C$ 240+ 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 8/12. Fares are subject to change and may not be available on all flights or dates of travel.
— HPN
18 Dec — 25 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 18 November 2025.

Wed 31/1210:56 a.m.YYZ - HPN
1 stop3h 34mAmerican Airlines
Wed 7/16:30 a.m.HPN - YYZ
1 stop5h 29mAmerican Airlines
Deal found 16/11C$ 429
Sun 7/126:05 a.m.YYZ - HPN
1 stop5h 54mDelta
Mon 15/125:17 p.m.HPN - YYZ
1 stop5h 54mDelta
Deal found 15/11C$ 433
Tue 16/1210:58 a.m.YYZ - HPN
1 stop3h 44mAmerican Airlines
Tue 23/1211:04 a.m.HPN - YYZ
1 stop5h 35mAmerican Airlines
Deal found 18/11C$ 509
Thu 4/126:30 a.m.YYZ - HPN
1 stop10h 07mDelta
Sun 7/1212:45 p.m.HPN - YYZ
1 stop9h 13mDelta
Deal found 17/11C$ 533
Fri 21/119:52 a.m.YYZ - HPN
2 stops12h 17mDelta
Tue 2/1212:55 p.m.HPN - YYZ
1 stop4h 20mDelta
Deal found 17/11C$ 582
Mon 17/115:15 p.m.YYZ - HPN
1 stop17h 42mAmerican Airlines
Tue 2/126:30 a.m.HPN - YYZ
1 stop5h 24mAmerican Airlines
Deal found 17/11C$ 624
Fri 21/117:40 a.m.YYZ - HPN
1 stop10h 21mDelta
Sat 29/116:00 a.m.HPN - YYZ
2 stops11h 15mDelta
Deal found 17/11C$ 641
Wed 3/1212:13 p.m.YYZ - HPN
1 stop3h 36mWestJet
Tue 9/1212:55 p.m.HPN - YYZ
1 stop4h 20mWestJet
Deal found 16/11C$ 648
Fri 21/1110:57 a.m.YYZ - HPN
1 stop9h 14mAmerican Airlines
Mon 24/116:30 a.m.HPN - YYZ
1 stop5h 24mAmerican Airlines
Deal found 18/11C$ 656
Thu 27/116:10 a.m.YYZ - HPN
1 stop5h 50mWestJet
Tue 2/1212:55 p.m.HPN - YYZ
1 stop4h 20mWestJet
Deal found 15/11C$ 670
Tue 16/126:10 a.m.YYZ - HPN
1 stop5h 50mWestJet
Fri 2/15:16 p.m.HPN - YYZ
1 stop5h 34mWestJet
Deal found 17/11C$ 687
Mon 17/115:15 p.m.YYZ - HPN
1 stop17h 42mAmerican Airlines
Sun 30/116:30 a.m.HPN - YYZ
1 stop5h 24mAmerican Airlines
Deal found 17/11C$ 697

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 18 November 2025.

Round-trip from

C$ 276

One-way from

C$ 240

Popular in

November

Cheapest in

May

Average price

C$ 384
Porter Airlines
  • Porter Airlines
  • 29/12-29/12
  • 2 total stops
  • 10h 13m total
  • Toronto to New York
Search Deals
Delta
  • Delta
  • 8/12
  • 1 total stop
  • 5h 50m total
  • Toronto to Westchester County
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (C$ 45 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 7 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 18 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

Mon 8/12

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

1 stop5h 50m

White Plains Westchester County

Mon 15/12

3:08 p.m.-11:27 p.m.

1 stop8h 19m

C$ 433

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Mon 19/1

6:30 a.m.-4:32 p.m.

1 stop10h 02m

White Plains Westchester County

Tue 20/1

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

1 stop5h 30m

C$ 433

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Thu 8/1

10:05 a.m.-6:00 p.m.

2 stops7h 55m

White Plains Westchester County

Mon 12/1

12:36 p.m.-10:56 p.m.

2 stops10h 20m

C$ 464

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Thu 8/1

10:59 a.m.-6:08 p.m.

1 stop7h 09m

White Plains Westchester County

Mon 12/1

6:30 a.m.-11:59 a.m.

1 stop5h 29m

C$ 508

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Tue 16/12

10:58 a.m.-2:42 p.m.

1 stop3h 44m

White Plains Westchester County

Tue 23/12

11:04 a.m.-4:39 p.m.

1 stop5h 35m

C$ 509

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Thu 4/12

6:30 a.m.-4:37 p.m.

1 stop10h 07m

White Plains Westchester County

Sun 7/12

12:45 p.m.-9:58 p.m.

1 stop9h 13m

C$ 533

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Wed 31/12

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

1 stop5h 54m

White Plains Westchester County

Wed 7/1

12:36 p.m.-11:13 p.m.

2 stops10h 37m

C$ 533

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Mon 8/12

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

1 stop5h 50m

C$ 240

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Thu 1/1

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

1 stop9h 55m

C$ 272

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Wed 31/12

6:05 a.m.-10:09 p.m.

2 stops16h 04m

C$ 279

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/11

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 3 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$ 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 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. 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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