C$ 223+ 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 15/1. Fares are subject to change and may not be available on all flights or dates of travel.
— HPN
29 Jan — 5 Feb1
1 adult
1 adult, Economy, 0 bags

Flights to Westchester County in 2025

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 30 December 2025.

Sun 28/125:19 p.m.YYZ - HPN
1 stop17h 15mAmerican Airlines
Fri 2/16:30 a.m.HPN - YYZ
1 stop10h 09mAmerican Airlines
Deal found 28/12C$ 665
Wed 31/126:10 a.m.YYZ - HPN
1 stop15h 59mWestJet
Mon 5/15:12 p.m.HPN - YYZ
1 stop23h 04mWestJet
Deal found 30/12C$ 675
Sun 28/125:19 p.m.YYZ - HPN
1 stop17h 15mAmerican Airlines
Sun 4/111:04 a.m.HPN - YYZ
1 stop5h 35mAmerican Airlines
Deal found 28/12C$ 712
Wed 31/126:10 a.m.YYZ - HPN
1 stop5h 50mWestJet
Sun 4/15:16 p.m.HPN - YYZ
1 stop15h 48mWestJet
Deal found 30/12C$ 731
Mon 29/1212:09 p.m.YYZ - HPN
1 stop3h 40mWestJet
Sun 4/15:16 p.m.HPN - YYZ
1 stop15h 48mWestJet
Deal found 28/12C$ 732
Mon 29/126:05 a.m.YYZ - HPN
1 stop5h 54mWestJet
Sat 3/15:16 p.m.HPN - YYZ
1 stop15h 42mWestJet
Deal found 28/12C$ 813
Tue 30/126:10 a.m.YYZ - HPN
1 stop5h 50mWestJet
Sat 3/15:16 p.m.HPN - YYZ
1 stop18h 03mWestJet
Deal found 28/12C$ 908
Sun 28/125:19 p.m.YYZ - HPN
1 stop17h 15mAmerican Airlines
Sat 3/111:04 a.m.HPN - YYZ
1 stop5h 35mAmerican Airlines
Deal found 28/12C$ 943
Mon 29/126:05 a.m.YYZ - HPN
2 stops16h 04mDelta
Sun 4/15:16 p.m.HPN - YYZ
2 stops17h 52mDelta
Deal found 28/12C$ 965
Wed 31/126:10 a.m.YYZ - HPN
1 stop5h 50mMultiple Airlines
Mon 5/112:10 p.m.HPN - YYZ
2 stops11h 55mMultiple Airlines
Deal found 30/12C$ 1,099
Tue 30/126:00 a.m.YYZ - HPN
2 stops16h 44mAmerican Airlines
Fri 2/15:16 p.m.HPN - YYZ
1 stop18h 35mAmerican Airlines
Deal found 28/12C$ 1,154

Find flight deals to Westchester County

Find the latest flights to Westchester County in 2025, 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 30 December 2025.

Round-trip from

C$ 272

One-way from

C$ 223

Popular in

December

Cheapest in

May

Average price

C$ 374
Air Transat
  • Air Transat
  • 3/4-5/4
  • Nonstop
  • 3h 20m total
  • Toronto to New York
Search Deals
American Airlines
  • American Airlines
  • 15/1
  • 1 total stop
  • 16h 14m total
  • Toronto to Westchester County
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (C$ 31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 30 December 2025.
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

Fri 13/2

5:22 p.m.-10:58 a.m.

1 stop17h 36m

White Plains Westchester County

Fri 20/2

6:30 a.m.-11:51 a.m.

1 stop5h 21m

C$ 367

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Thu 29/1

6:00 a.m.-2:26 p.m.

2 stops8h 26m

White Plains Westchester County

Mon 2/2

12:59 p.m.-10:42 p.m.

2 stops9h 43m

C$ 375

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Thu 5/2

12:25 p.m.-10:00 p.m.

1 stop9h 35m

White Plains Westchester County

Thu 12/2

12:36 p.m.-11:57 p.m.

2 stops11h 21m

C$ 375

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Thu 5/2

7:45 a.m.-10:00 p.m.

2 stops14h 15m

White Plains Westchester County

Fri 13/2

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

2 stops13h 09m

C$ 445

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Thu 5/2

6:10 a.m.-2:25 p.m.

1 stop8h 15m

White Plains Westchester County

Sun 15/2

12:36 p.m.-7:09 p.m.

1 stop6h 33m

C$ 445

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Thu 15/1

5:15 p.m.-9:29 a.m.

1 stop16h 14m

C$ 223

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Mon 19/1

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

1 stop8h 04m

C$ 226

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Tue 20/1

10:05 a.m.-3:49 p.m.

1 stop5h 44m

C$ 226

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sun 18/1

12:21 p.m.-10:00 p.m.

1 stop9h 39m

C$ 226

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Thu 15/1

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

2 stops9h 19m

C$ 227

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/12

Showing 1-10 of 15 results
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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 50 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$ 437

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, Montreal offers the quickest one-way flight (5 hours 43 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. Wonderful Vacation Home 30 minutes from NYC is the closest property to White Plains Westchester County (1.6 km away from White Plains Westchester County).

See more FAQs

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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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