C$ 255+ 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
— HPN
4 Dec — 11 Dec1
1 adult
1 adult, Economy, 0 bags

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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 4 November 2025.

Tue 25/116:10 p.m.YYZ - HPN
1 stop27h 59mWestJet
Tue 2/1212:55 p.m.HPN - YYZ
1 stop4h 20mWestJet
Deal found 2/11C$ 578
Tue 2/129:52 a.m.YYZ - HPN
1 stop5h 57mWestJet
Wed 3/125:17 p.m.HPN - YYZ
1 stop5h 54mWestJet
Deal found 2/11C$ 602
Mon 17/116:05 a.m.YYZ - HPN
1 stop5h 54mWestJet
Thu 20/115:14 p.m.HPN - YYZ
1 stop15h 43mWestJet
Deal found 3/11C$ 611
Fri 19/123:38 p.m.YYZ - HPN
1 stop24h 11mWestJet
Fri 26/125:16 p.m.HPN - YYZ
1 stop5h 34mWestJet
Deal found 4/11C$ 649
Tue 4/116:15 a.m.YYZ - HPN
1 stop5h 45mDelta
Wed 5/115:20 p.m.HPN - YYZ
1 stop5h 35mDelta
Deal found 3/11C$ 668
Sun 16/116:10 p.m.YYZ - HPN
1 stop27h 59mWestJet
Sun 23/115:14 p.m.HPN - YYZ
1 stop15h 43mWestJet
Deal found 3/11C$ 672
Thu 18/126:12 p.m.YYZ - HPN
1 stop17h 48mWestJet
Sun 21/1212:45 p.m.HPN - YYZ
1 stop28h 27mWestJet
Deal found 3/11C$ 674
Tue 11/117:40 a.m.YYZ - HPN
1 stop14h 29mWestJet
Sat 15/1112:55 p.m.HPN - YYZ
1 stop20h 02mWestJet
Deal found 2/11C$ 675
Wed 12/1112:08 p.m.YYZ - HPN
1 stop3h 41mWestJet
Sun 16/1112:55 p.m.HPN - YYZ
1 stop22h 29mWestJet
Deal found 3/11C$ 691
Fri 26/1212:09 p.m.YYZ - HPN
1 stop3h 40mWestJet
Mon 29/125:16 p.m.HPN - YYZ
1 stop5h 34mWestJet
Deal found 3/11C$ 709

Flights to Westchester County in 2025

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 4 November 2025.

Round-trip from

C$ 264

One-way from

C$ 254

Popular in

December

Cheapest in

May

Average price

C$ 334
Air Canada
  • Air Canada
  • 4/12-8/12
  • Nonstop
  • 3h 28m total
  • Toronto to New York
Search Deals
American Airlines
  • American Airlines
  • 13/12
  • 1 total stop
  • 17h 36m total
  • Toronto to Westchester County
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 15 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 November 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 4 November 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

Sat 28/2

6:10 a.m.-12:08 p.m.

1 stop5h 58m

White Plains Westchester County

Mon 2/3

4:29 p.m.-11:59 p.m.

1 stop7h 30m

C$ 470

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Tue 25/11

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

1 stop27h 59m

White Plains Westchester County

Tue 2/12

12:55 p.m.-5:15 p.m.

1 stop4h 20m

C$ 578

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Tue 2/12

9:52 a.m.-3:49 p.m.

1 stop5h 57m

White Plains Westchester County

Wed 3/12

5:17 p.m.-11:11 p.m.

1 stop5h 54m

C$ 602

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Wed 7/1

12:10 p.m.-3:49 p.m.

1 stop3h 39m

White Plains Westchester County

Fri 23/1

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

1 stop5h 30m

C$ 602

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Mon 17/11

6:05 a.m.-11:59 a.m.

1 stop5h 54m

White Plains Westchester County

Thu 20/11

5:14 p.m.-8:57 a.m.

1 stop15h 43m

C$ 611

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Tue 17/2

6:15 a.m.-11:53 a.m.

1 stop5h 38m

White Plains Westchester County

Sat 21/2

12:33 p.m.-7:08 p.m.

1 stop6h 35m

C$ 613

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Fri 19/12

3:38 p.m.-3:49 p.m.

1 stop24h 11m

White Plains Westchester County

Fri 26/12

5:16 p.m.-10:50 p.m.

1 stop5h 34m

C$ 649

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Mon 5/1

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

2 stops12h 00m

C$ 255

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Tue 30/12

12:14 p.m.-10:09 p.m.

1 stop9h 55m

C$ 288

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Thu 1/1

12:14 p.m.-10:09 p.m.

1 stop9h 55m

C$ 288

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/11

Showing 1-10 of 16 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 3 hours 36 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$ 448

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 (3 hours 36 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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