C$ 254+ 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 30/5. Fares are subject to change and may not be available on all flights or dates of travel.
— HPN
18 May — 25 May1
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 18 April 2026.

Thu 14/51:34 p.m.
YYZ
-
HPN
1 stop8h 46m
Delta
Sat 16/56:00 a.m.
HPN
-
YYZ
2 stops16h 59m
Delta
Deal found 14/4C$ 428
Mon 11/59:49 a.m.
YYZ
-
HPN
1 stop6h 00m
Delta
Sat 16/55:15 p.m.
HPN
-
YYZ
1 stop5h 44m
Delta
Deal found 14/4C$ 461
Thu 14/51:34 p.m.
YYZ
-
HPN
1 stop8h 46m
Delta
Wed 20/512:30 p.m.
HPN
-
YYZ
2 stops11h 28m
Delta
Deal found 14/4C$ 493
Fri 15/57:45 a.m.
YYZ
-
HPN
1 stop10h 15m
WestJet
Wed 20/55:15 p.m.
HPN
-
YYZ
1 stop15h 44m
WestJet
Deal found 14/4C$ 497
Sat 23/512:09 p.m.
YYZ
-
HPN
1 stop3h 40m
WestJet
Tue 26/512:31 p.m.
HPN
-
YYZ
1 stop26h 43m
WestJet
Deal found 15/4C$ 498
Fri 12/66:34 p.m.
YYZ
-
HPN
1 stop27h 51m
WestJet
Mon 15/65:10 p.m.
HPN
-
YYZ
1 stop15h 45m
WestJet
Deal found 16/4C$ 499
Thu 23/411:10 a.m.
YYZ
-
HPN
1 stop9h 17m
American Airlines
Sun 26/46:30 a.m.
HPN
-
YYZ
1 stop5h 24m
American Airlines
Deal found 14/4C$ 503
Fri 24/45:25 p.m.
YYZ
-
HPN
1 stop17h 05m
American Airlines
Sun 26/46:30 a.m.
HPN
-
YYZ
1 stop5h 24m
American Airlines
Deal found 17/4C$ 506
Sat 16/56:12 p.m.
YYZ
-
HPN
1 stop17h 38m
WestJet
Tue 19/512:30 p.m.
HPN
-
YYZ
1 stop20h 29m
WestJet
Deal found 14/4C$ 509
Wed 22/411:30 a.m.
YYZ
-
HPN
1 stop10h 33m
Delta
Sun 26/46:00 a.m.
HPN
-
YYZ
2 stops11h 21m
Delta
Deal found 14/4C$ 517

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 18 April 2026.

Round-trip from

C$ 256

One-way from

C$ 254

Popular in

December

Cheapest in

July

Average price

C$ 324
Air Canada
  • Air Canada
  • 28/5-4/6
  • Nonstop
  • 3h 12m total
  • Toronto to New York
Search Deals
Delta
  • Delta
  • 30/5
  • 2 total stops
  • 9h 19m total
  • Toronto to Westchester County
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 18 April 2026.
Use the filters below to find and compare flights to Westchester County that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Wed 10/6

6:15 a.m.-12:09 p.m.

1 stop5h 54m

White Plains Westchester County

Thu 11/6

12:54 p.m.-9:59 p.m.

1 stop9h 05m

C$ 428

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Fri 12/6

6:34 p.m.-10:25 p.m.

1 stop27h 51m

White Plains Westchester County

Mon 15/6

5:10 p.m.-8:55 a.m.

1 stop15h 45m

C$ 499

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sat 16/5

7:45 a.m.-10:20 p.m.

1 stop14h 35m

White Plains Westchester County

Tue 19/5

12:30 p.m.-8:59 a.m.

1 stop20h 29m

C$ 540

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Mon 12/10

7:45 a.m.-9:36 p.m.

1 stop13h 51m

White Plains Westchester County

Fri 16/10

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

1 stop20h 15m

C$ 571

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Thu 28/5

2:20 p.m.-3:49 p.m.

1 stop25h 29m

White Plains Westchester County

Thu 4/6

10:29 a.m.-5:15 p.m.

1 stop6h 46m

C$ 606

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sat 16/5

7:45 a.m.-6:00 p.m.

1 stop10h 15m

White Plains Westchester County

Tue 19/5

6:00 a.m.-5:21 p.m.

2 stops11h 21m

C$ 607

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sun 6/9

11:30 a.m.-9:42 p.m.

1 stop10h 12m

White Plains Westchester County

Tue 15/9

6:00 a.m.-5:23 p.m.

2 stops11h 23m

C$ 629

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Tue 8/9

6:15 a.m.-12:13 p.m.

1 stop5h 58m

White Plains Westchester County

Tue 15/9

6:00 a.m.-5:23 p.m.

2 stops11h 23m

C$ 629

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Mon 7/9

7:45 a.m.-6:13 p.m.

1 stop10h 28m

White Plains Westchester County

Tue 15/9

6:00 a.m.-5:23 p.m.

2 stops11h 23m

C$ 629
Cheapest one-way

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sat 30/5

6:30 a.m.-3:49 p.m.

2 stops9h 19m

C$ 254

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/4

Showing 1-10 of 17 resultsSorted by cheapest first
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 5 hours 41 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$ 458

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 (5 hours 41 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

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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!

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