C$ 256+ 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 13/12. Fares are subject to change and may not be available on all flights or dates of travel.
— HPN
29 Nov — 6 Dec1
1 adult
1 adult, Economy, 0 bags

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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 October 2025.

Thu 4/126:10 a.m.YYZ - HPN
1 stop5h 50mDelta
Fri 5/124:29 p.m.HPN - YYZ
1 stop7h 30mDelta
Deal found 29/10C$ 469
Sat 13/125:16 p.m.YYZ - HPN
1 stop17h 36mAmerican Airlines
Sat 20/126:30 a.m.HPN - YYZ
1 stop5h 15mAmerican Airlines
Deal found 29/10C$ 584
Thu 4/126:10 a.m.YYZ - HPN
1 stop5h 50mWestJet
Mon 8/125:17 p.m.HPN - YYZ
1 stop5h 54mWestJet
Deal found 28/10C$ 600
Mon 1/1212:25 p.m.YYZ - HPN
1 stop9h 44mWestJet
Wed 10/125:17 p.m.HPN - YYZ
1 stop5h 54mWestJet
Deal found 28/10C$ 609
Mon 10/116:05 p.m.YYZ - HPN
1 stop17h 54mWestJet
Thu 13/1112:55 p.m.HPN - YYZ
1 stop20h 02mWestJet
Deal found 29/10C$ 612
Thu 11/1212:13 p.m.YYZ - HPN
1 stop3h 36mWestJet
Sun 14/125:17 p.m.HPN - YYZ
1 stop5h 54mWestJet
Deal found 28/10C$ 635
Wed 29/105:15 p.m.YYZ - HPN
1 stop17h 19mAmerican Airlines
Mon 3/115:16 p.m.HPN - YYZ
1 stop18h 38mAmerican Airlines
Deal found 29/10C$ 644
Thu 30/106:04 a.m.YYZ - HPN
2 stops9h 45mDelta
Mon 3/1112:45 p.m.HPN - YYZ
1 stop9h 10mDelta
Deal found 29/10C$ 645
Fri 14/116:10 a.m.YYZ - HPN
1 stop5h 50mWestJet
Sun 16/1112:45 p.m.HPN - YYZ
1 stop9h 14mWestJet
Deal found 30/10C$ 670
Sun 21/126:17 p.m.YYZ - HPN
1 stop17h 43mWestJet
Sat 3/15:16 p.m.HPN - YYZ
1 stop15h 42mWestJet
Deal found 30/10C$ 672
Sat 13/1212:23 p.m.YYZ - HPN
1 stop9h 46mWestJet
Sat 20/125:16 p.m.HPN - YYZ
1 stop5h 34mWestJet
Deal found 29/10C$ 686
Thu 6/116:15 a.m.YYZ - HPN
1 stop5h 44mWestJet
Thu 13/115:14 p.m.HPN - YYZ
1 stop5h 51mWestJet
Deal found 30/10C$ 687

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 30 October 2025.

Round-trip from

C$ 260

One-way from

C$ 256

Popular in

December

Cheapest in

May

Average price

C$ 352
Air Canada
  • Air Canada
  • 28/11-1/12
  • Nonstop
  • 3h 28m total
  • Toronto to New York
Search Deals
Delta
  • Delta
  • 13/12
  • 2 total stops
  • 12h 04m 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 October 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 October 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

Thu 4/12

6:10 a.m.-12:00 p.m.

1 stop5h 50m

White Plains Westchester County

Fri 5/12

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

1 stop7h 30m

C$ 469

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sat 28/2

12:20 p.m.-6:06 p.m.

1 stop5h 46m

White Plains Westchester County

Mon 2/3

10:29 a.m.-11:02 p.m.

2 stops12h 33m

C$ 471

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Tue 28/4

1:30 p.m.-9:41 p.m.

1 stop8h 11m

White Plains Westchester County

Sun 17/5

12:59 p.m.-10:00 p.m.

1 stop9h 01m

C$ 508

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Tue 28/4

9:45 a.m.-4:33 p.m.

1 stop6h 48m

White Plains Westchester County

Thu 14/5

12:59 p.m.-10:00 p.m.

1 stop9h 01m

C$ 508

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Tue 28/4

11:30 a.m.-9:41 p.m.

1 stop10h 11m

White Plains Westchester County

Sat 16/5

5:10 p.m.-10:57 p.m.

1 stop5h 47m

C$ 508

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Tue 28/4

9:45 a.m.-4:33 p.m.

1 stop6h 48m

White Plains Westchester County

Fri 15/5

6:40 p.m.-12:04 a.m.

1 stop5h 24m

C$ 508

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Tue 28/4

9:45 a.m.-4:33 p.m.

1 stop6h 48m

White Plains Westchester County

Tue 19/5

12:59 p.m.-10:00 p.m.

1 stop9h 01m

C$ 508

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sat 13/12

10:05 a.m.-10:09 p.m.

2 stops12h 04m

C$ 256

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Mon 26/1

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

1 stop5h 56m

C$ 256

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Tue 6/1

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

1 stop5h 44m

C$ 257

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/10

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 4 hours 16 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$ 446

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 16 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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