C$ 216+ 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 2/2. Fares are subject to change and may not be available on all flights or dates of travel.
— HPN
18 Jan — 25 Jan1
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 19 December 2025.

Fri 19/125:19 p.m.YYZ - HPN
1 stop17h 15mAmerican Airlines
Mon 29/126:30 a.m.HPN - YYZ
1 stop10h 09mAmerican Airlines
Deal found 18/12C$ 661
Wed 31/1212:09 p.m.YYZ - HPN
1 stop23h 50mWestJet
Sat 3/112:45 p.m.HPN - YYZ
1 stop11h 14mWestJet
Deal found 18/12C$ 740
Sun 21/1212:09 p.m.YYZ - HPN
1 stop3h 40mWestJet
Thu 25/1212:45 p.m.HPN - YYZ
1 stop11h 14mWestJet
Deal found 18/12C$ 741
Wed 24/1212:09 p.m.YYZ - HPN
1 stop23h 50mWestJet
Mon 29/125:16 p.m.HPN - YYZ
1 stop18h 03mWestJet
Deal found 17/12C$ 840
Sun 21/126:00 a.m.YYZ - HPN
1 stop10h 36mDelta
Thu 25/1212:45 p.m.HPN - YYZ
2 stops10h 05mDelta
Deal found 18/12C$ 874
Sat 20/126:10 a.m.YYZ - HPN
1 stop5h 50mWestJet
Wed 24/1212:45 p.m.HPN - YYZ
1 stop11h 14mWestJet
Deal found 18/12C$ 922
Sun 21/126:00 a.m.YYZ - HPN
1 stop10h 36mDelta
Wed 24/1212:45 p.m.HPN - YYZ
2 stops10h 05mDelta
Deal found 18/12C$ 969
Fri 19/126:05 p.m.YYZ - HPN
1 stop21h 44mWestJet
Mon 22/125:16 p.m.HPN - YYZ
1 stop5h 34mWestJet
Deal found 18/12C$ 1,009
Sat 20/126:00 a.m.YYZ - HPN
1 stop10h 36mDelta
Thu 25/1212:45 p.m.HPN - YYZ
2 stops10h 05mDelta
Deal found 18/12C$ 1,020
Sat 20/1210:56 a.m.YYZ - HPN
1 stop3h 34mAmerican Airlines
Tue 23/127:00 a.m.HPN - YYZ
1 stop29h 25mAmerican Airlines
Deal found 18/12C$ 1,094
Sat 20/126:00 a.m.YYZ - HPN
1 stop10h 36mDelta
Wed 24/1212:45 p.m.HPN - YYZ
2 stops10h 05mDelta
Deal found 18/12C$ 1,115

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 19 December 2025.

Round-trip from

C$ 278

One-way from

C$ 216

Popular in

December

Cheapest in

May

Average price

C$ 373
Air Canada
  • Air Canada
  • 7/1-9/1
  • 1 total stop
  • 6h 40m total
  • Toronto to New York
Search Deals
2/2
  • 2/2
  • 2 total stops
  • 28h 18m 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 19 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

Sun 1/2

6:00 a.m.-11:58 a.m.

1 stop5h 58m

White Plains Westchester County

Wed 4/2

5:12 p.m.-10:42 p.m.

1 stop5h 30m

C$ 386

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Thu 8/1

6:00 a.m.-11:56 a.m.

1 stop5h 56m

White Plains Westchester County

Mon 12/1

12:36 p.m.-11:58 p.m.

2 stops11h 22m

C$ 386

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Fri 22/5

6:08 p.m.-11:44 a.m.

1 stop17h 36m

White Plains Westchester County

Tue 26/5

12:45 p.m.-5:23 p.m.

1 stop4h 38m

C$ 599

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Thu 8/1

6:10 a.m.-12:06 p.m.

1 stop5h 56m

White Plains Westchester County

Mon 12/1

12:36 p.m.-10:41 p.m.

1 stop10h 05m

C$ 599

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Thu 1/1

12:09 p.m.-11:59 a.m.

1 stop23h 50m

White Plains Westchester County

Sun 4/1

12:45 p.m.-11:08 a.m.

1 stop22h 23m

C$ 683

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Wed 31/12

6:10 a.m.-10:09 p.m.

1 stop15h 59m

White Plains Westchester County

Sat 3/1

12:45 p.m.-11:59 p.m.

1 stop11h 14m

C$ 740

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Mon 2/2

7:10 a.m.-11:28 a.m.

2 stops28h 18m

C$ 216

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sun 15/2

12:30 p.m.-8:15 p.m.

1 stop7h 45m

C$ 229

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Mon 2/2

6:00 a.m.-11:58 a.m.

1 stop5h 58m

C$ 231

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Tue 10/2

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

1 stop5h 44m

C$ 231

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/12

Showing 1-10 of 14 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 56 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$ 440

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 56 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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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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