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C$ 237+ 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 16/9. Fares are subject to change and may not be available on all flights or dates of travel.
— HPN
19 Aug — 26 Aug1
1 adult

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 14 August 2025.

Round-trip from

C$ 234

One-way from

C$ 237

Popular in

December

Cheapest in

May

Average price

C$ 347
Air Canada
  • Air Canada
  • 26/9-3/10
  • Nonstop
  • 3h 09m total
  • Toronto to New York
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American Airlines
  • American Airlines
  • 16/9
  • 1 total stop
  • 7h 20m total
  • Toronto to Westchester County
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Highest demand for flights based on searches. 4% potential increase in price (C$ 19 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 7 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals to Westchester County

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 14 August 2025.

Thu 11/910:12 a.m.YYZ - HPN
2 stops12h 06mDelta
Fri 26/96:40 p.m.HPN - YYZ
1 stop5h 15mDelta
Deal found 13/8C$ 400
Thu 11/910:12 a.m.YYZ - HPN
2 stops12h 06mDelta
Wed 1/1012:42 p.m.HPN - YYZ
2 stops11h 13mDelta
Deal found 13/8C$ 411
Tue 9/911:00 a.m.YYZ - HPN
1 stop3h 53mAmerican Airlines
Thu 2/1011:15 a.m.HPN - YYZ
1 stop5h 18mAmerican Airlines
Deal found 13/8C$ 426
Sat 13/911:00 a.m.YYZ - HPN
1 stop7h 20mAmerican Airlines
Thu 2/1011:15 a.m.HPN - YYZ
1 stop5h 18mAmerican Airlines
Deal found 13/8C$ 452
Thu 11/910:12 a.m.YYZ - HPN
2 stops12h 06mDelta
Thu 2/1012:45 p.m.HPN - YYZ
1 stop9h 06mDelta
Deal found 13/8C$ 469
Sun 14/96:00 a.m.YYZ - HPN
1 stop10h 35mDelta
Fri 26/96:40 p.m.HPN - YYZ
1 stop5h 15mDelta
Deal found 13/8C$ 474
Thu 16/1011:52 a.m.YYZ - HPN
1 stop10h 17mDelta
Tue 21/103:15 p.m.HPN - YYZ
1 stop8h 03mDelta
Deal found 13/8C$ 478
Sun 14/96:00 a.m.YYZ - HPN
1 stop10h 35mDelta
Wed 1/106:00 a.m.HPN - YYZ
1 stop6h 07mDelta
Deal found 13/8C$ 484
Sat 13/911:00 a.m.YYZ - HPN
1 stop7h 20mAmerican Airlines
Sun 28/96:30 a.m.HPN - YYZ
1 stop5h 29mAmerican Airlines
Deal found 13/8C$ 505
Sun 14/96:00 a.m.YYZ - HPN
1 stop10h 35mDelta
Thu 2/1012:45 p.m.HPN - YYZ
1 stop9h 06mDelta
Deal found 13/8C$ 542
Mon 15/95:17 p.m.YYZ - HPN
1 stop16h 05mAmerican Airlines
Sun 28/96:30 a.m.HPN - YYZ
1 stop5h 29mAmerican Airlines
Deal found 13/8C$ 557
Tue 9/96:15 a.m.YYZ - HPN
2 stops9h 34mDelta
Tue 16/912:42 p.m.HPN - YYZ
2 stops10h 54mDelta
Deal found 13/8C$ 558

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 14 August 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 13/9

12:15 p.m.-3:49 p.m.

1 stop3h 34m

White Plains Westchester County

Tue 30/9

4:29 p.m.-9:51 p.m.

1 stop5h 22m

C$ 400

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Thu 11/9

5:17 p.m.-9:22 a.m.

1 stop16h 05m

White Plains Westchester County

Mon 29/9

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

1 stop5h 29m

C$ 400

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sat 13/9

7:45 a.m.-2:29 p.m.

1 stop6h 44m

White Plains Westchester County

Mon 29/9

6:40 p.m.-11:55 p.m.

1 stop5h 15m

C$ 400

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Tue 9/9

11:00 a.m.-2:53 p.m.

1 stop3h 53m

White Plains Westchester County

Sat 27/9

11:15 a.m.-4:33 p.m.

1 stop5h 18m

C$ 400

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Tue 9/9

6:15 a.m.-12:00 p.m.

1 stop5h 45m

White Plains Westchester County

Tue 16/9

3:25 p.m.-11:20 p.m.

1 stop7h 55m

C$ 400

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Tue 9/9

11:00 a.m.-2:53 p.m.

1 stop3h 53m

White Plains Westchester County

Tue 30/9

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

1 stop5h 29m

C$ 400

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Mon 15/9

1:20 p.m.-10:18 p.m.

1 stop8h 58m

White Plains Westchester County

Fri 26/9

6:40 p.m.-11:55 p.m.

1 stop5h 15m

C$ 400

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Thu 11/9

5:17 p.m.-9:22 a.m.

1 stop16h 05m

White Plains Westchester County

Tue 30/9

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

1 stop5h 29m

C$ 400

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Wed 10/9

6:30 a.m.-11:57 a.m.

1 stop5h 27m

White Plains Westchester County

Fri 26/9

6:40 p.m.-11:55 p.m.

1 stop5h 15m

C$ 400

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Wed 10/9

5:17 p.m.-11:26 p.m.

1 stop6h 09m

White Plains Westchester County

Tue 30/9

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

1 stop5h 29m

C$ 400

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/8

Showing 1-10 of 22 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 34 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$ 307

What are the cheapest airlines that fly to Westchester County?

The cheapest airline flying from Toronto to Westchester County is WestJet.

Reviews of airlines servicing Westchester County

Get insights into the airlines that provide service to Westchester County. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Westchester County. Reviews last updated 14 August 2025.
Read through reviews of airlines serving the United States, such as WestJet. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,015 reviews
Check prices

Overall

7.2

Entertainment

6.1

Comfort

7.0

Boarding

7.4

Crew

7.9

Food

6.2

Reviews

1 / 20
6.0
Good

Deb,Jan 2025

YYZ - YYC

Boarding went smoothly, you didn't accept debit card for food on flight
WestJet
7.2
Good
3,015 reviews
WestJet
7.2
Good
3,015 reviews
Check prices

Overall

7.2

Entertainment

6.1

Comfort

7.0

Boarding

7.4

Crew

7.9

Food

6.2

Reviews

1 / 20
6.0
Good

Deb,Jan 2025

YYZ - YYC

Boarding went smoothly, you didn't accept debit card for food on flight

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 34 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?

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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.

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