 p.m.

2 stops10h 18m

C$ 531

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Fri 13/2

7:45 a.m.-3:49 p.m.

1 stop8h 04m

White Plains Westchester County

Mon 16/2

5:12 p.m.-10:40 p.m.

1 stop5h 28m

C$ 607

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Fri 13/2

10:59 a.m.-8:08 p.m.

1 stop9h 09m

White Plains Westchester County

Mon 16/2

11:28 a.m.-4:41 p.m.

1 stop5h 13m

C$ 635

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sat 14/3

5:22 p.m.-10:59 a.m.

1 stop17h 37m

White Plains Westchester County

Sat 21/3

6:00 a.m.-11:50 a.m.

1 stop5h 50m

C$ 721

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sat 14/2

6:30 a.m.-4:32 p.m.

1 stop10h 02m

White Plains Westchester County

Mon 16/2

6:00 a.m.-7:09 p.m.

2 stops13h 09m

C$ 724

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sun 15/3

12:15 p.m.-3:49 p.m.

1 stop3h 34m

White Plains Westchester County

Sun 22/3

12:48 p.m.-11:06 a.m.

1 stop22h 18m

C$ 736

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/1

Showing 1-10 of 19 results
1
2

Best time to book a flight to Westchester County

Have a flexible travel schedule? Discover the best time to fly to Westchester County with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight to Westchester County

How long is the flight to Westchester County?

On average, a flight from Toronto to Westchester County takes 4 hours 11 minutes. Flights to Westchester County from other popular cities in Canada will vary in length. Below are a few examples of popular routes and their flight times.

What are the most popular airlines that fly to Westchester County?

The most popular airline flying from Toronto to Westchester County is WestJet.

WestJet
WestJet
From C$ 434

What are the cheapest airlines that fly to Westchester County?

The cheapest airline flying from Toronto to Westchester County is WestJet.

FAQs about flying to Westchester County

  • Can I find cheaper flights to Westchester County if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Westchester County on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Westchester County?

    Based on reviews from Cheapflights users, WestJet is rated the highest out of the airlines that fly to Westchester County.

  • Where does the fastest flight to Westchester County depart from?

    For those looking to save time traveling to Westchester County, Toronto offers the quickest one-way flight (4 hours 11 minutes).

  • Does White Plains Westchester County have rental cars?

    Yes. Those touching down at White Plains Westchester County can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to White Plains Westchester County?

    Yes. White Plains Westchester County has hotels nearby for those requiring accommodations. Spectacular Mansion with pool/spa - close to NYC is the closest property to White Plains Westchester County (0.0 km away from White Plains Westchester County).

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Search flights to Westchester County by cabin class

Find flights to Westchester County, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Premium Economy Class
Economy Class

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights to Westchester County?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights to Westchester County. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets to Westchester County?

Cheapflights simply makes it quick and affordable to book flights to Westchester County by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights to Westchester County with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights to Westchester County, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights to Westchester County become cheaper?

Yes, and it’s super simple to set up Price Alerts. Click the bell icon next to the flight deals above and provide your email address. That’s it!

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.