C$ 250+ 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 30/10. Fares are subject to change and may not be available on all flights or dates of travel.
— HPN
17 Oct — 24 Oct1
1 adult
1 adult, Economy

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 17 September 2025.

Round-trip from

C$ 253

One-way from

C$ 250

Popular in

December

Cheapest in

May

Average price

C$ 322
Porter Airlines
  • Porter Airlines
  • 9/10-12/10
  • 1 total stop
  • 7h 10m total
  • Toronto to New York
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30/10
  • 30/10
  • 2 total stops
  • 18h 13m total
  • Toronto to Westchester County
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Highest demand for flights based on searches. 4% potential increase in price (C$ 18 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 8 potential savings vs. average RT price).
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Average for round-trip flights in September 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 17 September 2025.

Sat 1/1110:59 a.m.YYZ - HPN
1 stop7h 21mAmerican Airlines
Sat 8/116:30 a.m.HPN - YYZ
1 stop10h 05mAmerican Airlines
Deal found 17/9C$ 426
Sat 1/119:45 a.m.YYZ - HPN
2 stops12h 24mDelta
Sat 8/116:00 a.m.HPN - YYZ
2 stops11h 19mDelta
Deal found 17/9C$ 432
Mon 6/101:20 p.m.YYZ - HPN
1 stop8h 49mDelta
Tue 14/106:00 a.m.HPN - YYZ
2 stops11h 19mDelta
Deal found 14/9C$ 455
Fri 7/116:20 a.m.YYZ - HPN
1 stop10h 18mDelta
Sun 9/1112:44 p.m.HPN - YYZ
1 stop9h 15mDelta
Deal found 16/9C$ 466
Mon 6/101:20 p.m.YYZ - HPN
1 stop8h 49mDelta
Wed 8/106:40 p.m.HPN - YYZ
1 stop5h 18mDelta
Deal found 16/9C$ 479
Fri 17/109:45 a.m.YYZ - HPN
1 stop26h 14mWestJet
Tue 21/105:20 p.m.HPN - YYZ
1 stop5h 35mWestJet
Deal found 15/9C$ 492
Fri 17/101:20 p.m.YYZ - HPN
1 stop8h 49mWestJet
Wed 22/1012:45 p.m.HPN - YYZ
1 stop9h 10mWestJet
Deal found 17/9C$ 495
Tue 21/106:15 a.m.YYZ - HPN
1 stop5h 44mWestJet
Thu 23/105:20 p.m.HPN - YYZ
1 stop5h 35mWestJet
Deal found 16/9C$ 501
Sun 19/103:35 p.m.YYZ - HPN
1 stop20h 24mWestJet
Tue 21/105:20 p.m.HPN - YYZ
1 stop5h 35mWestJet
Deal found 15/9C$ 528

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 17 September 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 1/11

12:25 p.m.-10:09 p.m.

1 stop9h 44m

White Plains Westchester County

Sat 8/11

6:00 a.m.-5:19 p.m.

2 stops11h 19m

C$ 432

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Wed 8/10

6:20 a.m.-4:38 p.m.

1 stop10h 18m

White Plains Westchester County

Tue 14/10

6:00 a.m.-5:19 p.m.

2 stops11h 19m

C$ 455

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Tue 7/10

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

1 stop3h 34m

White Plains Westchester County

Tue 14/10

6:00 a.m.-5:19 p.m.

2 stops11h 19m

C$ 455

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Fri 7/11

6:20 a.m.-4:38 p.m.

1 stop10h 18m

White Plains Westchester County

Sun 9/11

12:44 p.m.-9:59 p.m.

1 stop9h 15m

C$ 466

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Mon 6/10

1:20 p.m.-10:09 p.m.

1 stop8h 49m

White Plains Westchester County

Wed 8/10

6:40 p.m.-11:58 p.m.

1 stop5h 18m

C$ 479

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Fri 17/10

9:45 a.m.-11:59 a.m.

1 stop26h 14m

White Plains Westchester County

Tue 21/10

5:20 p.m.-10:55 p.m.

1 stop5h 35m

C$ 492

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Fri 17/10

1:20 p.m.-10:09 p.m.

1 stop8h 49m

White Plains Westchester County

Sat 18/10

12:55 p.m.-5:19 p.m.

1 stop4h 24m

C$ 492

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Wed 8/10

6:15 a.m.-11:59 a.m.

1 stop5h 44m

White Plains Westchester County

Sat 11/10

5:20 p.m.-2:45 p.m.

1 stop21h 25m

C$ 492

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Sat 28/2

12:20 p.m.-9:36 p.m.

1 stop9h 16m

White Plains Westchester County

Mon 2/3

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

2 stops12h 33m

C$ 492

TorontoWhite Plains

YYZ - HPN

YYZHPN

Toronto Pearson Intl

Fri 17/10

1:20 p.m.-10:09 p.m.

1 stop8h 49m

White Plains Westchester County

Wed 22/10

12:45 p.m.-9:55 p.m.

1 stop9h 10m

C$ 495

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/9

Showing 1-10 of 19 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$ 319

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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